booze cruise in chicago

8 Best Chicago Booze Cruise Events Happening This Weekend

Take a trip down the Chicago river and on Lake Michigan, all while enjoying some cocktails, music, and a memorizing view!

Is there a better way to spend a summer afternoon than cruising around the Chicago River with some boozy drinks ? We think not! Now that summer humidity is upon us, it’s time to grab your crew and hit Lake Michigan for all-around blissful entertainment. This is the perfect time to set sail on a Chicago booze cruise if you enjoy sipping on tasty cocktails , dancing the evening awa y, and taking in Chicago’s majestic skyline.

1. Swiftie Booze Cruise 

Attention all Swifites—have you ever just wanted to shake it off on the Chicago River? While Taylor Swift takes her tour internationally, you can pretend you left Chicago for a few hours as you listen to all your favorite T-swift songs to Lake Michigan. Enjoy music, drinks, and great company as you take in breathtaking city views through the river and into the lake.

📍 Location : 900 S Wells St, Chicago

👤 Age requirement : 21+ with valid ID

🎫: Purchase tickets to the Swiftie Booze Cruise here

2. Labor Day Sunday Funday Sunset Booze Cruise

Celebrate Labor Day the right way with a fun party cruise on the Chicago River. On this booze cruise, you’ll sail all along the river until you reach Lake Michigan, where you’ll dance the night away to your favorite tunes. With some of Chicago’s best house music artists and two fully-stocked bars, you’ve got everything you need to make a memorable Labor Day weekend.

📍 Location : 900 S. Wells St., Chicago

🎫 Purchase tickets to Labor Day Booze cruise here

3. Boozy Brunch Cruise

Prepared to be enthralled with the Chicago aroma—the city and the delectable scents of a morning brunch—all while becoming slightly tipsy from the endless mimosas. If that doesn’t convince you, the Dj’s electrifying beats just might. Think about it—as you soar down the river, the wind in your hair, you’ll be frocking with dazzling skyline views and delightful music. This Chicago booze cruise will have your taste buds in overdrive while catering to your rumbling stomach. 

📍 Location : TBD

👤 Age requirement : None

♿ Accessibility : Wheelchair Accessible

🎫 Get your tickets to Chicago Signature Brunch Cruise here

4. The Lake House Day

Save the trip to Michigan, Wisconsin, or another small town near Chicago for another day because, believe it or not, your party lake day awaits you on the Chicago River. This Chicago booze cruise will have intoxicating house music reverberating on the boat. As you admire breathtaking views , you’ll be swinging and turning with delicious drinks in your hands. It will probably be hard to get off this Chicago booze cruise.

📍 Location : 900 South Wells Chicago, Illinois, 60607

🎫 Get your tickets to “The Lake House” Day Cruise here

 5. Sunday Funday Booze Cruise

Have you ever stayed up until sunrise, still slightly inebriated, and thought to yourself, “How do I keep the party going?” Your wishes have been answered—set sail and experience the ultimate party at the Sunday Funday Booze Cruise . Once stepping aboard, the music will blare, and you’ll be dancing to a DJ’s mix of songs you can’t get out of your head—all of this and multiple cocktails in hand. There is no slowing down on this Chicago booze cruise as you speed through the river and watch Lake Michigan glimmer.

📍 Location : 9 00 South Wells Chicago, Illinois, 60607

🎫 Get your tickets to Sunday Funday Booze Cruise

6. Sights & Sips 

View this post on Instagram A post shared by City Cruises (@citycruises)

If house music isn’t your thing, and you want to experience a more decadent booze cruise, Sights & Sips is the place to go. This cocktail cruise has creative cocktails, wine, beer, and a full list of scrumptious Hors D’oeuvers, including bruschetta, skewers, a Mediterranean station, and more. For a few hours, you can cosplay guests from Below Deck and enjoy being catered to as revel in Chicago’s views.

📍 Location : River Esplanade 455 N Cityfront Plaza Drive Chicago, IL

👤 Age requirement : none

🎫 Get your tickets to Sights & Sips here

7. Chicago River Architecture

Boozy history is one of our favorite activities—is there anything better than spending the day sailing down the river, learning about the architecture with a drink in hand? The Chicago Lake and River Architecture Tour  happens to have all that and is one of our favorite tours.

