New England Wanderlust

Massachusetts , Summer  ·  May 6, 2022

The Ultimate Martha’s Vineyard Day Trip Guide + Itinerary (2024)

A lot of people wonder if taking a Martha’s Vineyard day trip is possible, or even worth it. Well, I can tell you from personal experience that it most definitely can be done, especially if you’re armed with some expert knowledge (which I’m happy to provide), and a bit of planning, you can have a perfect day on Martha’s Vineyard.

This travel guide will also provide you with the best ways to get around the island during your day trip, as well as three perfect day trip itinerary options, depending on your specific preferences.

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The cliffs at Aquinnah are one of the best things to do on the island, and can be done on a Martha's Vineyard day trip if you have a car, or take a tour.

Can You Take A Day Trip to Martha’s Vineyard?

Absolutely! Ferries depart daily from Hyannis, Falmouth and Woods Hole on Cape Cod, giving you plenty of options to get there and back for a day trip.

Is A Day Trip to Martha’s Vineyard Worth It?

I definitely think it is. Martha’s Vineyard is worth a day trip to experience the charming gingerbread cottages and towns, the stunning views of the Aquinnah cliffs, the beautiful beaches and the scenic drives.

That said, to make a day trip to Martha’s Vineyard worth it, it just requires a bit more planning and research, and also the understanding that you’ll have a pretty long day so you can see as much of the island as possible. I’ve done an entire post on Nantucket vs. Martha’s Vineyard for a day trip from Cape Cod, and while my opinion is that Nantucket is an easier day trip, both islands are more than worth your time.

Can You Do A Day Trip From Boston To Martha’s Vineyard?

There is no direct ferry from Boston to Martha’s Vineyard. If you want to explore on your own, you’ll need to drive from Boston to Cape Cod to get the ferry (more info on that later in the post!).

However, if you’re up for doing a tour, there is a great option that takes you directly from Boston to Martha’s Vineyard!

With this tour option, you can either choose just the transportation (a bus from Boston and the ferry are included), or you can upgrade to an island tour, which will take you to parts of the island that you really need a car to see). This is a great option for those wanting to take a day trip from the city but don’t want to drive themselves!

🚐 Click here to book your day trip tour from Boston!

How To Plan A Day Trip to Martha’s Vineyard

When thinking about taking a day trip to Martha’s Vineyard, you’ll want to decide ahead of time what your priorities are, and the top things you want to visit. The island is comprised of six towns, and while some are close together, most of them are spread out enough that without a plan once you arrive, you could waste a lot of time trying to navigate around.

Here are the best things to ask yourself when planning a day trip to Martha’s Vineyard:

  • What time do I want to leave, and what time do I want to return?
  • What towns do I want to see?
  • How do I want to get around? Do I want to rely on public transportation? Do I want to budget for an Uber? Do I want to rent a car for flexibility?
  • Do I want to spend most of my time seeing the towns and sites, or do I want to plan time at a beach?
  • Do I want to have both lunch and dinner on the island, or eat dinner after I’ve returned back to the mainland?

Okay, now that you’re thinking about your answers to these questions, let’s break it down a bit.

  • For a day trip to Martha’s Vineyard, I suggest you leave as early as you can (an 8 or 9am ferry is ideal), and plan to time your return around 6-7pm. This will allow you enough time to see as much as the island as possible, while still not running yourself ragged.
  • The six main towns that make up Martha’s Vineyard are: Oak Bluffs, Edgartown, Vineyard Haven, West Tisbury, Aquinnah and Chilmark. The most popular ones for exploring are Oak Bluffs, Vineyard Haven and Edgartown. The furthest away from these three towns is Aquinnah, which is where the famed cliffs and Gay Head Lighthouse are. It’s possible to see these all in one day, which leads into …
  • You’ll need to rent a car or rely on Uber if you want to tackle Edgartown, Vineyard Haven, Oak Bluffs and Aquinnah for a day trip. Renting a car is the most reliable option. While Uber is easy to get on the island, especially in the summer, I would be hesitant to rely on it if you have a specific ferry to catch. If you don’t need to head out to Aquinnah, you can rely on public buses to get you around the three main towns. Scroll down for more information on the best ways to get around the island.
  • If you want to plan some time at the beaches, depending on how much time, you’ll have to sacrifice time from another destination.
  • Plan your ferries accordingly if you’d like to have dinner on the island. If this is the case (which is a wonderful idea!) I would just suggest that you make a dinner reservation, and forego any restaurants that don’t take reservations. Again, with a ferry to catch to get back, you don’t want to take any risks, or feel stressed and rushed on your Martha’s Vineyard day trip.

Now that you’ve decided on what kind of day you’d like to have, the rest is easy! And even easier if you follow my suggested itinerary below for the perfect day trip to Martha’s Vineyard.

Edgartown Lighthouse is a short 10 minute walk from downtown, and one of the best things to do on the island.

What Towns To Visit During A Day Trip To Martha’s Vineyard

If you were on the island for more than a day, I would say to visit them all because I think they’re all beautiful in their own way. When I’m on the island for 2-3 days, I usually rent a car and explore all the towns. But, for a Martha’s Vineyard day trip, it’s going to be a bit different.

Vineyard Haven on Martha's Vineyard is a lovely little town to visit during your day trip.

Below, I’ve listed the towns by priority, starting with the best to visit for a Martha’s Vineyard day trip, to ones that you can skip for a day trip:

  • Edgartown : My favorite town on the island because it has a great downtown area with lots of shops and restaurants, while still maintaining lots of charm. It also is home to Edgartown Lighthouse, and South Beach, my favorite beach on Martha’s Vineyard.
  • Oak Bluffs : For a day trip, I don’t think you need more than an hour here, but it’s worth it to stop and see the gingerbread cottages, and also swing by East Chop Lighthouse if you have a car.
  • Aquinnah : It will entirely depend on if you have a car or not because getting here by bus takes a while, and not idea for a day trip. But, if you have a car, I think it’s more than worth it to drive out here to see Gay Head Lighthouse and the famous cliffs and Aquinnah Beach. It might be the prettiest part of the island.
  • Vineyard Haven : If you decide to venture to Aquinnah, you can probably skip Vineyard Haven to save time, although I love visiting this little beautiful town. It’s smaller than Edgartown, but has some really lovely water views, beautiful shops and good restaurants. If you choose to not visit Aquinnah, definitely visit Vineyard Haven during your day trip.
  • Chilmark : In Chilmark, you’ll find the little fishing village of Menemsha, which is a really fun stop to make. Although, for a day trip, I think your time is better spent in the other towns listed above.
  • West Tisbury : While there are some beautiful beaches and great natural trails here, for a Martha’s Vineyard day trip, this is a town you can skip.

The harbor at Vineyard Haven on Martha's Vineyard is always filled with the most beautiful boats.

The Best Martha’s Vineyard Day Trip Itinerary – 3 Options

Having been to Martha’s Vineyard for a day trip a few times, I feel like I’ve come up with the best itinerary options for first-timers, depending on what your priorities are. Below is a breakdown of which itinerary will be best for you:

Option 1: Overview of Martha’s Vineyard Itinerary – Best for those who want to see as much of the island as possible, are willing to bring their car, rent a car or rely on Uber, and are okay not having a lot of beach time, or a lot of time in each destination.

Option 2: The Best Of The Island’s Towns Itinerary – This option is best for those who want to rely on buses to get around, spend more time in the three main towns, and want an option for either beach time, or a guided tour around the island and out to Aquinnah.

Option 3: The Edgartown – Beaches – Aquinnah Itinerary – This is best for those who will have a car, or can rely on Uber, and want to see the best town on the island, and combine it with some beach time, and a trip to Aquinnah.

Be sure to get up close to Edgartown Lighthouse on your Martha's Vineyard day trip.

Option 1: Overview Of Martha’s Vineyard Itinerary

Please also keep in mind that times for all three itineraries will not be exact, and will need to be adjusted depending on which ferry you take . These are meant to be used as a guideline to help you plan your perfect Martha’s Vineyard day trip.

Transportation for this itinerary : Car or Uber. Public buses are not recommended for this route. If you choose to Uber, substitute car directions with requesting an Uber ride, and you can ignore parking suggestions.

7a : Arrive at ferry terminal 8a : Depart ferry terminal 8:45/9a : Arrive at Oak Bluffs on Martha’s Vineyard 9a-10a : Explore Oak Bluffs (Oak Bluff’s main town area is only a 5-minute walk from the ferry terminal).

Best Things To Do In Oak Bluffs For 1 Hour (pick which best suit your preferences):

  • Get some amazing apple fritters the size of your head (and other delicious treats!) at Back Door Donuts .
  • Walk around the Martha’s Vineyard Campground to see the gingerbread cottages.
  • Visit the shops along Circuit Avenue.
  • Walk to Ocean Park to see the gazebo.
  • Take the kids the Flying Horses Carousel.

The gingerbread cottages are one of the best things to see during a Martha's Vineyard day trip. These can be found in Oak Bluffs.

10a : Walk back toward the ferry terminal to pick up your rental car and drive to Edgartown (15 mins from Oak Bluffs), or take an Uber. Option to stop at East Chop Lighthouse OR the Jaw’s bridge in Edgartown (on your way to downtown) for a few minutes. You can stop at both, just subtract from the time you’d spend in downtown).

Parking in Edgartown:

In the summer (July & August) parking in Edgartown is tough. Any other time of the year, it’s easy. In the summer, I suggest parking for free at the Edgartown Park-n-Ride, and taking the free shuttle into town, which runs every 15 minutes or so. There are also 2 and 4-hour parking spots all over town, but it may be difficult to find an available one.

11a-2:30p : Have lunch and explore downtown Edgartown.

Best Things To Do in Downtown Edgartown For 2.5 Hours:

  • Have a quick but delicious lunch at Among The Flowers Cafe .
  • Grab an ice cream cone at Mad Martha’s .
  • Walk to Edgartown Lighthouse (10 minutes from downtown).
  • Walk through the streets of downtown.

Edgartown Lighthouse is a must-see on your Martha's Vineyard day trip!

2:30p : Walk back to car (or take shuttle back to park-and-ride lot) and take a scenic drive to Aquinnah (35 minutes from Edgartown). 3:15-4:30p: Arrive in Aquinnah, and visit Gay Head Lighthouse, the cliffs overlook, and take the path down to the beach (if time allows).

View from the parking area at the cliffs of Aquinnah, which is one of the most beautiful stops you can make on a Martha's Vineyard day trip.

Parking at Gay Head Lighthouse/Cliffs Overlook :

Parking along the the road in front of the shops at Gay Head Lighthouse is limited, but I’ve always gotten lucky and found a spot. If you don’t find a spot right away, there is an overflow lot for public beach parking a very short distance away. Drive past the parking in front of the shops, and look for public parking signs almost immediately. The parking lot will be on your right, and you should reach it in about 30 seconds.

The coastline at Aquinnah is one of the best things to see on your Martha's Vineyard day trip.

4:30p : Walk back to car, and drive to Vineyard Haven (35 minutes from Aquinnah) *If your ferry is 6:30p or later. If your ferry is earlier than 6p, I would suggest you head straight back to Oak Bluffs to drop off the car, and catch your ferry. In this case, you could spend a bit more time in Aquinnah enjoying the beach .

5-6p : Explore Vineyard Haven’s downtown

6p: Walk back to the car, and drive to Oak Bluffs to return the car, and catch your 6:45-7:30p ferry (depending on your specific departure time).

7:30-8p: Arrive back to Cape Cod, just in time for dinner!

Tip : If you’ve taken a ferry back to Hyannis, a great dinner suggestion if you’re tired is to order pizzas from Pizza Barbone online when you get off the ferry, and have them ready when you arrive. Otherwise, there are plenty of restaurants right in Hyannis, Falmouth or Woods Hole for you top pick from!

Option 2: The Best Of The Island’s Towns

Transportation for this itinerary : You’ll use the public bus system for the duration of this Martha’s Vineyard day trip itinerary.

Best Things To Do in Oak Bluffs For 2 Hours:

  • See list from Itinerary 1.
  • Since this itinerary allows for more time, you can add on taking a walk along the sidewalk of Seaview Avenue to take in some awesome water views, and see more cottages. This is also right by the bus station.

11a : Walk to the #13 bus stop on Seaview Avenue, right by the ferry terminal (exact location: 41.45671553963665, -70.55566384589297), and take the bus to Edgartown. The bus should depart every 15 minutes in the summer. The ride should take 20 minutes or so, depending on how many stops they make.

Downtown Edgartown is one of the most charming and picturesque towns to see on your Martha's Vineyard day trip.

11:30a-3:45p : Have lunch and explore downtown Edgartown

Best Things To Do in Downtown Edgartown For 4 Hours:

  • Grab lunch at The Seafood Shanty , and see if you can get a table on their upper deck overlooking the water and Chappaquiddick.
  • Explore the shops and harbor downtown.
  • Walk to Edgartown Lighthouse (a scenic 10-minute walk from downtown).

The Seafood Shanty in Edgartown has an amazing view of the water from their upper deck.

3:45p : Begin to walk back to the bus station in Edgartown, and take the 4p. #13 bus to the Vineyard Haven Terminal. The ride should take 20-30 minutes, depending on how many stops they have to make.

4:15-5:30p: Explore Vineyard Haven’s downtown and harbor. There are some nice shops and restaurants to visit in this cute little town.

5:30p: Walk back to the bus station, and take the #13 bus back to the Oak Bluffs ferry terminal, and catch your 6:30p or later ferry back to Cape Cod. <br><em>*If your ferry departs earlier than 6:30p, you’ll want to make sure to cut time elsewhere to make it back to Oak Bluffs in time.

7:30p: Arrive back to Cape Cod just in time for dinner!

Optional tour around the island for this itinerary:

If you’d like to take a tour of the island, and also get to visit Aquinnah, click the link below to read about a great option that’s only 4 hours long, and will show you around the island.

If you decide that this is a good option for you, I suggest you take the 10a tour, which will begin right after your arrival at Oak Bluffs, and also end in Oak Bluffs. From there, you can decide if you want to walk to the gingerbread cottages to grab some photos (since the tour only drives by them), and then I would suggest you take the bus to Edgartown and enjoy the rest of your day there with a lunch and exploring on foot. Then you can take the bus back to Oak Bluffs to catch your ferry back to Cape Cod.

For this option, you would skip Vineyard Haven entirely.

🚐 Click here to book your tour around Martha’s Vineyard!

Option 3: The Edgartown – Beaches – Aquinnah Itinerary

Transportation for this itinerary: You will need a car, or rely on Uber.

Food tip : You’ll want to make sure you have a good breakfast, or pack snacks for this itinerary.

7a : Arrive at ferry terminal 8a : Depart ferry terminal 8:45/9a : Arrive at Oak Bluffs on Martha’s Vineyard

9a : Pick up rental car after arriving at the ferry terminal, or request your Uber to take you to Aquinnah

9:15-9:30a : Depart for Aquinnah (the drive is 40 minutes from Oak Bluffs).

10-11:30a: Arrive at Aquinnah, and explore Gay Head Lighthouse, the cliff overlook, and take the path down to the beach. *See Itinerary 1 for parking suggestions at the Aquinnah cliffs.

The red cliffs at Aquinnah on Martha's Vineyard.

11:30a : Walk back to your car, and drive to Edgartown, or request an Uber (drive is 35 minutes from Aquinnah). Allow buffer time for parking and walking into downtown. *See Itinerary 1 for parking suggestions in Edgartown.

12:30-3p : Grab lunch and explore downtown Edgartown *See Itinerary 1 for suggestions on how to spend two hours or so in Edgartown. I suggest a quick lunch at Among The Flowers Cafe to save time.

The lobster roll at Among The Flowers Cafe is one of the best you can get on your Martha's Vineyard day trip.

3p : Walk back to your car and drive to South Beach, or request an Uber. The drive will take about 10 minutes. To park at South Beach

Parking at South Beach in Edgartown:

Parking should be pretty easy, even in the summer. I’ve never waited more than a few minutes for a spot, and that’s if I didn’t find a spot right away (which I usually do). Parking is free along the road, and it will be very clear once you arrive.

3:15-5:30p : Enjoy South Beach! This is the prettiest and most fun beach on the island, and is known for having big waves. If you’re not up for swimming, a nice long, scenic walk on the shoreline will be memorable and relaxing.

South Beach in Edgartown is one of the prettiest beaches you can visit during your Martha's Vineyard day trip.

5:30p : Head back to the car to drive back to Oak Bluffs, or request an Uber. Return the rental car if needed. *If you need less time at the beach, and can leave earlier, it’s an option to stop at the Jaw’s bridge on your way back to Oak Bluffs, or arrive in Oak Bluffs to return your rental car and walk around to explore the gingerbread cottages before your ferry departs. The ferry terminal is only a short 5-10 minute walk to the cottages (depending on how fast you walk).

6:30-7p : Catch your ferry back to Cape Cod.

7:30-8p: Arrive back to Cape Cod just in time for dinner! *See the end of Itinerary 1 for an easy dinner suggestion if you’re feeling like something quick after a long day.

How Do You Get Around Martha’s Vineyard?

Especially for a day trip to Martha’s Vineyard, the best and easiest method to get around is by either bringing your car on the ferry, or renting a car for the day. Other options include relying on Uber, public buses, or taking a guided tour around the island.

Click here to read my detailed guide on seeing Martha’s Vineyard without a car!

Renting A Car For A Martha’s Vineyard Day Trip

One option for driving around Martha’s Vineyard during your day trip is to rent a car, and most companies are able to have it ready for you upon arrival at the ferry dock. Many also have basic options like a 4-door sedan, or fancier convertibles and Jeeps, depending on the size of your group, and what you’re looking to do for the day.

Bringing Your Car On The Ferry

If you plan ahead for this, and make your reservation in advance, you can bring your car on the Steamship Authority ferry, departing from Woods Hole on Cape Cod. The cost to bring your car on the ferry will be between $118-$250, depending on the day of the week, and the size of you car (this cost is in addition to the passenger ferry tickets).

You will also have to drive to Woods Hole to take the ferry, and will not have the option to take the ferry out of Hyannis. This is because the only car ferry to Martha’s Vineyard leaves from Woods Hole, so be sure to plan accordingly.

Using Uber On Martha’s Vineyard

Uber is available on the island and is easy to use. If you’re coming from a city, there may be longer wait times than you’re used to, but I think it’s pretty fast and reliable. The further away from Oak Bluffs/Edgartown/Vineyard Haven you go, the longer your wait times will be.

Using Public Buses To Get Around Martha’s Vineyard

There is a good public bus system on the island, which will get you between Oak Bluffs/Edgartown/Vineyard Haven easily enough. They will just be more time consuming. I don’t usually suggest it as the best option for a day trip, but it can definitely be done, especially if you’re on a tight budget (I used the buses for my first day trip to island!).

Tours Around Martha’s Vineyard

Lastly, a good option to consider is also a guided tour around the island, which will take you to multiple destinations in a short amount of time, which isn’t a bad idea for a day trip. Of course, the down side if that you won’t have flexibility to be on your own schedule, but if you’re coming to the island for the first time, and you want an easy day without navigating the sites yourself, consider a tour!

How To Get To Martha’s Vineyard From Cape Cod

There are 4 ferry companies that will take you from Cape Cod to Martha’s Vineyard, and they are:

  • Hyline Cruises – departs from Hyannis
  • Steamship Authority – departs from Woods Hole (options to bring your car)
  • Island Queen – departs from Falmouth
  • Edgartown Fast Ferry – departs from Falmouth

All of these ferry companies are great (the only one I haven’t personally tried is the Edgartown Fast Ferry, but I’ve heard good things!). So when deciding which ferry to take, it really just depends on on location, and what you’re looking to do.

Hyline Cruises is a convenient location if you’re staying in the mid, lower or outer Cape regions since you’ll only have to drive to Hyannis instead of all the way to Falmouth/Woods Hole.

Steamship Authority, Edgartown Fast Ferry, and Island Queen all depart from generally the same area.

Hyline Ferry From Hyannis To Martha’s Vineyard

The Hyline Cruises ferry will dock in Oak Bluffs on Martha’s Vineyard. It’s good to note that you should arrive 45-60 minutes prior to your ferry departure time to allow time for parking, as you’ll have two options once you arrive at the terminal.

Parking At The Hyline Ferry in Hyannis

The two parking options at the Hyline Ferry terminal are on-site parking, and off-site parking. On-site parking is the most convenient, and won’t require you to arrive quite as early to catch your ferry, but will be more expensive.

Off-site parking will be the most economical, but will require you to arrive to the terminal a bit earlier (I usually arrive 45 minutes-1 hour in this case), and also take a free shuttle from the lot back to the terminal. For the off-site parking option, you’ll drive to the check-in area, and then wait for the attendants to tell you which off-site lot to drive to, based on how full each of the lots are. You’ll then drive to the lot and park, and wait for the free shuttle to bring you back.

When you return from Martha’s Vineyard, you’ll take the free shuttle back to the parking lot. It sounds complicated, and during your first trip, it might be a little confusing, but I promise you that it’s not that bad! And if you’re looking to keep your trip as easy as possible, I recommend booking your on-site parking space well in advance.

Ferry From Woods Hole To Martha’s Vineyard

Steamship Authority depart from Woods Hole and will dock at either Oak Bluffs or Vineyard Haven on Martha’s Vineyard. You should arrive 1 hour prior to your departure time to allow time for parking. Steamship Authority only offers off-site parking, and requires you to ride their free shuttle back and forth from the lot and terminal.

This is also your only option from Cape Cod if you want to bring your car over to the island.

For more information about parking at the Steamship Authority terminal, click here .

Ferry From Falmouth To Martha’s Vineyard

The Falmouth-Edgartown Fast Ferry will depart from Falmouth and dock in Edgartown. There is free parking on-site at this ferry terminal, but ticket prices are a bit higher than the other options.