📍 Location : 400 N Michigan Ave Suite C100, Chicago, IL , 60611

🎫 Get your tickets to Chicago Lake and River Architecture Tour here

8. Floating Tiki Bar Cruise

In Chicago, we’re one of the few cities where we can dig our toes beneath the sand and jump into the waves to cool off; even with humidity at an all-time high, we’re still far from a tropical paradise with palm trees and coconut-sippy cups.

However, one way is to head to a tiki oasis without spending hundreds on a plane ticket. At this floating tiki bar, you can cruise down the Chicago River while soaking in tropical tunes and the city’s stunning architecture.

This is a unique tiki Chicago booze cruise experience, from bascule bridges to the Tower buildings. 

📍 Location : 355 Chicago Riverwalk, 60601

👤 Age requirement : 21+ with valid ID to consume alcohol

♿ Accessibility : Not Wheelchair Accessible

🎫 Get your tickets to the Floating Tiki Bar Cruise here

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Things To Do | Get yourself on a boat: The best booze cruises…

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Things to do | get yourself on a boat: the best booze cruises in chicago.

Grab your life-jackets and your goggles (beer or otherwise) and head to these 14 booze cruises to work on your sea legs while getting raucously drunk.

Island Party Boat Monroe Harbor, 312-600-8454 If you’re OK with bordering on tacky, take an Island Party Boat booze cruise along the Chicago River. For $30, you can spend an hour drinking to excess against a soundtrack of ukulele tunes and pretending the water below you isn’t an unnatural color. Dogs are allowed to join you so long as they aren’t scared of drunk strangers. Tickets: islandpartyboat.com .

Mystic Blue Craft Brew Cruises Navy Pier, 866-391-8439 If your drinking preferences are on the refined end of the spectrum, Mystic Blue’s craft brew events are perfect for you. Throughout the summer, the boat will play host to a few select events featuring only the best of Midwest beer and ciders—and one day that’s all about Belgiums brews. Prices range from $39.90 to $49.90 per person. Tickets: mysticbluecruises.com

After Work Cruises aboard Anita Dee II Navy Pier, 866-261-9330 Every summer night is a night for drinking, right? On Monday and Tuesday nights, hop aboard the Anita Dee II at Navy Pier for three hours of sailing and boozing with other professionals drinking off the two hardest days of the week. These two cruises run from 6-9 p.m. with tickets starting at $25 per person. Tickets: afterworkcruises.com

Chicago Cocktail Cruises at Navy Pier Navy Pier, 866-273-2469 Up your boat drinking game with these craft cocktails on offer aboard this skyline cocktail excursion. Starting at $44.90 a person, you’ll have from 3:30-6 p.m. to eat hors d’oeuvres, shake your groove thang on a DJ’d dance floor and mingle with other Chicagoans (and probably some tourists) just trying to live their best lives. Tickets: spiritcruises.com

Eat, Drink & B. Mary Brunch Cruise Navy Pier, 866-273-2469 Why not take your usual Sunday brunch out on the water? This two-hour cruise on Lake Michigan will serve up not only your brunch favorites buffet-style, but also bloodies and mimosas for you to sip to your heart’s content. Tickets start at $57.90. Tickets: spiritcruises.com

Friday and Saturday Night Booze Cruises with Chicago Party Boat DuSable Harbor If you’re OK with being surrounded by a bunch of drunk 20-somethings trying to cling to their college days, this cruise is the place to be. Ranging $20-$50 depending on the date and the occasion, these cruises feature a live DJ. Tickets: chicagopartyboat.com

Beer and BBQ Cruise with Wendella Boats 400 N. Michigan Ave. 312-337-1446 Make Ron Swanson proud on this two-hour cruise down the Chicago River to Lake Michigan. Sip craft beer while you nosh on barbecue offerings courtesy of Sweet Baby Ray’s. Tickets start at $53.75 and tours run from 5:45-7:45 p.m. every Thursday. And if the weather doesn’t hold up, no sweat. Each boat includes climate-controlled lounges so your money won’t go to waste. Tickets: wendellaboats.com

Wine and Cheese Cruise with Wendella Boats 400 N. Michigan Ave. 312-337-1446 The finer things in life await you on the high seas—er, lake—of Chicago with this wine and cheese-devoted event taking off every Thursday at 5:45 p.m. along the Chicago River. Wine and cheese pairings from Pastoral make this the highest-class trip you’ll find on the Great Lakes. Tickets: wendellaboats.com