This is a very convenient option if you’re looking to dock in Edgartown and want hassle-free parking. Just be mindful that there are fewer departures per day, so your options are more limited with this ferry.

The last option from Falmouth is the Island Queen ferry, which is conveniently located close to downtown Falmouth and Main Street. If you’re staying downtown, you may be able to walk to the ferry from your hotel to avoid parking at the ferry.

What Is The Fastest Ferry From Cape Cod To Martha’s Vineyard?

The fastest ferry options are the Island Queen, which takes 35 minutes to get from Falmouth to Oak Bluffs. The Edgartown Fast Ferry, Hyline, and Steamship Authority options all take about 1 hour.

If you choose to take your car over to the island, the traditional ferry service with Steamship Authority is 2 hours and 15 minutes.

Is There A Ferry From Boston To Martha’s Vineyard ?

As mentioned earlier in the post, there is no direct ferry from Boston to Martha’s Vineyard. But you can book this tour, which includes transportation right from Boston so you don’t have to worry about driving yourself!

How Far In Advance Should You Book Your Ferry For A Martha’s Vineyard Day Trip?

Generally speaking, during peak season, a few days before should be fine, but at least a week in advance if you need to bring your card to the island. It’s best to monitor vehicle reservation availability a week or two before you want to travel to the island, which you can do right on the Steamship Authority website by clicking here .

It is possible to get same-day tickets, but that is very risky during peak season. For day trips, since it’s best to leave early in the morning, and come back around dinner time, I would suggest you play it safe, and book your tickets in advance.

For passenger-only tickets on Steamship Authority, you should be fine to book your tickets 1-2 days ahead of time, regardless of the season. These ferries are bigger, and can accommodate more people, and don’t sell out as quickly.

In peak season (end of June through Labor Day), I would suggest booking at least a week in advance if you want to take Hyline Cruises and prefer on-site parking. If you prefer off-site parking at Hyline, you should be able to book a few days in advance. If you plan to take your Martha’s Vineyard day trip outside of peak season, you should be able to book 1-2 days in advance, or possibly even same-day. But I always recommend at least a day or two in advance.

Tip : Since I don’t ever bring my car to Martha’s Vineyard, I usually make my reservation about 2-3 days ahead of time, depending on the weather forecast. I usually opt for Hyline, since it’s the most convenient location to where I typically stay on Cape Cod. I’ve also been able to change my ticket day and time a day before if the weather changes, but that’s not always guaranteed. It just always depends!

How Long Is The Ferry Ride To Martha’s Vineyard?

35 minutes – 1 hour. It’s a very quick and enjoyable ride!

Best Day To Visit Martha’s Vineyard For A Day Trip

I always suggest that you try to do any day trip to the Cape Cod islands on a weekday to avoid as many of the crowds as possible. That doesn’t mean that weekdays won’t be crowded at all (they definitely will be during July and August!), but you’ll avoid as many of them as possible on a weekday.

Since a lot of people still take weekend trips to Cape Cod and the Islands, weekend traffic to Martha’s Vineyard will be higher, including day trips.

You may also find these posts helpful:

  • Best Things To Do On Martha’s Vineyard
  • Best Beaches On Marth a’s Vineyard
  • Is Nantucket Or Martha’s Vineyard Better For A Day Trip?
  • Best Ice Cream On Cape Cod & The Islands
  • Best Time Of Year To Visit Cape Cod & The Islands
  • What To Pack For Cape Cod & The Islands
  • Best Towns To Stay In On Cape Cod
  • Best Beach Towns In New England
  • Gorgeous New England Islands Worth Visiting

That’s A Wrap On The Ultimate Martha’s Vineyard Day Trip Itinerary

Hopefully you’re now feeling ready to take your own Martha’s Vineyard day trip! If you plan ahead of time and know what you’re looking to see and experience, it’s not just doable – it’s absolutely worth it.

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The gingerbread cottages are one of the best things to see during a Martha's Vineyard day trip. These can be found in Oak Bluffs, and are perfect to explore if visiting Martha's Vineyard without a car.

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This New England Island Is the Perfect Summer Vacation — With Over 20 Beaches, Great Restaurants, and Waterfront Hotels

Here, everything you need to know to plan the perfect Martha's Vineyard vacation.

martha's vineyard travel blog

As compact as Martha's Vineyard is — or simply the Vineyard, as locals affectionately abbreviate it — this New England island can feel much larger because of its three main towns: Oak Bluffs, Vineyard Haven, and Edgartown, all of which offer something different. There's also Aquinnah, renowned for its towering seaside cliffs, the sleepier fishing village of Chilmark, and the less touristy, often labeled 'residents-only', West Tisbury.

A visit to the island isn't complete without visiting them all, however, repeat visitors will surely play favorites, flocking back to their preferred destination. Don't be intimidated, there's something for everyone on Massachusetts' largest island, and though it may not be the easiest to access, that only adds to its charm — because once you arrive, you'll never want to leave.

The Best Time to Visit Martha's Vineyard

A New England island situated seven miles offshore in the Atlantic Ocean, the Vineyard is very much a seasonal destination. Summer is by far the best time to visit with balmy averages hovering in the 80s and a plethora of activities on offer; the winter can bring nasty, coastal storms and the majority of businesses will shutter during these months. If you're planning a trip to Martha's Vineyard in high season, you should book accommodations early (whether you're looking for a luxe hotel or an Airbnb), as space is limited on the 100-square-mile island.

Repeat visitors may find that the shoulder-season months — April and September — are the best time to experience all of the island's charm, without the chaos of high-season crowds. And if you're lucky and willing to plan last minute, warm autumns may prompt the Vineyard to extend the season, so don't completely write off October. With that said, if you have plans to visit a specific restaurant or shop during shoulder season, just make sure to check their website for off-season hours.

What to Do in Martha's Vineyard

Hit the beach.

With nearly 20 beaches, the most obvious thing to do on the Vineyard is check out the beaches. Gay Head Public Beach shows off the towering Aquinnah cliffs, Menemsha is known for gorgeous sunsets, and Lighthouse Beach is walking distance from Edgartown. Elevate your beach day with a lobster roll or whole steamed crustacean with a side of seaweed salad from The Net Result .

Experience History

Rent a bike and pedal past the historical Gingerbread cottages of Oak Bluffs. Climb the West Chop Lighthouse or Edgartown Lighthouse for impressive views of the Vineyard. Visit the Flying Horses Carousel , which dates back to 1876.

Spend Time in and on the Water

Whether you're wading, paddleboarding, or surfing, playing in the surf is a crucial part of island life. You should also head out on the water for an afternoon, taking a traditional sailing lesson (try private lessons with Sail MV ) or chartering a boat for the day (try Island Girl Excursions ).

Adults-only Fun

Pop into one of the harborside bars with airy decks and tiki cocktails, where you may just stay for the rest of the evening. Visit The Ritz MV for a taste of the island's late-night, local scene — open year-round.

Where to Stay on Martha's Vineyard

The kelley house.

Nestled in the former whaling port of Edgartown, The Kelley House Hotel still stands from the days when sea captain wealth developed the island. Don't let 275 years of history fool you, though — Kelley House's 54 rooms have been renovated to keep up with the times, emanating contemporary, nautical charm. The guests-only pool is a rarity on the island and a welcome respite from the hustle and bustle of the beaches during peak-season.

The Edgartown Collection

The Christopher, The Sydney, The Richard, and The Edgartown Inn are the four luxury boutiques in this hotel collection, totaling 69 rooms across Edgartown. Each property is tastefully renovated and reflects their own personality, from the island-inspired blue hues at The Christopher to the garden-reminiscent touches at The Edgartown Inn, you simply can't go wrong.

Harbor View Hotel

Timeless but contemporary, this 117-room resort is at the center of it all, and somewhat of a landmark in its own right, thanks to its ocean-to-plate restaurant, Bettini. The hotel's latest renovation lightened the interiors across a neutral palette of rosy hues and sandstone, accented by pops of seaside blues.

Summercamp's Oak Bluffs locale offers a change of pace with its retro-whimsical design elements and mission encouraging guests to "come be a kid again." Amenities like Camp Canteen, with fun, nostalgic snacks (Dreamsicles, anyone?), and a vintage game room with a ping pong table, make this property the ultimate adult summer camp.

How to Get to Martha's Vineyard

Accessible only by boat or plane, Martha's Vineyard isn't the easiest island to get to, but the journey is well worth it. Both The Steamship Authority and Hy-Line Cruises run year-round ferries, operating on limited schedules in the off-season (October through March) and increased service during high-season (May through September). The Steamship Authority leaves from Woods Hole, Massachusetts (on Cape Cod) and arrives at Oak Bluffs (seasonally) or Vineyard Haven (year-round) in 45 minutes. The ferry can accommodate cars, however, vehicle reservations are limited and pricey, so many vacationers choose to leave their cars in one of the long-term lots in Woods Hole. Hy-Line Cruises is a passenger-only ferry that also takes about 45 minutes, departing from Hyannis and arriving in Oak Bluffs. Reservations are strongly recommended for both ferry operators, particularly in the summer.

The Best Martha's Vineyard Restaurants

19 raw oyster bar.

Indulging in seafood is a rite of passage on the Vineyard, particularly seafood towers at 19 Raw Oyster Bar . Aim to arrive early and snag a seat on the patio tucked behind one of Edgartown's main drags; slurping local oysters in the sunshine and dipping Jonah crab into cocktail sauce really welcomes you to island life.

Only open for dinner, this swanky restaurant specializes in new American fare and inventive craft cocktails. Overlooking Lagoon Pond, the dark-timber bar makes for a lovely sunset perch before moving to your candlelit table. The menu is particularly inspired by the sea, sourcing from regional fishermen and showcasing New England's bounty.

Sitting beachside on Vineyard Haven Marina, the sense of place at Garde East is palpable. Whether you secure a seat on the terrace or a window table, you won't have any mistake as to your whereabouts, nor access to waterfront views. Open for lunch, dinner and Sunday brunch, don't miss out on the house bread, with truffle butter and grilled oysters, regardless of when you visit. The rest of the menu is just as terrific as the grilled oysters; with incredibly fresh seafood, there are no wrong choices here.

The island's newest Italian restaurant now ranks as one of the island's best, with Naples-born chef Salvatore della Torre helming a menu flexing the flavors of his home country. From arancini and insalata to carbonara and ragu, Salvatores presents the best of Italy's southern and northern regions to Union Street in Vineyard Haven.

A husband-and-wife duo opened this European-inspired restaurant as a place to relax, even naming it after the French word for "relaxation" or "relaxing." You'll find odes to the couple's past travels throughout Spain, Italy, and France on the menu, along with the freshest ingredients from garden to ocean.

One of Edgartown's liveliest bars, Alchemy , is also a must-visit for dinner. Chef Christopher Stam celebrates, and has been celebrating for more than two decades, island cuisine with classic New England flavors. Appetizers comprise a sort of global tapas, while mains offer fine-dining dishes for every palate, with surf and turf as a longstanding tradition.

The Black Dog

Even first-time Vineyard visitors will recognize the swinging black lab logo as a symbol of the island, which is why you simply can't miss this classic tavern along Vineyard Haven Harbor. Founded in 1971, this eatery is always overflowing, especially as it's one of the few restaurants open year-round. Don't miss out on the legacy, and while you're there, you may even want to pick up a souvenir shirt, the true proof of a Vineyard visit.

Out of Office Travel Blog

Day Trip to Martha’s Vineyard, One Day Itinerary

One day in martha’s vineyard massachusetts.

Did you know over 150,000 people visit Martha’s Vineyard each summer? Martha’s Vineyard is an island in Massachusetts best known as the filming location for the movie Jaws. We are drawn to Martha’s Vineyard for its sandy beaches, amazing seafood, and relaxed atmosphere. Follow this itinerary to see Martha’s Vineyard must-see sites in one day. Or, use my itinerary as a template and make it your own. Continue reading for additional things to do in Martha’s Vineyard and how to plan your Martha’s Vineyard day trip. Enjoy your time out of the office!

Read Two Week New England Road Trip Itinerary: Massachusetts, Rhode Island, Connecticut

Circuit Ave Martha's Vineyard Massachusetts, one day itinerary things to do day trip

How to Spend a Day in Martha’s Vineyard, Highlights

Cape Poge | Sylvia State Beach | the Jaws Bridge | Edgartown Historic District | Island Alpaca Company | Vineyard Haven | Wesleyan Grove Gingerbread Cottages | Circuit Ave shopping | dinner and cocktails at Dockside Marine

One Day Martha’s Vineyard Itinerary

8:00 am ferry to martha’s vineyard oak bluffs.

Take the 8:35 Steamship Authority ferry from Woods Hole to Oak Bluffs Martha’s Vineyard arriving at 9:20 am. Photograph Cape Poge as you approach Martha’s Vineyard. Walk across the street to the bus stop and purchase an all-day bus pass.

9:30 am Sylvia State Beach and the Big Bridge

Take the #13 bus toward Edgartown. Exit the bus at Sylvia State Beach. Go for a walk along the water and check out the Big Bridge made famous in the film Jaws. When ready, continue on the #13 bus to Edgartown, the bus runs every 15 minutes.

Captain Homes Edgartown Martha's Vineyard Massachusetts, one day itinerary things to do day trip

11:00 pm Edgartown Historic District: Lunch and Shopping

Walk down Main Street to N. Water Street. Turn left and check out the old Captain Homes as you walk toward the Edgartown Harbor Light. Make your way back and photograph the harbor from the Edgartown Memorial Wharf. Have lunch on the deck of the Seafood Shanty and watch the Chappy Ferry. Walk along Main Street back to the bus stop stopping to shop for souvenirs on the way.

Island Alpaca Company Martha's Vineyard Massachusetts, one day itinerary things to do day trip

2:00 pm Hang out with Alpacas

Take the 1 bus to Island Alpaca Company.  Tell the bus driver of your desire to get off at the Alpaca Farm to ensure you do not miss the stop. The farm is across the street. When exiting the bus ask what time the next 2 busses are scheduled to arrive.

3:30 pm Gingerbread Cottages and Lobster Ice Cream

Take the #1 bus to Vineyard Haven, then transfer to the #13 bus back to Oak Bluffs. Stop in Ben & Bill’s Chocolate Emporium for lobster ice cream. Wander the colorful gingerbread homes along Wesleyan Grove. Head over to Circuit Ave and shop for souvenirs. Have dinner and cocktails at Dockside Marine. Take the 7:30 return ferry from Oak Bluffs to Woods Hole arriving at 8:15.

Looking for more options? Continue reading for additional things to do in Martha’s Vineyard to supplement this day trip itinerary.

Gingerbread Cottages of Wesleyan Grove Martha's Vineyard Massachusetts, one day itinerary things to do day trip

Top Things to Do in Martha’s Vineyard: More Options

Looking for the best things to do, see and eat while visiting Martha’s Vineyard? Browse this list of attractions, off-the-beaten-path experiences, outdoor activities, and museums to personalize your trip to Martha’s Vineyard. As you can see, you will have no problem filling your day in Martha’s Vineyard with amazing experiences.

  • Ride the Flying Horses Carousel
  • Splash around at Sylvia State Beach
  • Jump off the Big Bridge from the movie Jaws
  • Take a ferry to Chappaquiddick Island
  • ATV through the Cape Poge sand dunes
  • Fish off the shore at Lamberts Cove
  • Go surfing at Katama Beach
  • High-end shop the boutiques on Portobello Road in Edgartown
  • Climb the Edgartown Lighthouse for views
  • Go clamming on Norton Point Beach
  • Photograph the West Chop Lighthouse
  • Check out downtown Vineyard Haven
  • Browse the Martha’s Vineyard Museum
  • Have a drink and buy a T-shirt at Black Dog Tavern
  • Visit one of the Chilmark working farms
  • Eat blueberry pie at Morning Glory Farm
  • Climb Prospect Hill for panoramic views
  • Eat a lobster roll from the Menemsha fish market
  • Watch the sunset over Menemsha Beach
  • Enjoy a picnic at Aquinnah Point and photograph the cliffs
  • Climb the Gay Head Light for the view

Be sure to check the Martha’s Vineyard Chamber of Commerce website for upcoming festivals, special events, and what’s happening during your stay.

Captain Homes Edgartown Martha's Vineyard Things to Do

Martha’s Vineyard FAQs

Is martha’s vineyard worth visiting.

Yes. Wondering if you should visit Martha’s Vineyard or Nantucket? Both islands are off the Cape Cod coast and about an hour’s ferry ride. Martha’s Vineyard is larger than Nantucket. It consists of 6 towns and has more things to do.

Is One Day Enough for Martha’s Vineyard?

Yes, you can visit Martha’s Vineyard in a day. Be sure to start the day early and limit yourself to exploring Oak Bluffs and Edgartown. Your experience will be more relaxed if you spend the night and move on in the morning.

READ Two Week New England Road Trip Itinerary: Massachusetts, Rhode Island, Connecticut

How Many Days in Martha’s Vineyard?

Martha’s Vineyard is a great place for a long weekend getaway of 3-4 days. You can even jump a ferry and take a day trip to Nantucket in less than an hour.

When is the Best Time to Visit Martha’s Vineyard

Summer is the best time to visit Martha’s Vineyard. The tourist season begins on Memorial Day weekend and ends on Labor Day weekend.

How to Get to Martha’s Vineyard?

Four ferry companies provide transportation to Martha’s Vineyard from Woods Hole, Hyannis, New Bedford, Falmouth, and Nantucket. Visit Vineyard Ferries for schedules and costs.

You do not need a car on Martha’s Vineyard. Vineyard Haven, Oak Bluffs, and Edgartown are all walkable towns. Purchase a day pass for the bus to travel between towns. Public transportation was dependable and on schedule during my visit.

Island Alpaca Company Martha's Vineyard Things to Do

Martha’s Vineyard Day Trip from Boston

This 13-hour organized day tour from Boston to Martha’s Vineyard provides transportation from your Boston hotel to the ferry station and the ferry ride to Martha’s Vineyard. Once in Martha’s Vineyard, you have 6 hours to explore on your own, or, purchase an optional 3-hour guided tour of the island.

Day Trip to Nantucket from Martha’s Vineyard

Nantucket is an easy one-hour ferry ride from Martha’s Vineyard Oak Bluffs. Nantucket is the perfect Cape Cod Island to rejuvenate and have a little fun. You will find crushed shell walkways, cobblestoned streets, bicycles with wicker baskets, shaker homes covered in roses, tall seagrass beaches, a wharf full of yachts, shopping, shopping, and more shopping.

READ: Day Trip to Nantucket Massachusetts

Bookmark and Pin Day Trip to Martha’s Vineyard Massachusetts

Martha’s Vineyard is an island in Massachusetts off Cape Cod best known as the filming location for the movie Jaws. You will find beaches, gingerbread cottages, Alpacas, lobster ice cream, lighthouses, old Captain’s homes, and amazing lobster rolls. Click through for the perfect one day in Martha’s Vineyard itinerary.

Plan Your Trip to Martha’s Vineyard Massachusetts

Martha’s vineyard massachusetts travel guide.

Download an ebook, phrasebook, map, or bundle directly from Lonely Planet , or pick up a Massachusetts Travel Guide from Amazon.com to browse on the plane.

Book Your Accommodation in Martha’s Vineyard Massachusetts Now

Spending the night? Search Booking.com and VRBO in one place to find to perfect property!

Martha’s Vineyard Massachusetts Attractions and Day Tours

The best attractions sell out! Don’t chance it, get your tickets now and relax when you arrive.

Travel Essentials

Need a universal travel adaptor, power bank charger, or packing cubes? Save time at my Amazon shop and have travel essentials delivered to your home.

Have a great vacation!

You seem to have had a perfect day trip with alpacas, lobster ice cream and gingerbread cottages. I too would love to gon Martha’s vineyard trip. Lobster ice cream sounds very unique.

I haven’t seen lobster ice cream anywhere else

Alpacas, lobster ice cream and gingerbread cottages all sound like something out of a dream! Everything about this day trip to Martha’s vineyard sounds just lovely. How was the lobster ice cream by the way? I’m curious what that would taste like and if it truly mimics lobster.

There are actual pieces of lobster in it. It wasn’t my thing by I think everyone should try it

Love how you organized this with the time markings. That’s a great help when planning a new itinerary. Would love to follow along step by step.

I like having a general plan for a day trip and be flexible with the time lengths

Gingerbread cottages, alpaca and tons of streets full of eye-candy. That sounds like a perfect weekend trip minus a hectic itinerary. Lobster icecream..hmmmm.

The lobster icecream is odd… but it’s New England

Thank you for the beautiful pictures of Martha’s Vineyard. I’ve heard so much about the place but never had the privilege of visiting. I had to admit I would not have expected to see Alpacas. Love the Gingerbread houses. Cute and colorful. Now, I have to know, how was the lobster icecream?

Not my thing, but something I had to try!

I was thinking about doing this whilst road tripping for four weeks in New England back in 2010 but never got round to it and now I am thinking, I should at least done a day. I know its famous for a Presidents getaway (is that still the case for Trump?) but I wouldnt go there because of that, I wanna go because it looks quirky and a nice place to wander around.

Hmmm, I didn’t know it was a Presidential getaway. The Kennedy Compound is close but not on the island

This is such an iconic spot. And surprising that we have not yet visited. I always find alpacas so cute. But not as cute as those gingerbread cottages. We were amazed to find so many ice cream shops as we travelled around Massachusetts. Thanks for the teaser! (Linda – LD Holland)

I don’t know… the alpacas and gingerbread houses are pretty close in cuteness

Comments are closed.

Charmed by Camille

Martha’s Vineyard Travel Guide

If you’re looking for a long weekend getaway with quintessential American charm, then you need to put Martha’s Vineyard on your travel list ASAP. I’ve had my eyes on visiting Martha’s Vineyard for a bit now, and I finally got to visit this past May for a long weekend with my friend Amanda . In this post I’m sharing everything you need to know about visiting Martha’s Vineyard , from how to get there to where to stay and what to do on island.