Summer Brew Cruises with Revolution Brewing Navy Pier, 312-222-9328 Celebrate Chicago’s craft beer connoisseurs at Revolution on this brew cruise featuring seasonal craft beer tasting, appetizer pairings and views of the Chicago skyline. For $49 per person, take in the sights and sounds of the city for 90 minutes while you sip on your favorite Revolution beer to the soundtrack of live music and hipsters discussing the different flavor profiles. Tickets: shorelinesightseeing.com

Illinois Made Cruise Navy Pier, 312-222-9328 All things Illinois will take center stage on this 90-minute ride around the shoreline. For $49 per person, dabble with different food and drink vendors from across the state, all while appreciating the Windy City we call home. Tickets: shorelinesightseeing.com

Hard Cider Tasting Cruise Navy Pier, 312-222-9328 Beer isn’t for everybody—or so we’ve heard—but cider is a good substitute. This $49 per person cruise features a lineup of different grown up apple juices, both local and from across the country. For the uninitiated, the tasting cruise will begin with a lesson in how to properly sip a cider … or you can say “screw it” and throw it back. Tickets: shorelinesightseeing.com

Wine Tasting Cruises with Lynfred Winery Navy Pier, 312-222-9328 Keep it classy with this wine tasting (read: not chugging) along the Chicago skyline. Hosted by Illinois’ oldest family-owned winery, this cruise will kick off with a wine course and “generous” tastings of Lynfred’s most popular selections. A fancy summer night awaits you. Tickets: shorelinesightseeing.com

City Winery Wine Flight River Cruises 11 Chicago Riverwalk, 888-636-7737 Leave your three buck chuck at home and hop aboard this Seadog cruise by City Winery. Spend 75 minutes admiring Chicago’s architecture with a guided tour of the city as you sip on select City Winery favorites. Tickets range $41.95-$53.95, depending on how much wine you’re looking to throw back in an hour and a half. Tickets: seadogcruises.com

Chicago Line Architecture Cocktail Cruise 465 N. McClurg Court 312-527-1977 Sponsored in part by the Chicago History Museum, this architecture cruise is equal parts boozy and informative. For $21 on top of your admission, you’ll have access to unlimited wine, beer and mixed drinks during your 90 minutes aboard the boat. Regular admission starts at $43. Tickets: chicagoline.com

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River Cocktail Cruises – Odyssey Chicago River

• 455 N Cityfront Plaza Dr Chicago 60611
• (888) 957-2634
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Take a late afternoon detour during a two-hour cocktail cruise on the Chicago River. This experience is ideal for anyone seeking lighter fare and a slightly shorter cruise time, while still enjoying stunning views and exceptional service.

What's Included

• A 2-hour cruise on the Chicago River aboard our new, all-glass vessel

• Incredible views of Chicago's iconic architecture (see route)

• Passed hors-d'oeuvres and light bites from our Cocktail Cruise Menu

• Cocktails, beer & wine available for purchase from our onboard bar 

• Odyssey Chicago River is docked at 455 N. Cityfront Plaza Dr

• Board: 3:30pm | Cruise: 4 - 6pm | Price: starting from $64.90*

• Mon-Fri Closed
• Saturday Closed
• Sunday Closed

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Booze cruise - Mystic Blue Cruises

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“Booze cruise ” Review of Mystic Blue Cruises - CLOSED

It was a great view of the skyline of chicago. The staff was professional. Security were very efficient and courteous. The downfall was the check in. It was disorganized and it could of been handled better. Other than that it was a nice time. The attendees were standard booze cruise type of people .

• Excellent 72
• Very good 31
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66 - 70 of 138 reviews

Never heard of Mystic Blue and we took a chance with a Groupon. That part was fine, what we found out when we got on board, rather than normal Chicago dinner time/sunset cruises---on this adventure they only had a few select items that were available and of course, everything was $20. 6 chicken wings, $20. Drinks were pretty pricey as well. We've been on Odyssey, Spirit of Chicago and even Seadog. Based on our experience, I would say that Mystic Blue would be the lowest rung on that ladder. IF this is normal. We spoke with some crew members and they mentioned there is normally a buffet, so our cruise was some kind of special deal with less selection. It was OK, the scenery can't be beat and the music on the top deck was consistently hip hop and loud. We enjoyed the upper deck and were clearly the oldest couple on the cruise from what we saw, but that was fine. It just wasn't anything special, food was limited and expensive and the drinks were just plain expensive. We'll stick with Odyssey and Spirit if we do this again.