Marthas Vineyard Travel Guide | Charmed by Camille

SEE EVERYTHING I WORE IN MARTHA’S VINEYARD HERE

Despite living in California and enjoying palm trees daily for over 25 years, there really is nothing quite like an east coast summer. My theory is because east coasters know there’s a limited window for summer-like weather, they enjoy it to the fullest and take advantage of summer Fridays and weekend trips in a way that Californians honestly don’t. 

Martha’s Vineyard is an island off the coast of Massachusetts, just south of Cape Cod. Although there are year-round residents, much like Cape Cod, the busy season is during the summer. Known for its lighthouses, sailboats, beaches, fresh seafood, and mansions, Martha’s Vineyard really is a snapshot of classic America from years past.

It’s been a retreat for the Kennedy family (along with tragedy ), the imaginary setting of Amity Island in  Jaws , and most recently the location of former President Obama’s summer home. And although its privacy draws in the wealthy, there are also a ton of tourists and locals that visit the island for the summer, a long weekend, or even for the day.

Long Weekend Martha’s Vineyard Travel Guide

How to get to martha’s vineyard.

I have to admit, getting to Martha’s Vineyard can seem confusing and overwhelming, especially during off-season, but it’s really not that bad. You need to arrive by boat or plane because there are no bridges to the island.

Getting to Martha’s Vineyard by Ferry

The most popular and affordable way to travel to Martha’s Vineyard is by ferry. The Steamship Authority ferry runs year-round and is located at Woods Hole in Cape Cod. It’s about a 45-minute ferry ride, which takes you to Vineyard Haven or Oak Bluffs (both on MV). You can buy tickets at the terminal, but I’d recommend buying online tickets ahead of time, especially in the summer when there will be lines and crowds.

If you’re not a local traveler, you’ll need to take a few more travel steps before you get to the Steamship Authority ferry terminal. First, you need to fly or take the train into Boston. Then, you can either take  the Peter Pan Bus  or hire a car service to get to to the Steamship Authority ferry terminal. (About 2 hours and 15 minutes or 1.5 hours, respectively.) 

Amanda and I opted to split the car service and used Cape Car Service to and from the ferry terminal to Boston. This was a recommendation from my friend who lives on Martha’s Vineyard, and we had a great experience for both trips. To book a car, email them  here .

During the summer, you can also find ferries that go from NYC, Rhode Island, and other parts of Massachusetts. Click here for more info.

Getting There by Air

Direct commercial flights to Martha’s Vineyard are limited and the only year-round flight service is on Cape Air . However, during the summer, Delta, American Airlines and JetBlue add flights directly to the island from NYC, Boston, and Washington D.C. Click here for more info.

Otherwise, you’ll have to have some big bucks and charter a private plane to Martha’s Vineyard.

Where to Stay in Martha’s Vineyard

I am fortunate to have a friend that lives on Martha’s Vineyard. So when she said “come visit,” I took about zero seconds to say yes to that offer. You can find rentals on Airbnb, but options are limited and full home rentals on other sites are extremely expensive.

Here are a few hotel options:

  • Harbor View Hotel – a 4-star hotel just steps away from downtown Edgartown with lighthouse and beach views.
  • The Edgartown Collection – A string of different boutique hotels, all with their own distinct style, scattered through downtown Edgartown.
  • Summercamp Hotel – Located in Oak Bluffs (near one of the ferry dropoff points), with nostalgic and retro touches.

Martha's Vineyard Lighthouse, Marthas Vineyard Travel Guide | Charmed by Camille

See the Lighthouses of Martha’s Vineyard

Along with beautiful Cape Cod style homes, lighthouses make up that quintessential New England landscape on Martha’s Vineyard. If you’re staying in or near Edgartown, then it’s just a short walk or drive to Edgartown Harbor Light, a picture-perfect white lighthouse you can walk right up to and go inside during open hours. It’s located on a small beach and gives you a beautiful view of Edgartown and waterfront homes.

We also drove to the west side to the island to a town called Aquinnah, to look at the cliffs and lighthouse there. You can take tour the Gay Head Lighthouse, but I really recommend going to the cliffs as a scenic lookout point and to see the lighthouse from afar. It’s really pretty!

Shop Downtown Edgartown

We stayed on Chappaquiddick Island, just a quick barge ride away from Edgartown. Take a drive or walk through the neighborhoods to see the charming homes and perfectly landscaped yards of the town, and then head downtown for some shopping.  Edgartown is small, so the shops are centrally located around the town hall. Here are some of my favorite shops from our visit:

Boneyard Surf Co:

If you forgot your swimsuit or looking for a new one, “ The Boneyard ” has a huge assortment of men’s and women’s suits. They also carry a bunch of casual surf brands like RVCA, Roxy, and Billabong. If you’re looking for something with local flair, they sell branded swag, from tees and water bottles to towels and beach blankets. (My friend’s boyfriend owns this store, so I’m super excited to share it with you!)

If you’re looking for higher end shopping, be sure to stop at Slate . This bright, airy store stocks contemporary brands like A.L.C, Ganni, Sea New York, and The Great.

You can also find a ton of cute women’s clothing at Sea Legs . Although there are higher priced brands like LoveShackFancy here, this store also sells more affordable brand like Pistola Denim and ASTR, along with cute graphic tees. Although it’s small, it’s filled with a ton of great items.

Nell is another women’s boutique with a great selection! You can find a little bit of everything here, from shoes and accessories to clothing and gifts.

Designer scarves from Louis Vuitton, Hermes, and Gucci are given new lives as shoes at Respoke . If you’re looking for a one-of-a-kind, special purchase, you can’t miss this store. We were lucky enough to meet the owner as the store had just opened, and he was one of the most fascinating people I have ever met.

The Black Dog Tavern Company:

Okay, I know I can’t talk about shopping on Martha’s Vineyard without mentioning The Black Dog Tavern Company . Although there are multiple locations along the New England coast and in the south, this is the original location. Their shirts boast the silhouette of a – you guessed it – black dog. Although these dog-motif items personally aren’t for me, this store is a Martha’s Vineyard staple and icon.

Haystack cubes

Visit The Grey Barn and Farm

Grey Barn is a working organic farm, creamery, and bakery located in Chilmark on Martha’s Vineyard. You can find everything from eggs and award-winning cheese to bread at their farm stand (along with a handful of of beautiful mercantile pieces. They also offer summer cheese tastings.

We got to to take a tour to learn about the farm , see the milking and cheesemaking rooms, and enjoy a private tasting. We enjoyed fresh baked bread, cheeses, and pastries, all produced by hand on the farm. It was truly a farm-to-table experience and eating amongst the garden really made you appreciate where everything came from.

If you’re looking for a tasting for a group, you can see open dates or reserve one here . However, if you want something a bit more casual, the friendly team at Grey Barn encourages anyone to BYOB, pick up a few items at the farm stand, and hang out at their picnic tables. It’s a fun way to see a real, working farm in action, and depending on the time of day you can even see the cows getting milked and cheese being made. (We got the chance to pet baby calves – with the guidance of someone working at the farm – and it was one of my favorite parts of our trip.) 

Drive to the Fishing Village of Menemsha

If you want a lobster roll, you can’t get one fresher than in Menemsha. This fishing village is lobster city, with boat after boat and fresh catches.

We went before Memorial Day (and on a colder day), so it was a little slower. But I’m told by my friend who lives on island that it is PACKED in the summer and filled with people eating their catch of the day outside.

Marthas Vineyard Travel Guide | Charmed by Camille

Hire a Boat Charter

Take a half day or full day to see Martha’s Vineyard by boat! It wasn’t warm enough to take a boat out I visited (in fact, it rained half the time I was there), so I don’t have personal experience with a specific company. However, Martha’s Vineyard Chamber of Commerce recommends these boat charter companies .

Of course, if boats aren’t your thing, you can always spend a day at the beach instead!

Where to Eat in Martha’s Vineyard

Behind the bookstore (breakfast).

Behind the Bookstore is cute little outdoor spot is literally behind the bookstore, tucked away in the back. It’s casual; order at the counter then find a seat. We came her a couple of time during our visit to Martha’s Vineyard. They have everything here from coffee and fresh juice to pastries, and avocado toast.

PRO TIP: I highly recommend the pistachio croissant if they have it.

We came here for breakfast only, but they do serve lunch and dinner, and have a full bar.

Rosewater (Breakfast)

Rosewater is a picture-perfect bakery and takeout spot with a small market of home goods and pottery. (Think white marble counters and slate blue accents.) We stopped here for coffee, tea, and pastries before we went out for the day. They also serve lunch and pre-made to-go options, but no dinner. Be sure to check store hours, as they close early. 

7a (Breakfast)

We didn’t actually get to eat at 7a , but I am told that this place has the best breakfast sandwiches on the Vineyard. Clearly, I need to go back to confirm this for you, ASAP.

(This is close to the Grey Barn and Farm, so stop by here before or after your visit.) 

19Raw (Dinner)

I can say with full certainty that I did not like oysters until I ate oysters at 19Raw . The freshness blew. my. mind. I’m super sensitive to anything fishy, even in the slightest, and didn’t have a problem eating three oysters.

If seafood isn’t your thing, don’t fret. Just flip over the menu for 19Prime, AKA the steak menu. I ordered the filet, and then we split jalapeño creamed corn and Brussels sprouts for the table. Everyone left their plates clean.

FYI, they do not take reservations, so plan on a wait during the busy summer season.

19Raw Oysters

Atria (Dinner)

Artia’s website honestly says it best: sometimes you feel like a burger and sometimes you feel like a 4-pound stuffed lobster.

Do not sleep on the burgers at this restaurant. I got the Atria Classic burger, and Amanda and Annette got the French burger. We all left happy and I can confidently say this puts some NYC burgers up for stiff competition. 

L’etoile (Dinner)

If you’re looking for a fancy date night or dressed up girl’s night, then go to L’etoile . This definitely felt fancier than our other meals; most women were in dresses and men were in a button up or a polo and nice pants. 

For my appetizer I ordered a spring asparagus and pea soup (YUMMO) and split the gnocchi and short ribs. Both were equally delicious. Although the serving sizes here are smaller and a little more frou frou, I don’t think you’ll leave starving (if you order an appetizer). They’re seasonally inspired, so the menu changes.

I really loved my long weekend on Martha’s Vineyard. There’s enough to do on the island, but I didn’t feel like I had to wake up early to fit everything in. It was a great balance of sightseeing and relaxation. I’m already trying to figure out how to get back out there this summer.

FOR LINKS TO WHAT I WORE IN MARTHA’S VINEYARD, CLICK HERE

Have you been to Martha’s Vineyard before? I’d love to know in the comments.

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Martha’s vineyard complete three-day itinerary.

House overlooking a beach in Martha's Vineyard

If you’re looking to get away for a long weekend, look no further than Martha’s Vineyard! Martha’s Vineyard, affectionately called The Vineyard, is an island off the coast of Massachusetts. The Vineyard captures New England summers perfectly, filled with lighthouses, sandy beaches and great food. This 26 mile long and 9-mile wide island is packed with fun and we will break down everything to do and see in three-days.

Table of Contents

How to Get to Martha’s Vineyard

Getting to Martha’s Vineyard can be daunting as it’s accessible by plane or ferry only. With this said, there really are some great options from both Boston and NYC.

Martha’s Vineyard has an airport, with frequent flight options from both Boston and NYC. Jet Blue is the major airline that offers these flights, but there are others. Flying is the quickest and easiest way to get to the Vineyard, but it can get costly. We recommend booking flights at least 6 weeks in advance. If you’re flying during peak season (Memorial Day until Labor Day), you will probably want to book even sooner than that. The airport is located close to both Edgartown and Oak Bluffs, we recommend just taking a cab or ride-share once you land!

Ferry is the most common way to arrive to Martha’s Vineyard, most likely due to its affordability. You can take a ferry from Hyannis Harbor in Cape Cod, MA, from New Bedford in MA, from Manhattan, NY as well as from Sandy Hook, NJ.

From NYC, you can either drive to New Bedford and take a ferry across or simply take a ferry right from Manhattan. We opted for the ferry from Manhattan, which picked us up at Pier 35th on the East side. The ferry is operated by Seastrek and took a total of 5 hours to get to Martha’s Vineyard. All ferries drop you off in Oak Bluffs, conveniently within steps of the Main Street. This is probably the most expensive ferry option, as it’s furthest from the Vineyard. Ticket are $240 roundtrip/ person and $310 roundtrip/ person on holiday weekends. For more information, head to  their website.

View of Edgartown harbor in Martha's Vineyard

Getting Around Martha’s Vineyard

Once you’re on Martha’s Vineyard, there are several ways to get around the island. The Island is big enough that you will need a car to see all of it, but seeing all of the island is not necessary to having a great trip. To get around Oak Bluffs and Edgartown, we recommend walking. These towns are both small and there’s no need to drive or bike around to see it all. In fact, walking allows you to fully enjoy both towns, stopping into stores whenever you want!

There are so many bike trails on Martha’s Vineyard that bike rentals make for a great day of fun. We recommend renting bikes to either bike to a town or to check out Chappaquiddick Island. Oak Bluffs and Edgartown are about 6 miles apart, 30 mins one way via bike. With trails between the two towns, this is a great way to explore whichever town you are not staying in. Furthermore, Chappaquiddick Island is an island accessible only by a quick ferry from Edgartown. The island is filled with bike trails and beaches to spend the day exploring.

Martha’s Vineyard is a big island, especially compared to its counterpart Nantucket. It can take about 45 mins to drive across the island, so a car is needed at times. The main reason to have a car is to go explore ‘up-island’. This includes the towns of West Tisbury, Menemsha, Aquinnah and Chilmark. There are car rentals on the island, in Oak Bluffs there’s a budget that offer cars, jeeps, mini coopers and Mokes. Mokes are electric vehicles, similar to a golf cart and are rentable on the island, however they cannot be driven on the main roads. Not being able to drive on the major roads makes Mokes a little impractical, but they definitely look like fun. To learn more about the rentals, you can check out  Martha Vineyard’s Auto Rentals.

By Public Transit

Lastly, there is a public bus system on Martha’s Vineyard. The public transit system allow access to all main areas across the entire island. This is the most economical option if renting a car is not feasible. Bus tickets are $2/ person but they also offer 1, 3 and 7 day passes, which are very reasonably priced. You can view the bus routes on  their site. 

A beach with lobster nets on one of the Martha's Vineyard beaches

Where to Stay on Martha’s Vineyard

Martha’s Vineyard is a small island without chain hotels, making AirBnbs popular. We found AirBnbs are a really great options for groups of friends or families who are coming to stay, as they often feature full houses. We opted for a hotel. There are plenty of hotels as well as bed & breakfast options in both Oak Bluffs and Edgartown. The two main towns are Oaks Bluffs and Edgartown. While you can stay elsewhere, we recommend sticking close to one of these towns.

Oak Bluffs:  Conveniently located beside the ferry docks, this is a great option for all ferry goers. Oak Bluffs has a great downtown, a beach steps from their main street (Circuit Avenue) and all the brightly colored houses you can imagine. We stayed here and loved it. Oak Bluffs has a laid back feeling, filled with good food and affordable seafood options. This is also the town to be in on Friday or Saturday nights.

Edgartown:  Edgartown is the other main town on Martha’s Vineyard. Edgartown is filled with houses that have the classic wooden shingled houses and giant hydrangea bushes out front. They also have a beautiful Main Street to wander down with several food options. The food options (and shopping) are more upscale when compared to Oak Bluffs.

Woman standing in front of colorful house in Oak Bluffs, Martha's Vineyard

Martha’s Vineyard Three-Day Itinerary

So without further ado, let’s get down to the details. What is there to do on Martha’s Vineyard? We visited for three-days and created an itinerary that we feel captures Martha’s Vineyard perfectly. There are of course other activities to do, but despite the island’s size, you cannot possible do everything in three-days.

Day one involves heading ‘up-island’, so plan to have a rental car so you can see everything on the list. Or opt for using the public buses and choosing what you’re few must see spots are.

Wake up and grab a rental car, we recommend having a pick up time for 8 or 9am. While, starting your first day with an early start may not be ideal, we did this as many places up-island are closed on Sunday. In order to make the most of your one-day rental, it really needs to happen on Saturday.

7A : Start your drive with heading to 7A (in West Tisbury) for breakfast. This breakfast spot offer delicious sandwiches, coffee and pastries.

Great Rock Bight Preserve:  Once you’ve eaten, head over to Great Rock Bight Preserve for a little hike and beach walk. The hike is a quick 1.5 mile roundtrip trail down to a beach.

To get here, pay close attention to Google maps as the turn off is discrete and easily missed. You will then drive down a narrow, dirt, road to the trail head and parking lot. This little road is narrow, so narrow we thought we were going the wrong way, so be prepared. Once here, the hike and beach are beautiful. I imagine on nice days, some stay for a bit to enjoy the little beach, which we recommend doing! Lastly, the parking lot is small, so get here early to ensure you can hike.

For the afternoon, we recommend continuing up-island to the town of Menemsha, which is a fishing town.

Larson’s:  Larson’s is a little fish spot offering some of the best lobster rolls. You can pick up a seafood lunch here to eat on a picnic bench outside, they do not have seating provided.

Beach Plumm Inn and Restaurant:  This is your other option for lunch. This is a sit down restaurant that offers a beautiful outdoor spot to have a sit-down lunch.

Menemsha Beach:  You can opt to spend some time at this beach for the afternoon, but we recommend waiting until your next spot for some beach time.

Aquinnah Cliffs and Gay Head Lighthouse:  Next up is Aquinnah cliffs and Gay Head Lighthouse, the most Northwestern spot on the island. You can park along the road leading up to the cliffs, there are clearly outlined parking spots that need to be followed. Then you can head up to the Aquinnah cliffs lookout point. It’s breathtaking, but also windy, so most people don’t linger too long. You can also pay $5 and head up the lighthouse for even more views.

Aquinnah Public Beach : Once you’re done looking at the views from up-top, we recommend heading down the trail to the public beach. This beach is long and fun to walk. You can head right down the beach to see some cliffs up close or head left to enjoy the sand and dunes.

Chilmark General Store:  As you head back to the other side of the island, we recommend stopping for a snack. Chilmark General store has delicious cookies and iced coffees, well worth the stop.

Most rental cars have you dropping the cars off by 7, so you can either have dinner prior or continue to explore and have dinner back in Oak Bluffs.

State Road Restaurant:  This restaurant is in West Tisbury, featuring a farm to table menu. They are opening indoor dining soon and we expect this to get busy, so reserve a table ahead of time.

Island Alpaca Company:  If you opt to eat dinner later in the evening, we recommend checking out the Island Alpaca Company as your last stop of the day. This farm was founded in 2004 and is now home to over 50 Huacaya Alpaca’s. You can visit the farm and the alpaca’s, perfect photo opt time. Tickets are $5 per person. The farm does close at 4pm, so you will need to cut your afternoon a bit short to make it here in time.

Aquinnah Cliffs on Martha's Vineyard

Mocha Mott’s : Head over to Mocha Mott’s for some bagels and coffee for breakfast. This is a casual breakfast spot, but there are tables to sit at.

Rent Bikes:  From Breakfast, head over to grab a rental bike for the day. The plan is to bike to Edgartown, with stops along the way.

Jaws Bridge:  Bike to the Jaws Bridge, from Oak bluffs this is about 3.1 miles via Seaview Ave. This bridge was famously included in the movie Jaws and is now a popular spot to jump off of. If you’re not in the mood to jump off a bridge, you can also sit and watch on the beach. This spot is also popular for kiteboarding and kitesurfing, so there’s always lots to watch.

Lighthouse Beach:  Continue biking and stop at Lighthouse Beach to explore. The area has beautiful views of the marina and Edgartown. There are some beaches here, but we recommend saving the beach time for another location.

Explore Edgartown:  Walk around Edgartown, exploring the shops and restaurants.

Lunch : There are many options for eating lunch in Edgartown. We recommend: Behind the Bookstore or Rose Water Market (this spot will get busy so make a reservation or be prepared to wait!).

Snack:  Head to Mad Martha’s or Scoop Ice Cream for a delicious, homemade, afternoon ice cream.

South Beach:  Depending on how you prefer to spend your time, you can either stick around Edgartown exploring the shops or head down to South Beach. South Beach will be an additional 6 miles of biking roundtrip. However, the biking is very doable and worth it for a little beach time!

Bike to Bad Martha Farmer’s Brewery : From South Beach or Edgartown, you will start to bike back to Oak Bluffs via Bad Martha Famer’s Brewery.  This brewery sits on a beautiful garden and offers beer flights and some food. It’s 4 miles from South Beach and the perfect pit stop for the bike ride home.

Bike Home:  After the brewery, make your way back to bike rental spot in Oak Bluffs. This should be about 5 miles.

Nancy’s:  After a long day of biking, we recommend heading over to Nancy’s for dinner. This restaurant offers great harbor views and an incredible menu. This is one of Barack Obama’s favorite restaurants on the island, so we feel it’s a must see!

The Ritz:  If you’re not ready to head home quite yet, end the evening at The Ritz. The Ritz is a historic dive bar in Oak Bluffs and often has live bands. It has recently re-opened and gets crowded on the weekend.

Woman standing on a road in Edgartown, Martha's Vineyard

Biscuits:  Head over to Biscuits for breakfast. This is a family-owned sit down breakfast spot and the menu has many delicious options to choose from.

Or if you prefer a quick breakfast instead, stop at any of the bagel/ coffee spots around the town (there are many!).

East Chop Lighthouse:  After breakfast, we recommend walking up to East Chop Lighthouse. This is great lookout point, but also a beautiful walk. There is a trail for some of the walk, but the road walking is pretty quiet as well.

Lookout Tavern:  Lookout Tavern is a casual restaurant along the waterfront. Stop by here for one last delicious meal. This is conveniently located right by the ferry docks, so it can get crowded and often people come with their luggage. So, if this is too long of a wait, head over to Martha’s Vineyard Chowder Company instead. It’s located just around the corner and usually less crowded.

Gingerbread Houses:  The main reason we don’t want you spending too much time at lunch is so that you don’t miss out on seeing some Oak Bluffs before you leave! The Gingerbread Houses are all around the town of Oak Bluffs and we recommend taking time to wander around and see some. The history is that in the 1800s Methodists would come to the island for an annual religious retreat. They started in tents and then built these cottages. Oak Bluffs has kept these cottages, but painted them bright colors to pay homage. There is a museum you can visit to have a little tour, or you can just wander around!

Oak Bluffs Town Beach:  If you prefer to relax and not walk around, head down to the local beach. This beach is steps from the Main Street and while it is small, you can still enjoy some sand and sun!

Back Door Donuts:  Before leaving the island, everyone needs to stop at Back Door Donuts. This is the spot for donuts and hot apple fritters. Open until 3pm, we recommend getting some snacks for the road!

Woman walking along a trail in Martha's Vineyard

If you fell in love with Martha’s Vineyard, we also recommend checking out Nantucket. Visit  our post  to read all about our Nantucket day trip.

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Regarding transportation, there is a ferry from Woods Hole , Ma, which is operated by the MV Steamship Authority. They have a lot of schedule choices daily. 45 minute ride, tickets are about $15 ? ( not exactly sure), 1&1/2hour drive from Boston. Have a great trip !

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You’re right! This ferry drops you off in either Vineyard Haven or Oak Bluffs and is $19 roundtrip (more info can be found here: https://www.steamshipauthority.com/visitors/vineyard ).

This is a great option from Boston, thanks for the information!

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Other great restaurants on the island: breakfast, Art cliff and Little house both in Vineyard Haven. Lunch check out net result, right next to it Rocco pizza. Tonys Market in oak bluffs makes great sandwiches and salads. Can’t beat dinner on Oak Bluffs harbor Lobsterville and Sandbar or the Lookout with unbelievable waterviews. Don’t miss the Farmers Market every Wednesday or Mad Martha’s for ice cream For First Timers, plenty to see and tons of good places to go and excellent B&B.s. like Isabelle’s in O.B. or The Manor in Vineyard Haven. Have an unforgettable visit.

These are great food options, thanks for the recommentdations! Martha’s Vineyard really is filled with so many good spots to eat and visit!

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How do I get to Martha Vinyard from long island.

From Long Island, you have a few options. You can take a flight from LGA or a Seastreak ferry from East 35th St in Manhattan. However, we would recommend driving up to New Bedford, MA and taking the ferry ($70/ person) across to Martha’s Vineyard OR drive up to Woods Hole, MA and take the ferry ($19/ person) across.

New Bedford ferry information can be found at: https://seastreak.com/ferry-routes-and-schedules/between-new-bedford-marthas-vineyard-ma/ Woods Hole ferry information can be found at : https://www.steamshipauthority.com/visitors/vineyard

We hope you enjoy your trip out the The Vineyard!

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Adventures in New England

Adventures in New England

A local's guide to savoring the history, culture, food and nature of the Northeast USA

Martha's Vineyard things to do

47 Fabulous Things to Do in Martha’s Vineyard, Massachusetts

martha's vineyard travel blog

This list should keep you busy if you are trying to figure out what to do on Martha’s Vineyard for a day or a week.

Martha’s Vineyard is a large island off the coast of mainland Massachusetts and the third-largest island on the US east coast. It is around 88 square miles, many of which you can reach by public bus .

It is easily accessible by ferry from Cape Cod , and New Bedford , Massachusetts, or North Kingstown, Rhode Island.

The island is quite diverse, with areas full of shops and restaurants where you can be in the thick of things and places to escape from the world in wooded areas along the shoreline. It typifies New England seasides with the relaxing pace of island life and carries echoes of its past, including the Kennedy family.

Enjoy my list of things to do in Martha’s Vineyard.

Table of Contents

1. Visit Martha’s Vineyard in the shoulder season.

From when kids get out of school in mid-June until Labor Day, the weather is perfect on Martha’s Vineyard. Since everyone loves excellent weather on a gorgeous island, the crowds start flocking, and prices rise. Although the island doesn’t get much snow, the winter winds can be pretty intense. If you hit the sweet spot between late May and when tourists show up in full force, you will enjoy the island with fewer people and lower prices.

2. Take a day trip to Martha’s Vineyard.

Although I recommend spending more time here, don’t give up your trip to the island if you don’t have much time.

Since it is so close to Massachusetts (the ferry takes less than an hour) and Rhode Island (the fast ferry takes 1 hour and 40 minutes), it is a perfect spot to visit, even if you only have one day. The ferry drops you off in one of the most popular towns– Oak Bluffs, Edgartown, or Vineyard Haven. You can even take a day trip from Boston .

3. Explore Oak Bluffs, Massachusetts.

When you get off the ferry here, you will be surprised to learn that this bustling town was named because it used to be an oak grove. You will not be surprised that it is the only town on the Vineyard planned as a tourist destination. Even in the shoulder season, it is busy and has a large concentration of the island’s restaurants and stores.

4. Walk through “Cottage City,” Wesleyan Grove.

martha's vineyard day trip itinerary

These cute gingerbread summer cottages were built as part of a Methodist revival, replacing the tents used in the 1700s.

5. Search through the cottage nameplates for the Harris and Shearer Cottages.

Oak Bluffs was one of the first havens for African-Americans to vacation by the beach. An exhibition called “Power of Place” is where you can learn more in the National Museum of African-American History and Culture in the US capital. This is just another one of the great things to do in Washington, DC !

6. Try some lobster ice cream at Ben and Bill’s Ice Cream Emporium.

day trip on martha's vineyard

I was a bit suspicious about eating lobster ice cream. Ben and Bill’s lobster ice cream has a sweet, buttery base making it a yummy treat. I was less of a fan of the frozen chunks of lobster, but it is more remarkable that they are there.

7. Visit the Vineyard Vines stores.

Although franchises are not allowed on the island, one Dairy Queen and one Stop and Shop showed up before the law went into effect. The other exceptions are stores started by residents of Martha’s Vineyard, which are now franchised off the island. One such store is the vineyard-style clothing shop started by two brothers who grew up summering on Martha’s Vineyard.

8. Take a ride on the oldest carousel in the world.

The Flying Horse carousel, right in Oak Bluffs, is the longest continuously running platform carousel. It has been on the island since the 1880s, when the carousel was moved from New York.

9. Walk through downtown Vineyard Haven.

The village of Vineyard Haven is officially part of Tisbury, one of the island’s six towns. People often use Vineyard Haven to describe the whole town, however. This village, set on a cove, is the drop-off point for the year-round ferry service. Although bustling, its character is a bit more reserved than Oak Bluffs.

10. Visit the original Black Dog Tavern and Store in Vineyard Haven.

Built as an ode to living life on the seashore with his dog, Captain Robert Douglas opened this tavern on New Year’s Day in 1971. The Black Dog iconography is now known all around the world.

11. Take a walk and watch the sunset at West Chop.

Just a 40-minute walk from the ferry terminal, you can visit the West Chop Lighthouse and view the vistas of the West Chop Overlook.

12. Take a tour of the island using VTA buses.

Martha’s Vineyard public transportation is actually cheap and easy to use! Just eight dollars will get you a day pass which will take you all around the island. In most cases, you can flag down a bus that passes you or pull the cord to get off when the inclination hits. Check out the Massachusetts Vineyard Transit Authority’s schedules and routes.

13. Drive or ride the bus around the island’s perimeter to view Martha’s Vineyard’s many farms.

cow farms in Chilmark, Martha's VIneyard

Here is a list of the island’s farms.

14. Get an overflowing blueberry pie from Morning Glory Farm.

Grocery store on Martha's Vineyard.

They also have an excellent salad bar, so it is worth a stop to stock up for #15.

15. Be sure to have a picnic on Martha’s Vineyard.

There are so many views, parks, and overlooks to enjoy. We ate every meal outside on our weekend in Martha’s Vineyard, and we ate our picnic from Morning Glory Farm on the tables at Aquinnah Point.

16. Visit the Cliffs of Aquinnah.

Myths surrounding Aquinnah Cliffs.

These clay cliffs rival the beauty of Block Island’s counterpart, the Mohegan Bluffs. You can read more about Block Island here .

17. While at the cliffs, take a tour up the Gay Head Light, one of five lighthouses on the island.

Like many lighthouses on the east coast, the whole lighthouse was moved a few years back due to its danger of falling as the cliffs continue to erode. The lighthouse bricks are made from the clay of the cliffs.

18. Visit the small Wampanoag history kiosk on the Cliffs of Aquinnah.

Before the Europeans came to Martha’s Vineyard, the Wampanoag Indians lived on the land. They believed a giant named Moshup shaped the island. The story goes that blood from his daily diet of whales colored the cliffs. Read more of the legend.

19. Take a bike ride on Martha’s Vineyard.

The north side of the island is sheltered and relatively flat. It is the perfect spot for a family bike ride between Oak Bluffs and Edgartown. It is about six miles each way, but my family had no problem doing it on a day trip to Martha’s Vineyard when my sons were 8 and 10. We rented a bike outside the ferry terminal in early June (shoulder season again) with no reservations.

20. If you are a serious bike rider, conquer the island by riding the whole 62-mile circumference.

Find directions and tips for that here.

21. Search for Jaws on Martha’s Vineyard.

Jaws Alley in Menemsha.

The famous movie from the 1970s was filmed on Martha’s Vineyard, so if you know where to look, you can locate scenes from the movie all around the island.

22. Speaking of Jaws , take a shot for Instagram of the “Big Bridge.”

If you take the bike ride from Oak Bluffs to Edgartown or drive the same strip of road, you will go over The American Legion Memorial Bridge, the same one that scared Amity citizens jumped off in the movie. Because of the currents, the water on this side of the island is warmer, so continue walking to…

Jaws bridge by bike

23. Swim along Joseph Sylvia State Beach.

This is a popular beach because it is close to town and open to anyone. Not all beaches on Martha’s Vineyard are, and many require resident-only passes. Because a sandbar runs along the beach, it is the perfect place to snorkel along the sandbar to see the crabs scurrying along the bottom.

24. Besides searching for movie locations, you can also keep your eye open for the Kennedy clan’s history.

The family summered on the island, and you can still feel their presence.

25. You can also drive over the bridge, which may have cost Ted Kennedy his presidency…

Ted Kennedy bridge

and Mary Jo Kopechne her life. Being here made me think of the butterfly effect. If Ted would have run for president, would we have had the whole Camelot, JFK narrative in this country? To learn more about this narrative, visit the JFK museum in Hyannis on Cape Cod. The Dike Bridge now has rails, but the strong currents going into the tidal pond are pretty impressive. Speaking of the island where the bridge is…

26. Visit Chappaquiddick Island.

The name became infamous because of the Kennedy incident, but the island has so much to offer. It is officially part of Edgartown because it is often a peninsula, but sometimes it is geologically an island, depending on tides and weather. Either way, it is always considered part of Martha’s Vineyard. Maybe they should have called it Chappaquiddick-Sometimes-an-Island. It is relatively empty and sandy. If you are a nature lover, I highly recommend a visit. It reminds me of the Bar Island Land Bridge in Bar Harbor, Maine.

27. Take the ferry over to Chappaquiddick Island from Edgartown.

The shortest ferry ride in the world goes 400 feet from Toronto’s airport into town. This one rivals it by only 127 feet. I have never been on such a short ferry ride. That 527-foot ride cost my family and our vehicle $28. Bizzare, but worth it to get to this island.

28. See geology in motion on Chappaquiddick Island.

Erosion on Chappaquidick, Massachusetts.

Down in Katama Bay is the sand bar that is making Chappaquiddick a peninsula, and it was not there ten years ago. The earth is ever-changing, and this is proof. At Wasque Point, you can see cliff erosion, including substantial tree roots coming out of the dirt.

29. If you rent a Jeep or are lucky enough to have one on the island, ride through the sand dunes of Cape Poge Wildlife Refuge.

Jeep ride to Poge National Park, Chappaquiddick, Massachusetts.

It feels a bit like you are alone on the island. The dunes lie between the sandy beach and a large salt pond and marsh. You will need a permit for this activity, or you can do a tour.

30. Speaking of Cape Poge Wildlife Refuge, Martha’s Vineyard is the perfect spot to bird-watch.

When we visited Cape Poge, areas were roped off due to the nesting of piping plovers. Seagulls also nest here and at Lobsterville Beach. You can also see osprey, red-footed falcons, blue heron, and snowy owls- over 100 species of birds swing by each year. Visit Birding on MV’s Facebook page for more information.

31. Visit Chappaquiddick’s Japanese Gardens.

Free things to do on Martha's Vineyard, Massachusetts

I am a garden girl and loved stumbling across this oasis of ponds and color among the forest of Chappaquiddick. The entrance is free, and they have air to refill your tires if you get to drive on the sand.

32. Hang out with some alpacas.

I am not entirely sure what draws people in New England to alpacas (I have visited farms in Maine and Block Island ), but I am glad they do. They have great hairstyles and are fun to chill with. You can read more about the alpaca farm here .

33. Fish off the shore.

Shore fishing in Martha's Vineyard. Free things to do on Martha's Vineyard.

We fished straight off the beach at Lambert’s Cove. We didn’t catch anything that night, but my cousin routinely catches striped bass and squid. You will see people fishing off docks, bridges, and the shore all around the island.

34. Hang out with the cool kids at South Beach (Katama Beach).

This is another beach that is open to anyone. It has surfing on one side and a salt pond on the other. You can find many birds here or go shell-fishing (permit required).

35. Take a hike or kayak on Edgartown Great Pond.

things to do during one weekend in Martha's Vineyard.

This lovely salt pond has many little coves, so it is a perfect place to enjoy the peace of Martha’s Vineyard. Read about how to kayak on this pond on The 7 Best Ponds for Kayaking on Martha’s Vineyard.

36. Enjoy your own clam bake on the beach without the fuss.

We grabbed a few lobster rolls, clam chowder, and steamed platters from The Net Result in Vineyard Haven and headed down to Lambert’s cove for dinner on the beach. It was one of the most perfect nights I have ever had.

what to do on MV

37. Visit the 300-year-old fishing village of Menemsha.

Before my recent visit, I had only seen Martha’s Vineyard’s bustling, touristy parts. On this trip, I was hosted to stay in the village of Menemsha. I had liked the island before, but this trip propelled me into love. The island is vast and undeveloped in places. There are forests and farms… and hidden fishing villages! Menemsha is in Chilmark, perhaps the ritziest of the island’s towns, but it is anything but fancy. It just feels genuine. I took an early morning walk on my recent trip when the only people out were the old fishermen, getting their day started and chatting loudly. I felt like it could have been any moment in the last few hundred years.

38. Stay at the Menemsha Inn and Cottages.

Do you know the cute wooden-shingles cottages that you see in pictures of New England? That is what this inn is—a collection of these buildings, quaint inside and out, in the woods away from the crowds. The inn is an easy walk from Menemsha Beach. They have bikes that you can rent daily to explore the village. I truly thank the inn for hosting my stay with them, as I could not have ended up in a more perfect place to enjoy the peace of Martha’s Vineyard. I adored my early morning walk around their grounds, which included a cute collection of cows. Next time I need to bring my tennis racket to use their courts. Book a room for you and your family.

39. Where better to buy fresh fish than a 300-year-old fishing village, right?

Memensha fishing village

Menemsha harbor is another excellent place to have a picnic. This time, grab some grub from any of the fishmongers on the dock, sit down and watch the action of the boats going in and out of the harbor and the fishers doing their thing.

40. Enjoy at least one sunset on Martha’s Vineyard.

Where are the best sunset viewing spots in martha’s vineyard.

best sunsets on Martha's Vineyard, Massachusetts.

  • We saw the sun setting over the Elizabeth Islands from Lambert’s Cove in Vineyard Haven.
  • You can see the sunset over the picturesque fishing village from Menemsha Beach.
  • From the bench in East Chop.
  • Watch the sunset over Vineyard Haven from Eastville Beach in Oak Bluffs.
  • Sunsets from State Beach will give you views over the entire island.

41. Watch the sunrise over the Edgartown Lighthouse.

A great thing about an island is that you can see sunsets and sunrises. The best spot is over the lighthouse in Edgartown.

42. Take a hike.

Sand dunes at Menemsha Inn, Chilmark, Martha's Vineyard

Martha’s Vineyard is a weekend hiker’s dream with wildlife, beaches, forest, and relatively flat terrain. Check out a few of Martha’s Vineyard’s best hiking trails .

43. Learn about the island’s history at the Martha’s Vineyard Museum.

Set in a historic building, the museum educates about the island’s history from pre-Colonial times to the present.

Here are three seasonal things I didn’t get a chance to see but plan to return to experience because I have heard they are fabulous.

44. See the Grand Illumination in August.

This sing-along, followed by the lighting of lanterns on the gingerbread cottages, has been happening since the early 1900s.

45. Come to the island for Shearing Day!

Going back to the alpacas– how cute would it be to see them all shorn except for their furry faces. I hope to head back next April to see all the adorableness at The Island Alpaca Company! Get your tickets to the event here .

46. Take a moonrise kayak tour.

One of my favorite kayaking trips was a sunset tour in Puerto Rico. Kayaking on a full summer moon at the Felix Neck Wildlife Refuge sounds like it may rival it.

47. Visit Martha’s Vineyard Tourism Bureau’s website for even more things to do on the island, including seasonal activities!

Read on to discover why Martha's Vineyard is the island you should visit when you are in New England with its shopping, cute towns, beaches, and nature! @VisitMV #NewEnglandtravel #Massachusetts

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2 thoughts on “47 Fabulous Things to Do in Martha’s Vineyard, Massachusetts”

My idea of what to see on a visit to Martha’s Vineyard is all inspired by movies and tv I have seen set there. So it was great to see the very long list of things to see and do in Martha’s Vineyard. So many fun outdoor activities. We would go for the seafood alone.

What an awesome list! So many different things to occupy your time when visiting the island. Really starting to think about how to “road trip” through all these different New England islands. Definitely want to bring my Subaru up there to take on some of the off-roading you recommend a Jeep for!

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martha's vineyard travel blog

Martha’s Vineyard & Me: A Love Affair

I know I travel a lot, and that it often looks like all I do while on the road is vacation—bear in mind, I’m my own best marketer, producer of a well-curated highlights reel of my own life—but the majority of trips I take are typically work-related. So it was doubly nice being on pure uninterrupted vacation in Massachusetts last month: going somewhere not on an assignment or campaign, staying in a friend’s house that I neither had to review or do a site inspection of, logging off my laptop for the majority of the trip, no meetings on the docket, just girl time and the opportunity kick up my feet and relax.

A Girlfriend Getaway to Martha's Vineyard

Because Angie , Alex and I did  plenty  of that over the course of three days. I rarely travel this way anymore; it was ideal, it was perfect.

A Girlfriend Getaway to Martha's Vineyard

Which could be precisely why Martha’s Vineyard was one of my favorite vacations I’ve taken in years . Make that ever .

While I’d been fortunate enough to visit for a quick day back in 2011, I didn’t really have enough time to get a feel or context for the Vineyard prior to this trip. Alex told me I would love it, and given that we share a disposition for Zumba, diving, inversions, and pretty much anything precarious, active or downright insane, I figured she knew me well enough to suss out my destination preferences, too.

A Girlfriend Getaway to Martha's Vineyard

She was absolutely spot on.

A Girlfriend Getaway to Martha's Vineyard: Where to Eat, Stay, Drink and Play

Truth be told, a dedicated New England summer vacation had simply never occurred to me when plotting out adventures in the past. Even during the stint I lived in New York, I was jetting off every chance I could get: to California to see my long-distance beau (now husband), to Florida for summer trips with my family, to Tennessee for 500 weddings a year, to Europe for assignments whenever I could get them.

A Girlfriend Getaway to Martha's Vineyard

My Vineyard vacation made me realize that, in a sense, I wasted those years living in New York by always trying to, well, get out of New York.

A Girlfriend Getaway to Martha's Vineyard

For as long as I’ve traveled, I’ve been more of the bikini-on-the-beach, stay-immersed-in-the-water kind of traveler. I like cities, sure, but what I really want is warm weather, a drink in my hand, the ability to lay out for eight hours at a time (with the help of SPF 30, of course).

A Girlfriend Getaway to Martha's Vineyard

Martha’s Vineyard is not necessarily that place—OK, other than the whole drink-in-hand part of the equation (we did plenty of that).

A Girlfriend Getaway to Martha's Vineyard

While Alex tells me there are stretches in the summer when it’s warm enough to tip-toe in, other than few hours when the sun came out on the Saturday of our long weekend on the Vineyard, it was barely warm enough to remove our cardigans.

A Girlfriend Getaway to Martha's Vineyard

And you know what? That was actually fine by me. After the stifling 100+ degree heat we’ve had in Tennessee all summer, the brisk Massachusetts air felt refreshing, welcoming even.

A Girlfriend Getaway to Martha's Vineyard

But, more importantly, I know you’re wanting to know what all we ate and drank, right? Do I know you guys or what?

A Girlfriend Getaway to Martha's Vineyard: Where to Eat, Stay, Drink and Play

Alex has a much more comprehensive guide to Martha’s Vineyard on her site, but here are some of my favorites as a total newbie:

Eat + Drink

Slice of Life . This quaint cafe on Circuit Avenue was our first stop on the Vineyard after arriving on Friday afternoon. Our stomachs rumbling, Slice of Life was the perfect lunch spot with plenty of seating, quick and friendly service, and a bevy of sandwich, salad and soup options (a turkey Reuben and truffle fries for me, please).

Art Cliff Diner . This elevated diner concept is one of the island’s most popular spots. As such, we didn’t even try to go on a weekend—Alex says the lines are long and undesirable—and saved it for a Monday morning instead. It’s got all your typical diner dishes, like heavy egg combos, omelets and hashes, in addition to fancier fare like crepes, but I opted for the peanut butter, fluff and banana panini and was not regretting my decision one bit.

A Girlfriend Getaway to Martha's Vineyard: Where to Eat, Stay, Drink and Play

State Road . This is one of her go-to spots on the island and she said she just knew we’d love it, too. And indeed we did. This farm-to-table West Tisbury joint combined a big-city restaurant experience with the charm of a bucolic setting right smack in the middle of the island.

A Girlfriend Getaway to Martha's Vineyard: Where to Eat, Stay, Drink and Play

The Red Cat Kitchen . The Red Cat Kitchen was the only dinner we ate out; the other two we dined in at our gingerbread house. The restaurant describes itself as whipping up “soulful cuisine,” and the menu is peppered with surf and turf options such as pork rib chop, pan-roasted halibut and “big-ass scallops.” I had a fried chicken meal that was excellent, but truth be told, we didn’t have the best service experience. Alex had made a reservation, but when we arrived, we were seated on the porch, where it was so so hot out there, despite the 50 degrees outside, that we all about melted and were downright miserable for part of it. We waited to get moved inside, but it never happened. But if you can nab an indoor table, you’re in for a treat.

Sharky’s Cantina . Sharky’s is not where you settle in for a fancy meal, it’s where you go for margaritas the size of your head and to indulge your Mexican whims. While it’s no fine-dining and it’s a tad pricey for what it is, it’s also super fun and a must-experience for any first-timers to the Vineyard.

A Girlfriend Getaway to Martha's Vineyard: Where to Eat, Stay, Drink and Play

We did not have enough time—or stomach space—to try the following restaurants, which were all on the short list, as well: 20byNine, Biscuits, Atria Cellar, Porto Pizza, Smoke n’ Bones, Down Island and Back Door Donuts (the line was insane !). Other than a late night at the Lampost, we also got a bit lazy when it came to heading out for cocktails—plus, Alex came armed and ready with a full case of wine—so we didn’t make it to Port Hunter, Beetlebung or The Shanty, which were all on our initial itinerary, too.

Other things I did not try: lobster ice cream. I’ll leave it at that.

A Girlfriend Getaway to Martha's Vineyard: Where to Eat, Stay, Drink and Play

Oak Bluffs . We made our base in Alex’s mom’s house in the charming 300-home Campground of Oak Bluffs, and I loved the walkability of the entire town; there are so many places to eat and shop that we simply couldn’t squeeze them all into three days. This would be my first choice for a place to stay if given the option. Bonus: The main car ferry arrives in and departs from the heart of downtown.

A Girlfriend Getaway to Martha's Vineyard: Where to Eat, Stay, Drink and Play

Edgartown . There’s no better way to describe Edgartown than “Instagrammable from every angle.” Following the Campground of Oak Bluffs, it is, without a doubt, the (second) cutest part of the Vineyard. And don’t even get me started with the shopping–let’s just say, I came home with two new dresses and a trio of necklaces (and nothing cost me more than $100 either, shockingly).

A Girlfriend Getaway to Martha's Vineyard: Where to Eat, Stay, Drink and Play

Vineyard Haven . Vineyard Haven is the next sizable town over from Oak Bluffs, and we went there to do a little retail therapy, see a movie and get our workout on at the gym. It’s definitely worth a couple hours of exploration, whether you’re staying nearby or not (there’s also another ferry option that arrives and departs from there).

Summercamp Hotel . If you aren’t fortunate enough to nab one of the six weeks a year that Kathryn rents out her gingerbread cottage, then I’d highly suggest checking out the whimsical Summercamp right in the heart of Oak Bluffs. We swung by to see some of Alex’s friends who happened to be on the Vineyard at the same time we were, and I wanted to move into this bright-and-airy themed hotel.

A Girlfriend Getaway to Martha's Vineyard: Where to Eat, Stay, Drink and Play

Due to the weather, the “do” portion of our itinerary was constantly in flux. We couldn’t really go to the beach because of the rain. We opted not to ride bikes around East Chop due to the irritable skies. It was too foggy to see the Aquinnah Cliffs. We missed our Cape Poge Lighthouse tour because they had the wrong time listed on their site.

A Girlfriend Getaway to Martha's Vineyard: Where to Eat, Stay, Drink and Play

But the weather and change of plans didn’t matter one bit. We still had a blast.

A Girlfriend Getaway to Martha's Vineyard: Where to Eat, Stay, Drink and Play

What we did do was a little fitness—Zumba at the Mansion House and yoga at Yoga Barn were both great fun—a Jane Austen movie complete with an emcee at the charming MV Film Center , a bit of shopping—check out Alley’s General Store in West Tisbury, Portobello Road in Edgartown and basically every boutique in Vineyard Haven—and a tad bit of eating. OK, A LOT of eating.

A Girlfriend Getaway to Martha's Vineyard: Where to Eat, Stay, Drink and Play

You could also check out the Not Your Sugar Mamas Chocolate Factory . While we didn’t actually take the tour, I did stock up on plenty of their raw chocolate bars to bring home with me. I’m also a bit sad I didn’t head over to Bad Martha’s Brewery , which will be the first stop I make upon my return.

Shop/eat/drink local, y’all.

A Girlfriend Getaway to Martha's Vineyard: Where to Eat, Stay, Drink and Play

So MV veterans, what must I absolutely put on our to-do list next time around?

A Girlfriend Getaway to Martha's Vineyard: Where to Eat, Stay, Drink and Play

A Girls’ Trip to Boston: Where to Eat, Drink + Play

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martha's vineyard travel blog

Somewhere around 27 years ago, my dad did a LOT of work on multi-million dollar houses on the island. I look at your pictures and wonder if he worked on any of those particular places. 🙂

That’s so cool, Lisa! Now I’m curious what side of the island he worked on. For so many old houses, there was actually still a lot of construction going on when I was there just last month.

Ahhhh! I loved MV! We stayed in Edgartown and went to Sharky’s and then went to this awesome dive bar in Oak Bluffs, The Ritz! It had karaoke and it was packed and so much fun. I also suggest 20by9 if you like whiskey. It’s a cute little place.

This makes me so happy to read! It also makes me a little sad that we accomplished so little on our to do (and to eat!) lists but hey, you are already planning a return trip so I guess I did something right 😉

I guess when travel writers go on vacation… they really want to just, you know, vacation!

Don’t be sad! It was the perfect chill weekend we ALL needed. And then I’ll just have something to look forward to on my return trip (when we overlap, duh) next summer 😉

I hope this is your last post about this place for now. I’m stuck in the Netherlands this summer due to my move and even though my little country is beautiful and I’m excited to explore it some more, the houses look nothing like those in Martha’s Vineyard. I think I have a house crush!

Me too. I love the houses absolutely. Am always on the look out for structures with a twist or a surprising palette and this one is so pretty. I wonder if there is anything at all to munch on though for a veggie like me 🙂

Your trip looked so fun but can we just stop a minute and talk about your photography?! It’s BEAUTIFUL! Tell me your secrets! 🙂

Alaina | http://www.pumpsandpineapples.com

This sounds like EXACTLY the kind of vacation I would like!

Your photos are great! I’m in the NYC metro area and always see flight deals for Martha’s Vineyard. I’m running out of excuses not to get up there. Like when you were living around here I’m always looking to go farther when there’s destinations nearby worth the visit.

Also in the NYC area with a MV cottage – you ever want to rent, let me know! 🙂

Oooh, I will, too! =)

Martha’s Vineyard looks absolutely stunning! I’m sold!

Nothing beats a girlfriend getaway – a fun destination is just icing on the cake!

I’ve never really had any desire to visit MV, at least in the summer when it seems like there are a million people. I am more like the beach-in-the-middle-of-the-winter kind of girl. I would totally love to stay in that adorable house in February!

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martha's vineyard travel blog

The Weekend Hedonist

Martha’s vineyard travel guide.

martha's vineyard travel blog

Understated and elegant, Martha’s Vineyard is the perfect location for a laid-back summer getaway.  This historic island off the coast of Cape Cod is known for its beaches, seafood, and classic coastal New England aesthetic. 

Martha’s Vineyard is an easy day trip from Cape Cod, thanks to quick and frequent ferries between the two locations; however, to truly experience all that this lovely island has to offer, we recommend staying for a full weekend (or longer!).

martha's vineyard travel blog

Getting to MV

Plane :  There is an airport on the Vineyard!  This is the most direct way to travel to MV (and may ultimately be the most cost effective) if you live outside of the Boston/Cape Cod area.  The alternative is to fly to Boston, drive to Cape Cod, and then hop on a ferry.

Ferry : Martha’s Vineyard is only about 45 minutes from Cape Cod by ferry. There are also ferry options from Rhode Island and New York. The MV Chamber of Commerce website has a list of ferries and links to the schedules.

When to Visit

May through September is considered “season” in MV and July and August are typically the two busiest months. 

The island is very pleasant during fall/winter – accommodation prices are significantly lower and crowds are thin.  Unfortunately, many restaurants and businesses close during this time. 

Do I Need a Car?

No.  A car is certainly convenient but not necessary.  MV has a great bus system and Uber/Lyft are used on the island.  It’s also an incredibly bike-friendly destination, with miles of trails to explore.

Where to Stay

We recently rented this beautiful home for the week of Thanksgiving.  A home rental is a great option if you are with a bigger group, plan to stay a full week, or if you enjoy cooking.    

martha's vineyard travel blog

What to Do & See

Gingerbread houses.

A community of more than 300 small, pastel colored historic homes located within walking distance from the Oaks Bluff town center.  The homes were built by a Methodist community that settled the area in the 1800’s.

martha's vineyard travel blog

Chappaquiddick

Small island off the eastern end of Martha’s Vineyard and site of the Ted Kennedy tragedy.  The ferry runs frequently from Edgartown.  The island boasts several hiking trails and beautiful beach views.

Take a scenic drive to the west end of the island to view the lighthouse and red clay cliffs.  The perfect spot to enjoy sunset. 

martha's vineyard travel blog

Small fishing village on the east end of the island where the movie JAWS was filmed.  Come here for a walk and some of the best seafood you will ever eat.

Edgartown (Downtown)

Classic, preppy “downtown” area reminiscent of Nantucket.  Stroll along the main streets for beautiful coastal homes and boutique shopping.  Home to the Vineyard Vines flagship store.

martha's vineyard travel blog

Edgartown (Lighthouse)

While you’re in Edgartown, take a walk out to the lighthouse.

martha's vineyard travel blog

Biking is a great way to explore the island. There are many rental shops on the island, so choose the one closest to your accommodations.

Get out on the water

Any trip to coastal New England would be incomplete without sailing. There are many sailboat tour and charter companies that operate out of MV. Click here for a link to several options.

Island Alpaca Company

Yes, there really is an alpaca farm on Martha’s Vineyard.

Food and Drink

  • Morning Glory : Farm and grocery store with great produce and baked goods. Try the chocolate chip cookies!
  • Back Door Donuts : Best donuts on the island!  This shop serves as a storefront bakery during the day and as a late-night spot after-hours.  Try their famous apple fritter.
  • Art Cliff Diner : Great brunch spot near the Vineyard Haven ferry.  Worth the wait for breakfast in peak season.  We highly recommend the French toast.
  • Newes from America Pub in the Kelley House Hotel: A traditional pub located in one of the oldest buildings on the island.
  • Bad Martha & Offshore Ale Company : For local brews
  • Ice Cream: Vineyard Scoops , Mad Martha’s , and Scoop Shack are all great options for my favorite summer treat!
  • Farm Neck Golf Club : Golf/tennis club with a dining area open to non-members
  • Scottish Bakehouse : Small bakery off the main road in Vineyard Haven with good coffee, pastries, and sandwiches
  • The Black Dog Tavern : An island staple with a great gift shop.
  • Rosewater Market and Takeaway : For salads and sandwiches in Edgartown
  • Seafood at Menemsha Fish Market , Lookout Tavern , The Net Result , Nancy’s , or Seafood Shanty
  • Dinner at The Covington or Alchemy

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Travel Guide | Martha's Vineyard

| image courtesy of spot  / photography by jessie webster  |

This summer, as we start to slowly venture out of our houses, we can't wait to explore America and rediscover some of our all-time favorite places. Adventure is calling.

Travel Guide | Martha’s Vineyard

| image courtesy of @andiefurbs |

For me, one of those special places is Martha's Vineyard, Massachusetts. I spent my first summer there in 2019 with my best friend from college. Her family lives on the island full time, and I was lucky enough to live with them and work at the Martha's Vineyard Boys & Girls Club (read my mom's post about our new Pledge partnership which benefits the Club here ). Then, after a magical, beachy, unforgettable first summer, I went back last year for 3 months and will continue to visit beautiful Martha whenever I can.

Travel Guide | Martha’s Vineyard

| photography by andie furber |

 Martha's Vineyard is one of those places that feels new each time. I am always discovering new beaches, farms, lookouts, hikes, restaurants, and secret little spots I want to visit over and over. So, I am here to share all of her secrets with you.

Travel Guide | Martha’s Vineyard

| photography by  andie furber  |

Keep reading to get my ultimate Martha's Vineyard itinerary to discover all her beauty. You'll almost feel like an islander.

Travel Guide | Martha’s Vineyard

Where to Stay

Lambert's Cove Inn   Lambert's Cove Inn is the sweetest little escape from the busier parts of the Island. It's situated right next to Martha's most beautiful private beach, Lambert's Cove. Dine in their little restaurant on island-grown food, meander through their flower garden, and visit their on-site farm. All your island dreams come true.

The Sydney If you want a little more bustle, the Sydney is perfect for you. Located in Edgartown, one of the island's bigger towns, the Sydney puts you walking distance from the Lighthouse Beach, dozens of restaurants and shops, and a short bike ride from Morning Glory Farm. Walk everywhere and see what you find.

The Gingerbread Houses If you're lucky enough to score a stay in one of the iconic Martha's Vineyard Gingerbread Houses (mostly available for rent on Airbnb), book ASAP. Every August, these get decorated with lanterns and lights for an annual festival, and they're just the cutest thing ever. Located in busy Oak Bluffs, you'll be walking distance from all the beaches, restaurants, and ice cream shops you could want.

Travel Guide | Martha’s Vineyard

Where to Eat

Behind the Bookstore, Edgartown Perfect for your evening aperitivo or midday coffee break. Good food, good atmosphere, and close enough to the beach to go for a swim after.

Scottish Bakehouse, West Tisbury If you eat one thing on Martha, let this be it. Order a breakfast sandwich with the works and avocado, and thank me later. Add hot sauce as you please.

  Morning Glory Farm, Edgartown I f you're feeling more of a picnic atmosphere, Morning Glory Farm is your spot. Pop in to this little farmstand, and pick up a kombucha, lemon bar, zucchini bread, and some island-made cheese. Walk down the path a few minutes to the pond. Breathe deep, enjoy.

Travel Guide | Martha’s Vineyard

  Chilmark General Store, Chilmark Your go-to spot for the best pizza on the island. Sit on the porch with a slice or two and hit the beach after.

7a Foods, West Tisbury This is always my stop before a full day at the beach. Get a Liz Lemon, Cape Cod chips, and a Nantucket Nectar half & half, and you'll be a real New Englander.

Travel Guide | Martha’s Vineyard

|  image courtesy of  spot  / photography by  jessie webster  |

Martha's Best Beaches

Great Rock Bight This is my absolute favorite beach on the island. Go early so you get parking, and enjoy this secluded swimming spot in Chilmark. There's a rock you can climb on in the water, and it's my favorite place to get a little sun and chat with friends.

Lighthouse Beach This classic Edgartown beach is a five minute walk from my friend's house on the vineyard, so I walk to this lighthouse to swim almost every day after work. It is perfect for a quick dip, and a great spot to spot some piping plovers, a special breed of shorebird native to the island.

Travel Guide | Martha’s Vineyard

Menemsha Hills Be prepared for a hike if you want to hit this beach, but the solitude is worth it. I guarantee even on the busiest Saturday, there will be no one else around and you can swim and read to your heart's content.

Lambert's Cove Unfortunately, this beach is only for Vineyard Haven and West Tisbury residents, but after 6pm, it's my favorite sunset swim spot on the island. Around sundown it opens up for everyone, and I recommend bringing a picnic and planning to stay a while.

Travel Guide | Martha’s Vineyard

My Favorite Things to Do

Tour De Lighthouse My mom invented this game on the vineyard. When she and my sister came to visit, we went to every lighthouse on the island in one day. Start at the Gay Head Light (and admire the Aquinnah Cliffs), then head to the East Chop Lighthouse, and finish at my personal favorite, the Edgartown Lighthouse. A perfect day.

Menemsha Sunset Menemsha is  the spot  for a beautiful sunset. Get there early and stake out your spot on the beach, and pick up some cole slaw, clam chowder, and a lobster roll from Menemsha Fish Market. It's the kind of place where people clap for the sunset because it's just that good.

Travel Guide | Martha’s Vineyard

Ice House Pond Nothing is more refreshing than a dip at Ice House. It's a secluded little freshwater pond in West Tisbury, and there are only four spots in the parking lot to keep it quiet. I recommend going around 6pm, when the sun is setting and it'll be extra peaceful.

Chilmark Pottery This is the absolute best souvenir you can get on the vineyard. An incredible artisan named Geoffrey Borr sells handmade pottery out of his gorgeous barn/home studio. I have a mug with a map of Martha's Vineyard, and it's one of my prized possessions.

Travel Guide | Martha’s Vineyard

Jaws Bridge It's a tradition on Martha's Vineyard to jump off the Jaws Bridge (featured in the iconic film) at least once each summer. My sister and I did it together last year, and it was super special. Follow up with a screening of Jaws at the Drive-In for the full island experience.

The Yoga Barn The Yoga Barn offers free 90 minute community yoga classes on Friday nights. What really sets this studio apart is its location in a grassy field next to a pond, so take a peek at the website to see what the fuss is about. Michelle Obama even practices here!

Travel Guide | Martha’s Vineyard

Sunset Kayaking at Felix Neck Several of my best friends on the island work at Felix Neck Wildlife Sanctuar y in Oak Bluffs, and every summer, they offer sunset kayaking in the pond (the very same one from  Jaws ). If your guide is my friend Liz, be sure to say hi from me!

 Native Earth Teaching Farm A wonderful woman named Rebecca owns this farm, and on Sundays she offers an indigo dyeing workshop. Bring your own t-shirts, and Rebecca will teach you how to hand-dye them with natural indigo. Bonus points if she lets you pet their goats.

Travel Guide | Martha’s Vineyard

I hope this guide to one of my favorite places gave you some inspiration to explore & see the island for yourself. I wish I had discovered Martha's Vineyard a lot earlier in life, but I promise, once you make the trip, you'll want to return every single summer. She truly is a beauty.

Travel Guide | Martha’s Vineyard

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boats lining the harbor of martha's vineyard

9 Fun Things to Do on Martha’s Vineyard

boats lining the harbor of martha's vineyard

Updated May 2023

“The biggest mistake people make when visiting Martha’s Vineyard,” a manager at HI Hyannis hostel recently told me, “is not having a plan when they get there.” She was referring to a common predicament that I had found myself in just the day before: it’s easy to assume the Vineyard is a small island, but once you get there (or, you know, look at a map ahead of time), you realize there’s a ton of ground to cover. So, while it’s totally possible to get a feel for the island on a quick day trip from mainland Cape Cod , you’ll need to stay overnight and have a general understanding of all the Vineyard has to offer if you really want to make the most of your visit.

Here’s a by no means exhaustive guide to uniquely Martha’s Vineyard experiences. Book a dorm bed or private room at HI Martha’s Vineyard hostel during its summer season; rent a bike or a car, or pick up a local bus pass; and  get started with these 9 great things to do on Martha’s Vineyard.

1. See the Gingerbread Cottages in Oak Bluffs

yellow gingerbread cottages on martha's vineyard

After the American Civil War, a Methodist summer camp set up shop in what’s now the town of Oak Bluffs. While participants originally stayed in canvas tents, more permanent housing was eventually built for the attending families around the Martha’s Vineyard Campmeeting Association grounds. While the architecture of the houses was originally meant to mimic elements of tent-camping, elaborate Victorian-style touches were also added to the homes. At some point, the cottages took on vivid coats of paint, and today you’ll find 300 or so brightly colored and intricately trimmed homes. They’re known as the “gingerbread cottages” because they’re reminiscent of candy-covered houses in old fairy tales, and they represent just about every color imagineable.  

2. Get Donuts After Dark

martha's vineyard travel blog

While the Vineyard’s favorite donut shop is open during the morning and afternoon, you’ll have to stop by after dark to get the real Back Door Donuts experience. From 7 p.m. to midnight, hop in line at the bakery’s namesake back door, where you can score the very freshest Boston creams and apple fritters straight out of the fryer.

3. Cannon Ball off the Jaws Bridge

martha's vineyard travel blog

As you approach Joseph Sylvia State Beach, you’ll see a low bridge crowded with dozens of beachgoers prepping to leap off into the water below. Officially, it’s the American Legion Memorial Bridge, but its role in the 1975 movie Jaws , which was filmed on the Vineyard, earned the bridge its more commonly used nickname. The jumping-off point is popular with adults and kids alike; just be sure to keep an eye on the tide and the local conditions if you’re considering joining their ranks.

4. Tour the African-American Heritage Trail of Martha’s Vineyard

With over 30 stops all around the island, the African-American Heritage Trail celebrates the contributions of people of color on the Vineyard throughout history. The trail includes stops at historic Black-owned inns that helped to make the town of Oak Bluffs an early haven for African-American travelers, homes of famous Black island residents including Harlem Renaissance writer Dorothy West, sites of religious significance including historic churches and cemeteries, and more. Access the trail map for a self-guided tour, or book a guided walking or driving tour of the trail, at https://mvafricanamericanheritagetrail.org/ .

5. Visit a Farm Stand

a close up of produce at a farm stand including tomatoes, beans, and melons

Score local fruits, veggies, flowers, and more at one of the island’s many farm stands and markets. Some, like Whippoorwill Farms, have modest roadside structures full of produce where you can choose what you like and leave cash in an honor-system box. Others, like Morning Glory Farm, offer full-scale markets where you can shop for produce grown on- and off-site as well as local bread, eggs, and more.

6. Take a Bike Ride

a paved bike path runs along the beach on martha's vineyard

The Vineyard has 44 miles of dedicated and shared-use bike paths hugging the beach, meandering through towns, and winding through forests. The ride from Oak Bluffs to Edgartown is especially picturesque, with continuous views of the ocean on one side and Sengekontacket Pond on the other. Continue cycling towards West Tisbury and you’ll enter Manuel F. Correllus State Forest. The 5,300-acre forest has 14 miles of wooded, paved paths for pedestrians and cyclists to get away from island traffic.

7. Relax on the Beach

a wooden boardwalk path surrounded by beach grass leads to the blue ocean

No visit to Martha’s Vineyard is complete without an afternoon on the beach, enjoying the summer sunshine and the calm waters of the Nantucket Sound. In Oak Bluffs, Town Beach is an easily accessible and welcoming stretch of shore. This was an early de-segregated beach, and today, it’s still a popular destination for the Vineyard’s Black community, local and visiting alike. The water here is protected by a seawall, making it ideal for swimming. In fact, a group calling themselves “polar bears” gathers here for a dip in the chilly morning waters each day; head out to the beach early enough and you can join them (or stay dry and cheer them on from the land).

Further down the road in Edgartown, Joseph Sylvia State Beach offers two miles of sandy shore and clear, shallow waters. Here you’ll find rainbow-hued beach umbrellas, sunbathers, and beachgoers of all ages enjoying the gentle waters.

a group of people with a rainbow umbrella sit on the sand at Joseph Silvia beach on Martha's vineyard

Katama Beach is the largest public beach on the island and offers something for everyone. Thrill-seekers can take to the waves on the Atlantic Ocean side of this three-mile barrier beach; those looking for a more laid-back day will prefer the Katama Bay side, which opens up onto a large, protected saltwater pond.

8. Rent a Kayak or SUP

orange kayaks line the beach on Martha's Vineyard

Whether it’s the island’s inshore ponds or its offshore bays and coves, the water is a big part of life on the Vineyard. Rent a kayak or stand-up paddle board to get an up-close view of the water and the wildlife teeming below it. At Island Spirit Kayak in Oak Bluffs, you can rent a kayak or SUP for just a couple of hours or for the entire day, or opt to take a guided tour with a group and instructor (options include a sunset tour and a nighttime tour with glass-bottomed kayaks or SUPs).

9. Visit the Aquinnah Cultural Center and Watch an Epic Sunset

white clay cliffs overlooking the blue ocean in aquinnah on martha's vineyard

On the western tip of Martha’s Vineyard sits the small town of Aquinnah, known for its breathtaking scenery and its continued ties to the region’s indigenous Wampanoag people. The Aquinnah Cultural Center , which “strives to preserve, interpret, and document the Aquinnah Wampanoag self-defined history, culture and contributions,” is open to the public and hosts exhibits and cultural events.

Nearby, the Aquinnah Cliffs Overlook is the place to take in sunsets with sweeping views of the area’s clay cliffs and its 18 th century Gay Head Lighthouse.

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Travel Blog: My First Trip to Martha’s Vineyard

martha's vineyard travel blog

This summer I rented a house on Martha’s Vineyard with my girlfriends. A lot of my friends went to really fancy schools in Boston, so they’ve been going to Martha’s Vineyard since undergrad, but this was my first time.

I had zero expectations coming into the trip, I just knew I would be on a charming island with my friends. In the end the 7 days we spent on the island is my favorite thing I’ve done all summer.

Martha’s Vineyard is nice because some areas feel like the woods and some areas feel like the beach. I really liked being able to tap into both of those vibes each day.

Before I jump into things to do, here are some quick things I learned.

We drove cars onto the ferry so that we would have them all week. This was the best decision, it made outings simple, it made grocery shopping easier (buy as much as you can ahead of time because groceries on the vineyard are more expensive).

Related: 3 Easy Plus Size Nautical Outfits

Be sure to be kind and speak to locals, they have the inside track on interesting events and things to do that you wont find online.

As a black person, being on Martha’s Vineyard felt amazing. It’s not something I can quite put into words, but if you know… you know. If you don’t know you should check out this NYTimes article on the Nourishing Magic of Martha’s Vineyard on Black Americans.

I left Martha’s Vineyard with short term goals to bring my parents there next summer and long term goals of owning a home there for my kids… it’s that special.

In the meantime, for those who want to plan a trip there here are the five things you *have* to do… the list is longer than five actually, but I couldn’t leave any of these places out!

Indulge in Sweet Treats

We went for ice cream at Vineyard Scoops one day and had the best time. The ice-cream was pretty simple, but they had lots of flavors and ample seating inside with AC. There are also cute benches outside. It’s cash only.

My favorite sweet treat was the fudge at Murdicks . I got the double chocolate (because I’m greedy, haha) and it was super rich, but it took me all week to finish it so I didn’t mind.

Also, if you go out at night, don’t go home without stopping by “backdoor donuts”, best apple fritter I’ve ever had and it was as big as my head!

martha's vineyard travel blog

SQUAD! Aren’t my homegirls the cutest?

martha's vineyard travel blog

I documented all of my outfits in this post

Enjoy Magical Mornings

Mornings in Martha’s Vineyard are pretty special.

Every morning at 7:30am, a group of women called the Polar Bears heads into the inkwell for an inspired and empowering water aerobics session. The Polar Bears are an institution, they even have an entry in the Smithsonian National Museum of African American History & Culture in Washington, DC. My time with the Polar Bears was one of the most special things I’ve experienced. Water is such a healing element for me, a morning workout always elevates my mood and to close out a morning water workout being embraced by strong and beautiful women of all ages… it was powerful.

They’re all so loving and at then end of your first Polar Bear experience they induct you and make you an official Polar Bear. I won’t give you any spoilers, but you should wake up early at least once and do this.

martha's vineyard travel blog

I spent one morning with my morning cup of coffee on Lambert’s Cove and it was a perfect place to greet the sun. A few things to note– it’s a semi-private beach so be sure to look up the best times for a non-resident to hang out.

Tip from a Local: if you like to swim the waves are gentle so you can swim laps in the ocean with ease– I plan to do that a lot next time.

martha's vineyard travel blog

Click Here for outfit details

Hang with the Locals

I went to Atlantic Fish and Chop House twice for the amazing Charbroiled Oysters and casual company of the locals. Skip a table and sit outside on the deck. It’s open seating and we made friends with lots of locals around the fire pit.

On Wednesday’s head to Orange Peel Bakery for their epic pizza night. Here’s how their website describes it:  Pizza Night at the Orange Peel Bakery happens nine months a year, from April to November. The suggested donation is $20 per adult and $10 per child. If you can’t afford that much and you’re hungry, you’ll get fed one way or another. That’s what Orange Peel Bakery is about. Community. It might look like a private party, but don’t let that dissuade you-it’s not. Walk right up, drop your toppings off at the pizza table, say hello, and ease into the scene. BYOTS (Bring Your Own Toppings to Share) and BYOB.

martha's vineyard travel blog

Recharge at the Yoga Barn

From the moment I walked into the Yoga Barn on Martha’s Vineyard, I felt a warmth and kindness from everyone who was there. The yoga barn staff helped me get comfortable and set up right away. The aerial yoga instructor, Jennifer Delorenzo was kind and patient with me during our session. Since I had done aerial before, I knew that inversions (going upside down) was really difficult for me– Jennifer listened to me, gave me some pointers, encouraged me to do my best and breath and by the end of the session I was doing inversions that I didn’t think I could pull off. I actually cried at the end of my session, which speaks to the type of powerful release that can happen through body positive fitness!

martha's vineyard travel blog

Have you been to Martha’s Vineyard before? What places do you suggest?

martha's vineyard travel blog

3 thoughts on “Travel Blog: My First Trip to Martha’s Vineyard”

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Me and my best friend went to the Vineyard this summer. I too had no expectations. Despite people saying there will be no one that looks like you, where is that, why y’all going there? It was amazing! It’s was one of the best trips ever. I can’t wait to go again.

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Loving you in that blue and white striped jump suit. Super cute!

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Its been a dream of mine to go ever since I did research on Oak Bluffs and other historical black sites to visit. Can you do an update if you love been since or the process of finding the right house to rent as well.

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Knockabout

Ultimate Guide to Oak Bluffs, Martha’s Vineyard

by Gregg Squeglia | Jan 27, 2022 | Cape Cod & Islands , New England

Gingerbread Cottages, Oak Bluffs

Introduction

Oak Bluffs is the most heavily visited town on Martha’s Vineyard, especially so for day-trippers. Here one can spend the better part of a day enjoying the sights and history of the famous gingerbread cottages, lazing on white-sand beaches, and taking in some world-class seafood and summer specialty drinks on the harbor.

As you approach Oak Bluffs via ferry, the first thing you will notice is a large, open green space. This is Ocean Park. It is a great place from which to launch your exploration, and is always within walking distance of the major attractions in Oak Bluffs. At any point, you can come back here to take off your shoes and rest, have a picnic lunch, and recharge your batteries.

Each town on Martha’s Vineyard has its own unique character. From the stately captains’ homes in Edgartown to the natural beauty of the Aquinnah Cliffs and the quaintness of Chilmark’s Menemsha Harbor, Martha’s Vineyard has a lot to see. But if you only have a day, then Oak Bluffs is the place to go. Everything is conveniently located within walking distance of the ferry, so you can spend more time exploring rather than getting from place to place.

Martha’s Vineyard Camp Meeting Association

The famous gingerbread cottages of Martha’s Vineyard can be found only a short stroll from the ferry docks. These cute summer homes are part of the Martha’s Vineyard Camp Meeting Association (MVCMA), colloquially known as “The Campground.” Originally, that’s just what it was, a campground. Beginning in 1835, the first Methodist retreat was conducted at this location. Tents were pitched and souls were saved as the participants gathered and prayed in the spot that was then known as Wesleyan Grove. As the retreats grew in numbers, serious prayer continued, but they also found time to enjoy some of the niceties of island life. Tents gave way to more permanent homes and eventually the elaborate trim and decorations that we see today.

At the heart of the campground is the Tabernacle, completed in 1879 to shield the worshipers from the hot summer sun. At the time, the MVCMA had connections with an iron builder and a civil engineer, and coupled with the lower cost of iron versus wood, built the structure for a total cost of $7,147.84. More can be learned about the campground during the Oak Bluffs Audio Tour , or through a more detailed live tour given by the MVCMA during the months of July and August.

MVCMA Tour Schedule

Live, guided walking tours of the Campground are given every Tuesday and Thursday in July and August only at 10:00 am and last approximately 90 minutes. Tours begin from the Tabernacle (click for map) and cost $12 per person. Tickets can be purchased at the start of the tour.

Visiting outside of peak summer season, or otherwise are unable to take the live tour through the Camp Meeting Association. No problem!. Stream the Knockabout Oak Bluffs Audio Tour anytime and start whenever you would like. 

Knockabout Oak Bluffs Audio Tour

Take a self-paced walk through the island’s most popular town. Includes all audio files streamed directly to your smartphone. No apps, no accounts, no passwords to remember. Super easy.

Tabernacle/Trinity United Methodist Worship Services

Today, worship services continue at the MVCMA, although only on Sundays. Trinity United Methodist Church hosts services indoors on a year-round basis, and outdoors at the Tabernacle in summer. Trinity UMC welcomes worshipers of all denominations, so feel free to walk over and attend a service at this beautiful location.

Special Events

Aside from religious offerings, the campground hosts various weekly and special events throughout the summer, including weekly concerts on the Tabernacle lawn, community sings, and educational lectures. Some of these events may be a bit on the later side for the average day trip itinerary, should you be traveling over from the Cape. However, if they are of interest, you may wish to catch an evening ferry home so that you can enjoy these cultural events. For a full calendar of events, click HERE .

Grand Illumination

Grand Illumination - Oak Bluffs

Cottagers decorate their homes (and sometimes themselves) for Grand Illumination, held annually on the third Wednesday in August. Photo by MA Office of Travel & Tourism, CC BY 2.0

Traditionally held on the third Wednesday in August, Grand Illumination is the capstone event in Oak Bluffs. On this night, the gingerbread cottages are decorated with hundreds of paper lanterns, setting the mood for a beautiful evening stroll through the campground. Although today it is hosted by the MVCMA, its origins date back to 1869 when the Oak Bluffs Land and Wharf Company sponsored the first Illumination night. This corporation had bought vast parcels of land just outside the campground for the development of Oak Bluffs as a tourist destination. It was not highly regarded by the Methodist campers who tried for years to isolate themselves from the growing number of secular tourists. However, times were changing and the MVCMA had to change with them. Eventually, Grand Illumination was accepted and then adopted by the campground. Today, it is considered their exclusive domain, and really nobody gives a thought as to how it all originated. But now you know…

If you are anywhere near Martha’s Vineyard on Wednesday, August 17, 2022, I do recommend that you attend.

African American Heritage Trail

Oak Bluffs is well known to be the summer retreat of wealthy African Americans, either as homeowners who stay for the entire season, or visitors who vacation for a week or two.  These days, the most well-known is former President Barack Obama, who during his two terms in office took annual vacations to Martha’s Vineyard and rented a home in Oak Bluffs. But other well-known visitors throughout history have included Jacki Robinson, Dr. Martin Luther King Jr., and Harry Belafonte.

The African American presence on the island had a more modest beginning, however. The first black residents started coming to the island in the late 19th century, sometime after the Civil War. They were freed slaves who came to work in the oil industry – whale oil, that is. But even then, whale oil was being phased out as an energy source, and soon the island transformed from an energy-producing mecca into a summer resort. The African-American folks stayed and by the 1930s, the black elite had started spending summers on the island, building a community that is very prominent to this day.

The African American Heritage Trail dissects the history of African Americans on Martha’s Vineyard and has 27 different sites of interest along its path. The trail offers tours throughout the summer months of varying lengths, so whether you want to spend an hour learning about this subject, or the entire day, there is a tour that should fit your schedule. Notable stops along the trail include the former homes of Edward Brooke, the first black senator elected by popular vote, and Dorothy West, author, and member of the Harlem Renaissance writer’s movement.

Flying Horses Carousel

Flying Horses Carousel

Photo by MA Office of Travel & Tourism / CC BY-ND 2.0

Little ones will enjoy the carnival-like atmosphere of the Flying Horses , the oldest platform carousel in the nation. The carousel was manufactured in the mid-1870s and was originally put into service at Coney Island, NY. In 1884, the carousel was moved to Oak Bluffs, then known as Cottage City, to support the growing tourism economy on the island. After generations of turnover between private owners, the carousel was acquired by the Martha’s Vineyard Preservation Trust in 1986 and restored to its original beauty. The horses feature real horsehair manes and the carousel’s organ, built in 1923, still plays music from paper rolls. The property was designated as a National Historic Landmark in 1987.

Because of its early vintage, the carousel does not perform like its modern-day counterparts. Although the individual horses go round and round, they do not go up and down, making for a rather boring ride. So in order to capture the rider’s interest, the carousel features several dispensers where the rider attempts to grab as many metal rings as possible. The rings are then placed atop a spike on the horse’s head. Bragging rights go to the riders with the most rings, and a free ride goes to anyone who can snag a brass ring. Just remember that riders can only take rings with one hand. Reaching in with both hands is a safety violation and will cause a stern-faced attendant to come and confiscate all of your rings. I learned the hard way.

Inkwell & Oak Bluffs Town Beach

Inkwell Beach - Oak Bluffs

Located right next to the Steamship Authority’s Oak Bluffs terminal, Inkwell & Town Beaches can get a bit congested in peak summer. Photo by MA Office of Travel & Tourism, CC BY-ND 2.0

Oak Bluffs is home to the Oak Bluffs Town Beach and Inkwell Beach, adjacent to each other. They are both within a few minutes’ walk from the harbor. Merely follow the ocean southbound until you bump into the sandy beach. There are a couple of stories on how Inkwell Beach got its name, although it is generally agreed upon that it is a reference to the African-American community that is prominent in Oak Bluffs, comparing the dark skin of beach-goers to that of an old fashioned bottle of writing ink. One legend is that the name was given by young, black writers who lived on the island during the summers. Another story is that it was initially a pejorative term given to the beach by intolerant persons from an intolerant time.  Whether the name was a badge of honor or a slight can be argued, but it is in the past for sure. Today, the Inkwell is the name embraced by islanders, and all are welcome to spread out and grab a few rays of sunshine or dive in the water to cool off.

Activities & Sports

After taking in some of the island’s history and culture, you may be up for something a little more extreme. Luckily, Oak Bluffs has some pretty great options for those who want to access their adventurous side. Don’t worry. This isn’t Yosemite. Things are a bit more chill here, and anyone that is reasonably fit should be able to enjoy these sports.

Stand Up Paddleboarding/Kayak Tours

Stand Up Paddleboard

Stand Up Paddleboarding (SUP) has seen tremendous growth throughout the nation in recent years, and for good reason. It can be learned quickly, requires only modest physical ability to enjoy, and can be done in most coastal and lake areas. Book a lesson or tour with one of the island’s SUP outfitters, and find out for yourself why so many people are taking to the sport.

A SUP tour will generally involve some basic instruction to keep you safe, including balancing on the board, staying clear of boat traffic, and what to do if the wind gets a bit too strong. Then, you’re off and paddling. Tour locations may be variable based on the wind and tidal conditions.

Kayak tours are also readily available throughout Martha’s Vineyard, and often can be booked through the same vendor. If someone in your group feels that (s)he cannot handle standing on a SUP for long durations, then you can combine your vessels of choice to accommodate everyone. Kayaks are generally more stable, best for those with uneasiness in the water, and require less physical exertion.

Island Spirit Kayak is Oak Bluff’s SUP and kayak outfitter and is located just a 5-minute drive away from the ferry terminal. Take an Uber or taxi to “Little Bridge” at the State Beach in Oak Bluffs. Alternatively, jump on the #13 bus to Edgartown and tell the driver that you want to get off at Little Bridge.

That being said, make sure you call ahead to book your reservation and ensure that boards/kayaks will be available.

Flyboarding, Parasailing & Jet Ski Rentals

Flyboarding Oak Bluffs

If you’re seeking a thrill, or more likely your teenage kids are complaining that your walkabout through town is getting too boring, then head on over to Oak Bluffs Harbor and try out this fun adventure sport. Flyboarding involves strapping on a board with water jets to your feet, powered by a jet ski engine and attached by a 50-foot fire hose. Riders can feel like Iron Man as they fly over the waters of Vineyard Sound. This is an experience that few can say they have tried, and sure to be a highlight of your vacation.

Flyboarding should be able to satiate the appetite of adventure-hungry teens and adults alike.

Martha’s Vineyard Ocean Sports is located on Oak Bluffs Harbor at the Dockside Marina and is the only flyboarding and parasailing vendor on the island. They also offer a multitude of additional ocean sports activities like jet ski rentals, water-skiing, and family banana boat rides. Make sure to call in advance or book online via their website to secure your slot. This will allow you to plan around your adventure and maximize your time.

Pirate Adventures

Oak Bluffs Harbor is home to Pirate Adventures, a 90-minute experience designed to immerse the little buccaneers of your family in a live-action pirate story. Sail aboard the Sea Gypsy in search of buried treasure, engage in a sea battle with enemy pirates where the young adventurers will blast the scallywags with water cannons mounted on the side of the ship.

Activities that are geared toward young children are not very plentiful on Martha’s Vineyard, so you may want to take advantage of this adventure if traveling with young kiddos. My kids did this adventure when they were younger and loved it.

Bike Rental

Bike Rentals at Oak Bluffs

Photo by Lisa Brown/MA Office of Travel and Tourism, CC BY-ND 2.0

Martha’s Vineyard is home to some excellent bicycle trails and offers the day-tripper a way to see more of the island while being active. Renting a bike is an excellent way to explore the down-island towns. You could cycle up to East Chop Lighthouse, or pedal the six-mile route south to Edgartown along Beach Road and even explore the more tranquil scenery of Chappaquiddick Island. Depending on your level of ambition, there is a bike route that will suit your desires. And remember, Vineyard Transit Authority buses are equipped with bike racks, so if for some reason you don’t want to leg it back to Oak Bluffs, you can always catch a cheap ride.

There are plenty of bike rental shops in the center of Oak Bluffs. You won’t have trouble finding them. However, below is a list of vendors and a consolidated map for your convenience. Advance reservations are not necessary.

  • All-Star Bike Rentals
  • Pedago Martha’s Vineyard (Rents both pedal and electric bicycles)
  • Anderson’s Bike Rentals

The Martha’s Vineyard Chamber of Commerce publishes a map with island bike paths (no motor traffic) and bike routes (roads shared with traffic, but generally suitable for bicycles). This is a valuable resource if you are planning a day that involves commuting by bicycle. It may be downloaded free through their website by clicking the link below.

Martha’s Vineyard Bike Trail Map

** A note on renting mopeds and scooters. Don’t do it! Many of the roads on Martha’s Vineyard are narrow, winding, sandy, and filled with cars whose drivers are unfamiliar with the roads. I used to work as a physical therapist at Martha’s Vineyard Hospital. I can tell you that people do get hit by cars, and have seen more than one vacation ruined by broken bones. There were many others that I didn’t see because they were shipped off to Boston via Med Flight. Electric bicycles are a good alternative to mopeds if you desire. You will be able to access the bike trails and stay much safer.

Food & Drink

Oak Bluffs boasts the most restaurants and pubs on the island. You will find no shortage of places to satisfy your hungry belly or quench your thirst. From sit-down table service to quick street fare, it can all generally be found in one of two places: Circuit Ave or the Dockside Marina. Both are within shouting distance of each other, so feel free to mix food at one location with a specialty drink someplace else.

Circuit Avenue

The Oak Bluffs Land and Wharf Company built Circuit Ave as the commercial hub of town back in the late 1800s, and it remains so today. Named after its partial envelopment of the MV Camp Meeting Association Campground, this street continues to draw visitors due to its high concentration of retail stores as well as eating and drinking establishments.

Sharky’s Cantina

Sharky’s is open year-round, which means it has a menu and service that is good enough to draw people back repeatedly during the cold off-season months. Serving traditional Mexican fare in a Grill & Bar type atmosphere, Sharky’s may hit the spot if you’ve already indulged in enough New England seafood. For those who want more, the fish tacos are recommended.

Offshore Ale Company

Skip the ocean view and instead enjoy some of the Vineyard’s locally made beer and a wide selection of pub food to go along with it. Offshore Ale is one of the most popular spots with locals year-round, and the craft brew that it serves is first-rate. Beers on tap rotate, with about 10 selections to choose from at any given time. The brewery has definitely followed the current craze of IPA and other hop-beatdown style beers, but also offers less bitter ales including nut brown, amber, and light beer.

Offshore Ale‘s menu probably has one of the widest selections in town. Chowders and seafood, burgers, pizza, and quesadillas are all up for grabs. Family-friendly during lunch and dinner hours.

Giordano’s

The best pizza in town. Giordano’s has both sit-down service as well as a take-out window. Let’s say that you have been walking around town all day and need a bit of space between you and the nearest crowd. Grab a pie and walk over to the open lawn at Ocean Park and have a picnic. Spread out and decompress. Giordano’s also has the typical fried seafood options, and a basket of clams to go along with your pizza is actually a pretty good combo, as odd as it might sound.

Ben and Bills Chocolate Emporium

Are you in the mood for something sweet? Stop in for some house-made chocolate. You can even see them making it as you shop around. They also serve delicious homemade ice cream that rivals any other on the island.

Dockside Marina

Just a few steps from the base of Circuit Ave is Oak Bluffs Harbor, home to the Dockside Marina and its tenant eating and drinking establishments. In contrast to the Bar & Grill Feel that you might get from the options on Circuit Ave, you will find a more tropical atmosphere here (even though we are nowhere near the tropics). Boats in the slips play Jimmy Buffet all day long, and there is a constant flow of frozen rum drinks coming from the blenders of nearby bars. If you haven’t felt it yet, you are now on Island Time. If you’re wearing a watch, just take it off now. You’ll get home when you get there.

Nancy’s/Donovan’s Reef

Donovan’s Reef is the outdoor bar area of Nancy’s Restaurant , home of the famous Dirty Banana and a little piece of the Caribbean brought north to Martha’s Vineyard. From the reggae music to the pitchers of frozen concoctions served by Donovan himself, you’ll immediately feel a bit more relaxed when you step up to the bar. Donovan, who is from Jamaica, has been working the reef for 20 years and is an attraction unto himself. Really, it’s not just that people want a Dirty Banana. They want to see Donovan making it, too. If you’re lucky, he will be on shift when you arrive.

Nancy’s has all of the items that you might expect from a waterfront restaurant, including whole lobster, clam chowder, and fried and broiled seafood platters. Table service is found upstairs and on the top deck, while walk-up service is outside on the patio.

Coop DeVille

Also located directly on the harbor, “The Coop” offers up amazing views and sunsets while you take in a meal or a few drinks. Outdoor, covered seating is available which is a nice option when you have been in the sun all day and need a break. The atmosphere is distinctly casual, and when you arrive, it feels like this is the place to get messy with a whole, boiled lobster or maybe a basket of steamer clams and a beer. The Coop also has a full raw bar for those who like slurping oysters on the half shell.

Lookout Tavern

Lobster roll from Lookout Tavern

Lobster Roll from the Lookout Tavern, a very popular stop in Oak Bluffs

Overlooking the water on Vineyard Sound is an old five-bedroom cottage that has been remodeled into a pretty happening place. If you like sushi, then this is the place to get it. The Lookout also serves traditional American Raw Bar fare, as well as battered and fried seafood, burgers, and grilled dishes. From the outside deck, you can see the ferries of the Steamship Authority pull into the pier, so this also makes a great place to stop and relax as you wait for your boat to the mainland.

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Best Time To Visit Martha’s Vineyard In 2024: Ultimate Guide!

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Are you planning a trip to Martha’s Vineyard in 2024? Choosing the best time to visit can be critical to ensuring a memorable vacation. With picturesque beaches, historical landmarks, and vibrant events, Martha’s Vineyard offers a wealth of attractions throughout the year. However, factors such as the weather and tourist season can greatly impact your experience.

Don’t worry, though – our ultimate guide will provide insider tips on how to plan your trip to Martha’s Vineyard in 2024. From the optimal time to visit to must-see spots and summer activities, we’ve got you covered. Read on to find out more about this idyllic island destination .

Table of Contents

Martha’s Vineyard Tourist Season

Martha’s Vineyard offers a variety of attractions that make it a popular destination throughout the year. Depending on your interests and preferred activities, you might want to choose the best season for your vacation. Here’s an overview of  Martha’s Vineyard tourist season  and the top must-see spots on the island.

High Season: June to August

The summer months are the busiest on Martha’s Vineyard, with plenty of outdoor activities, festivals and events. The beaches are bustling with sun worshippers, and restaurants and bars offer fresh seafood and cocktails. Don’t miss a visit to Edgartown and the East Chop Lighthouse, two of the most iconic landmarks on the island.

Shoulder Seasons: May and September-October

The shoulder seasons offer mild temperatures, fewer crowds, and lower prices for accommodation and tours. You can enjoy scenic drives, hiking, biking, and exploring the quaint towns and villages on the island. Check out the Aquinnah Cliffs and the Martha’s Vineyard Museum for a taste of history and culture.

Off-Season: November to April

The winter months on Martha’s Vineyard are quiet and peaceful, with breathtaking views of the ocean and the landscapes. You can enjoy meditation, yoga, and personal retreats at the spa resorts, or take advantage of the slower pace to work on your creative projects. Some of the must-see spots include the Gay Head Lighthouse and the Island Alpaca Company.

No matter which season you choose, there will always be plenty to explore and enjoy on Martha’s Vineyard. Book your trip in advance and allow plenty of time to soak up the island’s unique charm and beauty.

Martha’s Vineyard Weather

Martha's Vineyard

When planning a memorable vacation, understanding the weather patterns of your destination is crucial. The weather conditions on Martha’s Vineyard vary significantly between seasons, so choosing the best time to visit is essential.

The island enjoys a moderate New England climate, with warm summers and cold winters. July and August are the busiest months, with the highest temperatures reaching 78 °F (25 °C). Between May and October, the island experiences its dry season, making this period the  best time to visit Martha’s Vineyard  for optimal outdoor activities.

June and September offer pleasant weather conditions, with fewer crowds and lower prices. During these transitional months when the tourist rush subsides, visitors can enjoy the island’s natural beauty in peace.

While winter can be harsh with below-freezing temperatures, it’s an ideal time to enjoy winter sports and holiday festivities. Spring brings blooming flowers and ideal temperatures for hiking and biking. On the other hand, fall offers colorful foliage and crisp air, making it an excellent season for relaxation and exploration.

Overall, the  best time to visit Martha’s Vineyard  is between May and October. During these months, visitors can enjoy pleasant temperatures, minimal rainfall, and optimal conditions for outdoor activities. However, visitors can experience the island’s unique charm and tranquility during the off-season months.

Planning Your Martha’s Vineyard Vacation

Planning your Martha’s Vineyard vacation starts with deciding on the best time to visit. Consider what season you want to experience and what activities you want to do. Our  Martha’s Vineyard travel guide  will help you make informed decisions to create an itinerary that covers all the must-visit spots on the island.

Choosing Accommodation

Martha’s Vineyard offers a variety of accommodation options, from hotels and inns to bed and breakfasts and vacation rentals. Consider what type of accommodation suits your needs and budget, as well as the location that best suits your travel itinerary.

Transportation Options

Getting around Martha’s Vineyard is easy, whether you choose to rent a car, bike, or take public transportation. We suggest booking transportation in advance to guarantee availability and avoid disappointment, especially during peak tourist season.

Dining Recommendations

Discover the savory delights of Martha’s Vineyard by exploring the diverse restaurants and eateries scattered throughout the island. Indulge in locally-sourced seafood, farm-fresh produce, and a plethora of artisanal delights, while enjoying breathtaking views of the ocean.

Must-Visit Spots

No visit to Martha’s Vineyard is complete without experiencing the top attractions that make the island so unique. From the picturesque Aquinnah Cliffs and the charming Gingerbread Cottages in Oak Bluffs to the historic Edgartown Lighthouse and the tranquil Menemsha Beach, our  Martha’s Vineyard itinerary  will guide you through all the must-visit spots with ease.

Exploring Martha’s Vineyard Attractions

Martha’s Vineyard is a treasure trove of natural beauty and cultural attractions that offer something for everyone. From historic landmarks to scenic beaches and lighthouses, there are myriad sights to explore on this island paradise. Let’s take a closer look at some of the must-visit spots that make Martha’s Vineyard a top tourist destination.

These are just a few of the many different sights and attractions that Martha’s Vineyard has to offer. Whether you’re interested in history, nature, or just relaxing on the beach, there is something for everyone on this idyllic island. So why not start planning your visit today and discover the unique charm of Martha’s Vineyard?

Martha’s Vineyard Summer Activities

Are you planning a summer vacation to Martha’s Vineyard? You’re in for a treat! The island is buzzing with exciting opportunities during the warm months, making it the perfect time to visit. Here are some of the top summer activities to add to your itinerary:

  • Take a sailing excursion on a traditional schooner and experience the beauty of the island from the water.
  • Enjoy a beachside picnic with fresh lobster rolls and a bottle of wine while soaking up the sun on one of the island’s numerous beaches.
  • Attend one of the many summer festivals, such as the Martha’s Vineyard Music Festival, the Martha’s Vineyard Film Festival, or the Chilmark Road Race.
  • Explore the island on a bike tour, stopping at iconic landmarks like the lighthouses, Aquinnah Cliffs, and the Gingerbread Cottages of Oak Bluffs.
  • Listen to live music at the local bars and restaurants, or attend an outdoor concert at Farm Neck Golf Club or the Martha’s Vineyard Agricultural Society.

Don’t forget to also make time for kayaking, paddleboarding, and sunset cruises. With so many options, you’ll never run out of things to do on Martha’s Vineyard during the summer season.

Top Summer Events in Martha’s Vineyard

Whether you’re looking for a relaxing getaway or a fun-filled adventure, Martha’s Vineyard has something to offer during the summer season. Book your trip now to experience all the island has to offer!

Off-Season Delights on Martha’s Vineyard

Martha’s Vineyard’s charm goes beyond the tourist season. While the peak season brings vibrant energy and lively festivals, the shoulder seasons offer unique delights worth discovering. With fewer crowds, visitors can enjoy a more tranquil and immersive experience, soaking in the island’s natural beauty without the hustle and bustle.

As the weather cools down in fall, the island turns into a haven for nature enthusiasts. Stunning foliage, serene beaches, and picturesque hiking trails provide an idyllic backdrop for adventure and relaxation. Some of the must-visit spots include the Aquinnah Cliffs, Menemsha Hills Reservation, and the Felix Neck Wildlife Sanctuary.

Winter on Martha’s Vineyard brings a sense of warmth and coziness, with charming local shops, hearty culinary delights, and festive celebrations. Visitors can explore the island’s history and culture by visiting the historic lighthouses, museums, and art galleries or enjoy a cozy stay at one of the many quaint cottages dotting the landscape.

Springtime on Martha’s Vineyard is a time of rejuvenation, with blooming flowers, chirping birds, and seasonal fare. Visitors can explore the island’s agricultural heritage by attending the annual spring festival, savor delectable farm-to-table cuisine, and visit the charming down-island towns of Vineyard Haven and Oak Bluffs.

Martha’s Vineyard Events and Festivals

Edgar Town, Martha's Vineyard

Join us as we discover some of the most exciting and vibrant events and festivals that Martha’s Vineyard has to offer. Whether you’re a foodie, music lover, or history buff, the island’s celebrations will leave you spellbound. Here are just a few of our top picks:

These are just a few of the headline events that Martha’s Vineyard hosts; there are many others throughout the year that will delight and inspire you. Keep an eye on our  Martha’s Vineyard travel guide  for the latest updates, schedules, and recommendations for planning your trip. We guarantee that the island’s events and festivals will be an unforgettable part of your Martha’s Vineyard experience.

Insider Tips for an Unforgettable Visit

When it comes to visiting Martha’s Vineyard, we have valuable insider tips to help you make the most of your trip. Here are our top  Martha’s Vineyard travel tips :

1. Plan Your Transportation in Advance

During peak season, transportation options can be limited, and prices can rise quickly. We recommend booking ferry tickets and car rentals well in advance to avoid disappointment and save money.

2. Explore the Island on Foot or by Bike

Martha’s Vineyard is a relatively small island, and the best way to experience it is by walking or cycling. You’ll be able to take in the stunning scenery at your own pace and avoid the traffic during busy periods.

3. Indulge in the Local Cuisine

Martha’s Vineyard boasts an abundance of fantastic restaurants, cafes, and food trucks serving delicious local cuisine. Don’t miss trying some of the freshly caught seafood, farm-to-table dishes, and sweet treats like homemade ice cream and fudge.

4. Pack Accordingly for Changing Weather

While Martha’s Vineyard generally enjoys pleasant weather, it can be unpredictable, so be sure to pack layers and a rain jacket. You’ll likely experience some cooler evenings and breezes on the beach, so come prepared.

5. Attend Local Events and Festivals

Martha’s Vineyard hosts numerous events and festivals throughout the year, celebrating the island’s rich culture, history, and natural beauty. From the Martha’s Vineyard Film Festival to the Martha’s Vineyard Striped Bass and Bluefish Derby, there’s always something exciting happening.

With these  Martha’s Vineyard travel tips , your trip to this magical island paradise is sure to be unforgettable. Bon voyage!

There you have it – our ultimate guide to visiting Martha’s Vineyard in 2024. By considering factors like the weather, tourist season, and events, you’ll be able to plan the perfect trip to this idyllic island destination. Remember to book your accommodation and transportation well in advance to avoid any last-minute hassles.

Whether you’re looking to soak up the vibrant summer atmosphere or enjoy a more peaceful visit during the off-season, Martha’s Vineyard has something to offer every traveler. With our insider tips and must-visit attractions, you’re sure to have an unforgettable experience on this picturesque island.

So pack your bags, grab your sunscreen, and get ready to explore all that Martha’s Vineyard has to offer. We can’t wait to see you there!

When is the best time to visit Martha’s Vineyard?

The best time to visit Martha’s Vineyard is during the summer months, from June to August, when the weather is warm and the island is alive with festivals and activities.

What are some Martha’s Vineyard travel tips?

Here are a few handy travel tips for Martha’s Vineyard: pack sunscreen and insect repellent, make restaurant reservations in advance, rent a bike to explore the island, and be prepared for ferry delays during busy times.

What is Martha’s Vineyard tourist season like?

The tourist season on Martha’s Vineyard typically runs from late spring to early fall. During this time, the island sees an influx of visitors enjoying the pleasant weather and taking part in various events and attractions.

What is the weather like on Martha’s Vineyard?

Martha’s Vineyard experiences a warm and temperate climate. Summers are mild with average temperatures ranging from the 60s to 80s Fahrenheit, while winters are cool with average temperatures in the 30s and 40s Fahrenheit.

How should I plan my Martha’s Vineyard vacation?

When planning your Martha’s Vineyard vacation, consider booking accommodations in advance and creating an itinerary that includes visits to popular attractions such as the Aquinnah Cliffs, Edgartown Lighthouse, and Oak Bluffs.

What are some must-see spots on Martha’s Vineyard?

Some must-see spots on Martha’s Vineyard include the picturesque Gingerbread Houses in Oak Bluffs, the historic towns of Edgartown and Vineyard Haven, and the serene beauty of South Beach.

What summer activities can I enjoy on Martha’s Vineyard?

During the summer, Martha’s Vineyard offers a plethora of activities, including beach picnics, sailing excursions, hiking along scenic trails, exploring art galleries, and attending outdoor concerts and festivals.

What off-season delights can I experience on Martha’s Vineyard?

During the off-season, you can enjoy the tranquility of Martha’s Vineyard without the crowds. Explore secluded beaches, take peaceful hikes, and experience the island’s natural beauty at a more leisurely pace.

What events and festivals take place on Martha’s Vineyard?

Martha’s Vineyard hosts a variety of events and festivals throughout the year, including the Martha’s Vineyard Food & Wine Festival, the Agricultural Fair, the Grand Illumination in Oak Bluffs, and the Vineyard Artisans Festival.

What insider tips can you provide for visiting Martha’s Vineyard?

Here are a few insider tips for visiting Martha’s Vineyard: consider taking the ferry from Woods Hole to save travel time, explore the island by bicycle for a unique experience, and try the fresh seafood at local restaurants.

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Hi There! This is Taseen Alam. I am the founder of Nomad Footsteps and a full time online entrepreneur living my laptop lifestyle. I am a nomad myself as well as a traveler. On this blog, I share travel destinations, guides and itineraries etc. Join me on my journey of a nomad.

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Martha's Vineyard   Travel Guide

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Why Go To Martha's Vineyard

This triangle-shaped island – sitting about 8 miles off the coast of Cape Cod, Massachusetts – has been a secret summer hideaway of the rich and famous for more than a century. Today, the "Hollywood East" reputation is going strong thanks to frequent visitors like former President Barack Obama, David Letterman and Bill Murray, among many others. But despite the all-star summer lineup, a laid-back lifestyle rules the island. The main draw rushing Vineyard visitors off the ferry is the chance to let their hair down for a long weekend. Sure, you'll find insanely expensive summer cottages and pricey restaurants in some corners of the island like Chilmark. But low-key towns and villages like Vineyard Haven and Menemsha are still predominantly focused on their marine industries and offer a more casual experience. Even the island's must-have souvenir – a Black Dog sweatshirt – is informal. So swap the stilettos for your scrappiest flat sandals, and do play it cool when you spy some film stars in Edgartown; everyone deserves a slice of a Vineyard vacation.

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  • # 3 in Best Weekend Getaways in New England
  • # 13 in Best Romantic Getaways in the U.S. for 2024
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Best Things to Do in Martha's Vineyard

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Popular Tours

3-Hour Martha's Vineyard Island Tour from Oak Bluffs

3-Hour Martha's Vineyard Island Tour from Oak Bluffs

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All Island Bus Tour

All Island Bus Tour

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from $ 65.00

 Martha's Vineyard Tours Private and Fun!

Martha's Vineyard Tours Private and Fun!

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Martha's Vineyard Travel Tips

What You Need to Know

The island is divided into six towns  You'll probably spend most of your time "down-island" in Edgartown, Oak Bluffs and Vineyard Haven (also referred to as Tisbury).

BYOB  Despite changes to beer and wine licensing in past years, the town of Chilmark remains dry. If you want to sip some wine with your meal, you'll have to bring your own (just be prepared to pay a hefty corkage fee). Even in the other towns that do serve alcohol, you may run into rules, such as a required food purchase with your drink.

Get your fast food fix on the mainland  You won't find popular chains like McDonald's or Starbucks on the island.

How to Save Money in Martha's Vineyard

Leave the car on the mainland  Not only will you have to fork over as much as $220 to take your car on the ferry, but you'll also have to navigate tourist-clogged streets. Plan to rely on your own two feet and the island's affordable bus system instead.

Set up camp If you don't mind roughing it, you'll find that the Martha’s Vineyard Family Campground is one of the most affordable lodging options.

Visit in September  Hotel prices drop drastically once peak summer season passes. Plan a trip after Labor Day and you'll enjoy more affordable lodging rates and fewer crowds. Plus, the Atlantic's waters are still relatively warm this time of year.

What to Eat

Martha's Vineyard is famous for its lack of fast food restaurants, but with all of the delicious seafood and locally grown produce populating the island's eateries, you won't miss those takeout menus. In fact, you'll eat very well. 

If the thought of a Starbucks-less vacation sends you into a spiral, don't worry: There are plenty of breakfast spots on the island that can fulfill your daily caffeine and pastry fix, including Espresso Love  and Nat's Nook . For a bigger menu and a unique dining atmosphere, head to The Right Fork Diner . Situated on the Katama Airfield in Edgartown, the diner offers unobstructed views of the biplanes taking off and landing, making it a popular spot for families.

When you're ready to sample some of the island's marine bounty, critics and locals agree: Larsen's Fish Market should be your first stop. Sitting pretty in the fishing village of Menemsha, Larsen's offers some of the freshest lobster and oysters in town. And if you're craving lobster rolls, you won't have a hard time finding them. For the best deal, head to Grace Episcopal Church in Vineyard Haven. On Fridays during the summer months, the church offers a lobster roll, chips and a beverage for a bargain, with proceeds going to local nonprofits. Offshore Ale Co. , a restaurant and brewery in Oak Bluffs, is well-known for its East Chop Lighthouse Ale and casual atmosphere (go ahead, throw those peanut shells on the floor), but it's also home to one of the island's best lobster rolls. And, of course, no visit to the Vineyard would be complete without a stop at Black Dog Tavern . Considered by many to be an island institution, this waterfront eatery is just steps from the main ferry and features some of best casual seafood dishes in town. Don't leave without trying the quahog chowder.In the mood for something a little more formal? The vineyard has you covered there, too. The Port Hunter (try the raw bar) and State Road (try the scallops) are both worth the hype, according to recent visitors. And when you're ready to let loose and dance with some locals, head to The Ritz , a legendary dive bar in Oak Bluffs that features live music and karaoke. 

Leave the car on the mainland and get around Martha's Vineyard via bike. It's a cheaper, more pleasant way to tour the island, according to recent visitors.

Explore More of Martha's Vineyard

Aquinnah Cliffs

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Boston.com

5 things to do on Martha’s Vineyard

S even miles off the coast of Massachusetts is an island full of unspoiled landscape and plenty of fun, according to Carol Ward, information specialist for the Martha’s Vineyard Chamber of Commerce.

A New York Times best-selling author shares her favorite Martha’s Vineyard spots

Martha’s Vineyard, with 124 miles of coastline across six towns — Aquinnah, Chilmark, Edgartown, Oak Bluffs, Vineyard Haven, and West Tisbury — is a vacation destination with a year-round population of about 23,000 that balloons to 200,000 during the summer months, according to the chamber.

The Massachusetts escape has been called one of the most magical island getaways in the U.S. by Country Living and served as a backdrop for New York Times best-selling author E. Lockhart’s books. Boston.com readers recently named Edgartown the most picturesque small town in Massachusetts .

“It is a really, very, very unique place,” Ward said. “It’s a beautiful place on a very human scale that allows you to really connect with what you are seeing and what you are doing.”

The island’s diversity means visitors of all ages and interests can customize a day of fun, Ward said, by choosing from activities such as historic sites, shopping, dining, beaches, hiking, biking, museums, art galleries, farms, lighthouses, following the African American Heritage Trail , and more.

Whether strolling down island through bustling Oak Bluffs or visiting the unspoiled landscape up island at places such as the famous Aquinnah Cliffs , there’s a “sense of timelessness” on the island, Ward said.

“It’s just magic,” she said.

Ward offered the following tips for what to see and do during a day trip to Martha’s Vineyard this season.

1. Head to the Gingerbread Cottages

A neighborhood full of 19th-century “Gingerbread Cottages” is as well-known as the island’s beaches and lighthouses. The 318 pastel-colored homes are located at the  Martha’s Vineyard Camp Meeting Association , a National Historic Landmark.

“It’s lovely,” Ward said about the famous neighborhood.

The Tabernacle , located on the grounds, is the largest covered outdoor performance space on the island and hosts a sunset concert series in the summer. The cottages are privately owned, so visitors must stay on the public pathways.

“They do have a little museum that’s open in July and August where you can see what the inside of the cottages look like,” Ward said.

Summer visitors can also take guided walking tours of the neighborhood on Tuesdays and Thursdays during the months of July and August, and private tours are available by appointment.

2. Head to the beach

“Because we are an island, you are never very far from the beach ,” Ward said.

The island offers many beaches, some public and others reserved for residents and town visitors with a parking or beach permit.

Joseph Sylvia State Beach in Oak Bluffs, which runs along the eastern side of the island facing Nantucket Sound, is great for families due to its “gentle child-friendly waves,” according to Ward.

Katama Beach , also called South Beach, in Edgartown offers three miles of barrier beach on the south shore. The public beach is one of the island’s most popular ocean-facing beaches, Ward said, and vehicles with permits are allowed on marked trails.

For a more remote experience, Ward recommends heading to Menemsha Public Beach in Chilmark or Lobsterville Beach in Aquinnah.

Menemsha Public Beach, next to Menemsha Harbor, is popular for its sunsets, Ward said (author E. Lockhart called them “ magical “). Lobsterville Beach in Aquinnah offers two miles of Vineyard Sound beach and dunes and is a favorite fishing spot.

3. Explore a museum and view art

There are several fantastic museums on the island, according to Ward.

Martha’s Vineyard Museum in Vineyard Haven, just a 10-minute walk from the ferry terminal, houses more than 100,000 items, and current exhibits include “Unfreedom: Stories of enslavement, indenture, and incarceration on Martha’s Vineyard” and “Jaws: Creating Amity Island.” The movie “Jaws” was, of course, filmed on the island in 1974.

“It is very comprehensive,” Ward said about the museum. “It has a little area for kids and it really gives an overview of the island and how it has evolved over the years.”

The Carnegie Heritage Center in Edgartown is “a wonderful little gem of a museum,” Ward said. The restored landmark includes reading rooms, a gift shop, a library, and a revolving exhibition called “Living Landmarks.” Visitors can learn the history of the Wampanoag people at the Aquinnah Cultural Center .

Travelers can also walk through an outdoor sculpture garden in West Tisbury at The Field Gallery , Ward said, which features contemporary art by both emerging and established artists.

4. Enjoy dinner with a view

There are so many fabulous restaurants across the island, Ward said, and some serve up incredible waterfront views.

The Lookout Tavern in Oak Bluffs is a waterfront restaurant with a festive atmosphere and good food, Ward said. The restaurant, which does not take reservations, serves seafood, burgers, and sushi. It has a raw bar, too.

“It just puts you in that vacation frame of mind,” she said.

Bettini at the Harbor View Hotel on Edgartown Harbor and across from the Edgartown Lighthouse serves American cuisine with an “island farm-and-sea-to-table philosophy,” according to its website.

“It is an excellent place for dinner and has an excellent view,” Ward said.

The Dunes , a restaurant at Winnetu Oceanside Resort in Edgartown, recently named among the best family-friendly resorts in the U.S. by Tripadvisor, is also well worth dining at, Ward said.

“They have a wonderful deck,” Ward said. “The view is stunning. The grounds are stunning. The food is delicious. It’s really very special.”

During the summer months, guests can arrive at the restaurant via water taxi from downtown Edgartown.

5. Check out a farm — or a farmers market

A lot of Martha’s Vineyard is rural and the island’s many farms are great places to check out, Ward said.

Grey Barn & Farm is a certified organic farm, creamery, and bakery in Chilmark, which was established in 2009 and offers tours followed by cheese tastings in the garden.

“They have the most extraordinary cheese that they make in-house,” Ward said.

Another excellent island farm is Morning Glory Farm in Edgartown, Ward said, a family farm established in 1975 that grows 60 acres of vegetables and fruits and offers a farm stand and bakery.

“They do a great job with their baked goods and other things that they produce,” she said.

The West Tisbury Farmers Market , which has been feeding islanders since 1974, is open from June to October on Wednesdays and Saturdays from 9 a.m. to noon.

“That’s definitely something worth checking out,” Ward said.

Getting there

Travelers can get to Martha’s Vineyard by ferry or by plane.

“There’s something very magical about a ferry trip,” Ward said. “It is certainly part of the experience.”

Visitors can take the Steamship Authority , which is a year-round ferry service that also carries cars, or seasonal ferry service out of Hyannis, Falmouth, and New Bedford.

Once there, guests can take advantage of an all-island bus system that generates from Vineyard Haven, Ward said.

“You can take buses to other parts of the island, which is wonderful if you are here for a day trip and don’t have a vehicle,” she said. “You can easily pick up a bus to Oak Bluffs and Edgartown and West Tisbury, and from those points you can continue on to other parts of the island such as Aquinnah and Menemsha.”

Guests can also rent cars and bicycles for the day, and use a ride share service.

Reader recommendations:

Food and beverages:

Back Door Donuts — @kimaustinpowers

Larsen’s Fish Market — @noahvanschalkwyk

Nomans — @kerryemooney , @billykeane96

West Tisbury Farmers Market — @whattheheckner

Activities:

Aquinnah Cliffs — @bostown66 , @mandygrayy , @12numberkejoote

Beaches — @melissam.driscoll

Bicycling — @suzsen , @chrism051901 , @pallavikolambkar , @amacattack12

Edgartown shopping — @shophappy

Gay Head Lighthouse — @metal_head_ralfi_ralf

Lucy Vincent Beach — @cryandancebeast

Oak Bluffs — @addisonprimm

Old Sculpin Gallery — @sydcaroline

South Beach — @kbry2000 , @colleen_williams

Yoga on the Vine — @sydcaroline

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The post 5 things to do on Martha’s Vineyard appeared first on Boston.com .

The Aquinnah Cliffs on Martha's Vineyard.

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martha's vineyard travel blog

Spend a Day at the Manuel F. Correllus State Forest

For anyone looking to escape the hustle and bustle of life for a little while, there’s no better destination than […]

See the Next Big Thing at a Martha’s Vineyard Film Festival

See the Next Big Thing at a Martha’s Vineyard Film Festival

Sometimes, there’s nothing better than curling up and watching a movie. Take this pastime to the next level by planning […]

A Guide on How to Get to Martha’s Vineyard

A Guide on How to Get to Martha’s Vineyard

If you’re looking for a vacation filled with charm and adventure, look no further than Martha’s Vineyard. The New England […]

A Look at the History of Our Edgartown Hotel

A Look at the History of Our Edgartown Hotel

Situated in the heart of downtown Edgartown rests Vineyard Square Hotel & Suites. Located close to charming shops and world-class […]

Celebrate the Season | A Guide to Christmas in Edgartown

Celebrate the Season | A Guide to Christmas in Edgartown

As temperatures continue to drop and fall settles in, many people start looking ahead and working on their holiday plans. […]

Where to Get the Best Lunch in Edgartown

Where to Get the Best Lunch in Edgartown

There are a few ways you can make it through each adventure-filled day during your stay at Vineyard Square Hotel […]

Go Exploring with the Best Martha’s Vineyard Tours

Go Exploring with the Best Martha’s Vineyard Tours

Everywhere you look, there is something new to discover on Martha’s Vineyard. Whether staying at Vineyard Square Hotel & Suites […]

Treat Yourself to Fine Dining at the Top Edgartown Spots

Treat Yourself to Fine Dining at the Top Edgartown Spots

When choosing where to stay on your Martha’s Vineyard getaway, you want a hotel that’s centrally located while also providing […]

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HOW TO GET TO MARTHA'S VINEYARD

MV HOME PAGE

HERE’S WHAT YOU NEED TO KNOW:

Martha’s vineyard is an island 7 miles off the coast of massachusetts. you can only get to martha’svineyard by ferry or by plane — there is no bridge.

YEAR-ROUND FERRY

Martha’s Vineyard is a wonderful place to visit year-round! While there are multiple ferry options between May-October, the ONLY year-round ferry services are SeaStreak and Steamship Authority

SeaStreak From  New Bedford  in Southeastern Massachusetts. The fast ferry service from  New Bedford takes 50 minutes, and pets and bicycles are permitted; WIFI and refreshments are available. Reservations are REQUIRED and available for purchase on the website or at the terminal.

​The   Steamship Authority   operates ALL day, EVERY day from Woods Hole on Cape Cod. The trip between Woods Hole and Martha’s Vineyard takes 45 minutes, and bicycles and pets are welcome. The ferry has refreshments, restrooms and WIFI. It is the ONLY service that carries cars, motorcycles and trucks is the  Steamship Authority .

Passengers can walk onto ANY of the Steamship ferries without reservations, year-round.

You MUST make an advanced reservation for your car. You can do that on the Steamship Authority website , or call the reservation line 508.477.8600. Reservations for summer travel can sell out very quickly, so we recommend signing up for the SSA emails, and setting a reminder for when booking opens.

Insider’s Tip: If you can’t get the exact date or time you want, use the Wait List feature, even if you have to book the next day. It is not uncommon to have your wait list reservation fulfilled prior to your trip! (But no guarantees!)

Please note that parking is NOT available at the ferry terminals, so don’t drive all the way to the terminal if you plan to walk-on. The Steamship Authority has convenient and safe parking lots, with shuttles that will take you and your luggage to the ferry, free of charge. The SSA website has all the information you need regarding parking, shuttles and more.​

Ferries dock in the village of Vineyard Haven year-round. Mid-May through mid-October, some ferries are scheduled to dock in Oak Bluffs. Land in the wrong spot? No worries! Taxis and the public bus are located at the ferry terminals.

Beginning in May, passenger ferry service is available from Falmouth, Hyannis and New Bedford in Massachusetts, Quonset Point in Rhode Island, New York City and Northern New Jersey.  (But there is no ferry service from Boston). After Labor Day, services wind down. Typical end dates fall immediately after Labor Day, Columbus Day or the end of October.  Please check with each carrier for the most current information when traveling at this time of year.

Not sure which ferry to take? Visit  VineyardFerries.com  to view a list of ferries including current schedules, pricing, and purchase information.

Daily flights are available year-round from Boston’s Logan Airport. Between between May – October there are additional in-season flights to choose from including American Airlines (Washington DC); Cape Air (multiple routes); Delta (NYC's LaGuardia) and Jet Blue (Boston & NYC’s JFK).  As is the case with the ferries, availability of service does change as summer ends and varies with each carrier.

PLAN YOUR TRAVEL

BY FERRY

FROM BOSTON

FROM NYC

IMAGES

  1. Martha's Vineyard Travel Guide

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  2. Free travel guide to Martha's Vineyard, USA

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  3. Martha's Vineyard Travel Guide

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  4. Martha's Vineyard 2021: Top 10 Tours & Activities (with Photos

    martha's vineyard travel blog

  5. The Top Things to Do on Martha's Vineyard

    martha's vineyard travel blog

  6. Visite Martha's Vineyard: o melhor de Martha's Vineyard, Massachusetts

    martha's vineyard travel blog

COMMENTS

  1. The Ultimate Martha's Vineyard Day Trip Guide + Itinerary (2024)

    7a: Arrive at ferry terminal 8a: Depart ferry terminal 8:45/9a: Arrive at Oak Bluffs on Martha's Vineyard. 9a: Pick up rental car after arriving at the ferry terminal, or request your Uber to take you to Aquinnah. 9:15-9:30a: Depart for Aquinnah (the drive is 40 minutes from Oak Bluffs).

  2. How to Plan the Perfect Escape to Martha's Vineyard This Summer

    Summer is by far the best time to visit with balmy averages hovering in the 80s and a plethora of activities on offer; the winter can bring nasty, coastal storms and the majority of businesses ...

  3. Day Trip to Martha's Vineyard, One Day Itinerary

    Martha's Vineyard Day Trip from Boston. This 13-hour organized day tour from Boston to Martha's Vineyard provides transportation from your Boston hotel to the ferry station and the ferry ride to Martha's Vineyard. Once in Martha's Vineyard, you have 6 hours to explore on your own, or, purchase an optional 3-hour guided tour of the island.

  4. Martha's Vineyard Travel Guide

    Getting to Martha's Vineyard by Ferry. The most popular and affordable way to travel to Martha's Vineyard is by ferry. The Steamship Authority ferry runs year-round and is located at Woods Hole in Cape Cod. It's about a 45-minute ferry ride, which takes you to Vineyard Haven or Oak Bluffs (both on MV). You can buy tickets at the terminal ...

  5. The 6 Best Martha's Vineyard Towns to Stay In

    Vineyard Haven is one of the best towns on Martha's Vineyard to stay in because it is near a ferry terminal and has many restaurants and stores. Steamship Authority is the only ferry that operates year-round to Martha's Vineyard and connects Woods Hole to Vineyard Haven. The ferry drops you off downtown, where you can easily walk to the ...

  6. Martha's Vineyard Travel Guide

    Martha's Vineyard Travel Guide. The Martha's Vineyard Travel Guide is the perfect tool for Martha's Vineyard vacation planning, loaded with information on everything from how to get to the Vineyard, to lodging, dining, and fun activities. View the entire publication for free below! It is also available to be mailed to you for $5 shipping ...

  7. Martha's Vineyard Complete Three-Day Itinerary

    Martha's Vineyard, affectionately called The Vineyard, is an island off the coast of Massachusetts. The Vineyard captures New England summers perfectly, filled with lighthouses, sandy beaches and great food. This 26 mile long and 9-mile wide island is packed with fun and we will break down everything to do and see in three-days.

  8. 47 Fabulous Things to Do on Martha's Vineyard

    Visit Martha's Vineyard in the shoulder season. 2. Take a day trip to Martha's Vineyard. 3. Explore Oak Bluffs, Massachusetts. 4. Walk through "Cottage City," Wesleyan Grove. 5. Search through the cottage nameplates for the Harris and Shearer Cottages.

  9. Martha's Vineyard Things To Do, Eat, Where To Stay In 3 Days

    1. Find Serenity and Mystery on Chappaquiddick Island. Visiting Chappaquiddick Island was one of our favorite things to do in Martha's Vineyard. There is a 3-car-3-minute "Chappy Ferry" ride over to the island, which has maintained the Vineyard's old world charm. Chappaquiddick Island ferry.

  10. Martha's Vineyard & Me: A Love Affair

    My Vineyard vacation made me realize that, in a sense, I wasted those years living in New York by always trying to, well, get out of New York. For as long as I've traveled, I've been more of the bikini-on-the-beach, stay-immersed-in-the-water kind of traveler. I like cities, sure, but what I really want is warm weather, a drink in my hand ...

  11. Martha's Vineyard Travel Guide

    Miami-based travel and lifestyle blog specializing in short 2-10 day trips in the US and Europe. Check out our travel guides! ... Martha's Vineyard is an easy day trip from Cape Cod, thanks to quick and frequent ferries between the two locations; Understated and elegant, Martha's Vineyard is the perfect location for a laid-back summer ...

  12. Travel Guide

    Check out these other Elsie Green travel guides >. Martha's Vineyard is one of those places that feels new each time. I am always discovering new beaches, farms, lookouts, hikes, restaurants, and secret little spots I want to visit over and over. So, I am here to share all of her secrets with you.

  13. 9 Fun Things to Do on Martha's Vineyard

    Book a dorm bed or private room at HI Martha's Vineyard hostel during its summer season; rent a bike or a car, or pick up a local bus pass; and get started with these 9 great things to do on Martha's Vineyard. 1. See the Gingerbread Cottages in Oak Bluffs. After the American Civil War, a Methodist summer camp set up shop in what's now the ...

  14. How to Get to Martha's Vineyard: The Ultimate Guide

    Martha's Vineyard peak season Ferries. The easiest way to get to Martha's Vineyard during the peak season is by ferry. During the peak season, multiple ferries travel to Martha's Vineyard from various places along the coast, giving you the most options. And each ferry has many departure times. The only downside is the ferries book up quickly.

  15. 8 Best Things to Do on Martha's Vineyard in Winter

    Martha's Vineyard is one of the top destinations in Massachusetts. Although many people only visit in the summer, there are many things to do on Martha's Vineyard in the winter. Whether you want to explore lighthouses, cross-country ski, visit an alpaca farm, or eat delicious food, there is something to do for everyone in winter! This guide ...

  16. Travel Blog: My First Trip to Martha's Vineyard

    This summer I rented a house on Martha's Vineyard with my girlfriends. A lot of my friends went to really fancy schools in Boston, so they've been going to Martha's Vineyard since undergrad, but this was my first time. I had zero expectations coming into the trip, I just knew I would be on a charming island with my friends. In the end the 7 days we spent on the island is my favorite thing I've ...

  17. Ultimate Guide to Oak Bluffs, Martha's Vineyard

    Introduction. Oak Bluffs is the most heavily visited town on Martha's Vineyard, especially so for day-trippers. Here one can spend the better part of a day enjoying the sights and history of the famous gingerbread cottages, lazing on white-sand beaches, and taking in some world-class seafood and summer specialty drinks on the harbor.

  18. Best Time To Visit Martha's Vineyard In 2024: Ultimate Guide!

    Our Martha's Vineyard travel guide will help you make informed decisions to create an itinerary that covers all the must-visit spots on the island. ... I am a nomad myself as well as a traveler. On this blog, I share travel destinations, guides and itineraries etc. Join me on my journey of a nomad. Post navigation Previous. Best Time To Visit ...

  19. Martha's Vineyard Travel Guide

    Why Go To Martha's Vineyard. This triangle-shaped island - sitting about 8 miles off the coast of Cape Cod, Massachusetts - has been a secret summer hideaway of the rich and famous for more ...

  20. 5 things to do on Martha's Vineyard

    Martha's Vineyard, with 124 miles of coastline across six towns — Aquinnah, Chilmark, Edgartown, Oak Bluffs, Vineyard Haven, and West Tisbury — is a vacation destination with a year-round ...

  21. Martha's Vineyard Travel Blog

    Things to Do in Martha's Vineyard. You've found it — the freshest take on things to do, see and know on Martha's Vineyard this side of Cape Cod. Carefully curated with input from our team of local experts (our staff!), on our blog you'll find vacation planning tips and insider advice for making yours a great stay on the island.

  22. Martha's Vineyard

    Martha's Vineyard is a picturesque island paradise, just 7 miles off the coast of Massachusetts but a world away from the hustle and bustle of the mainland. The Martha's Vineyard Chamber of Commerce & Visitor Center is your trusted resource to plan a dream vacation, find the best hotel or home rental, recommend restaurants and businesses, and so much more!

  23. 5 Best Bookstores on Martha's Vineyard You Can't Miss

    Bunch of Grapes Bookstore: 23 Main Street Vineyard Haven, MA 02568. On the port town of Vineyard Haven's Main Street, right in the heart of Vineyard Haven, you'll find the beloved Bunch of Grapes Bookstore — a staple of 40+ years. It's a fairly traditional bookstore blending new releases and books of local interest, as well as some cute ...

  24. How to Get to Martha's Vineyard

    Martha's Vineyard is a wonderful place to visit year-round! While there are multiple ferry options between May-October, the ONLY year-round ferry services are SeaStreak and Steamship Authority. SeaStreak. From New Bedford in Southeastern Massachusetts. The fast ferry service from New Bedford takes 50 minutes, and pets and bicycles are ...