It's the little things....all the food labels were wrong! Potatoes marked sirloin. When dessert out labels for veggies marked them. Took quite a while to be able to get a second drink. Food was fair. Once we found our way to top deck & bar right there was enjoyable. But they crammed way too many of us on there so no where to sit. Staff friendly. Nice touch to give a cookie on way out.

There are 4 Lake Michigan cruise ships operated by the same company - Mystic Blue, Spirit, Odyssey, Seadog, and Elite. Spirit sounded like it emphasized partying/dance; Odyssey is fancy, offering a table-service meal but also having a dress code (no blue jeans); and Elite is a private charter yacht (expensive!); and Seadog is a speed/thrill ride. For a casual Sunday brunch with my 85 year old mother, 9 and 12 year old kids, and 5 more adults, Mystic Blue was just right. FOOD: It was buffet food and just ok. Hot and plentiful. Not a lot of variety but I enjoyed the beef. The chicken pieces varied in saltiness and moistness but we found some good pieces. The picky kids ate the buffet chicken. The children's menu was pathetic and slow; fortunately it didn't preclude the kids eating from the buffet as well. The dessert buffet was good with lots of choices including brownies and pecan pie bites and they didn't run out. You can serve yourself from the buffet as soon as you board the ship, no waiting. SERVICE: The service was excellent. Albeit it was a bit slow, but that was likely the kitchen/bar, not the waitress. The waitress was always available to bring drinks --first champagne and then bar drinks and we asked for coffee/tea at the end. In addition, when my mom went up to the viewing area (up 2 flights of stairs) and I prepped a dessert plate to take up to her, the waitress offered to take it up for me. I declined but she was up top later and took the plate down for us. We tipped generously. CRUISE: We had a window table with terrific views. We spent most of our time here as it was convenient to eating, drinking, and chatting. The bathroom was up one level and easy to reach, small but clean. Up 2 levels is a lounge area with lots of space & seating and very cushy chairs. It was very attractive -- looked just like the pictures on the website. Overall, the cruise experience was fantastic and just what I wanted for a lovely Sunday afternoon with my mom. Afterwards, we strolled along and enjoyed Navy Pier. BOOKING/COST: I booked over the phone and the final cost was higher than just the cruise price x # of people which I assumed it would be because of taxes. When the phone rep said it was inclusive of fees & taxes, I questioned what the fees were and if I could avoid them by booking myself online. He said it was an admin fee and would be charged no matter how I booked. He was dismissive about them and did not break down the cost. It wasn't until I confirmed the purchase and received an email receipt that I saw how much the fee was and it was huge. I strongly suspect that I could have bought tickets at the Navy Pier kiosk and not been charged the fee. The 2nd annoying part of booking is that you don't just buy the cruise tickets. You have to pay extra if you want a guaranteed window seat (and I figured they wouldn't give you a window seat unless they had to if you didn't pay extra for it). Drinks are extra after the first glass of champagne and they will try to sell you boarding photographs too. There were other "extras" you could pay for too. Overall, we all really enjoyed the cruise. The food isn't anything to write home about but it is good enough. The booking process should be improved so they are more honest about the cost. The cost was high. Window seats made the experience feel more special.

We used the Mystic Blue for a Friends Reception Cruise. Reservations and guest services do not give the same information, we were told there was unlimited alcohol for 20.00 per person since it was a event, when we arrived it changed to 60.00 per person. THis was discouraging, however, the food was good, the DJ and servers were enjoyable and the trip was smooth. Would consider again if the reservations could get it together.

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Live your best nightlife 🪩

Booze cruise events in chicago, il.

Swiftie Booze Cruise

Sun, Jun 9, 1:00 PM

Summer Of George

Saturday Night Fireworks Booze Cruise!

Sat, Jun 1, 8:00 PM

Sun, Sep 1, 4:00 PM

Late Night Booze Cruise on Lake Michigan aboard Spirit of Chicago

Sat, Jun 1, 11:30 PM

Spirit of Chicago (Boarding at Navy Pier)

Fireworks Booze Cruise!

Wed, Jun 12, 7:30 PM

Fri, Jun 14, 11:00 PM + 13 more

Sat, Jul 6, 8:00 PM

Wed, Jun 5, 7:30 PM

Sat, Aug 10, 8:00 PM

Sunday Funday Booze Cruise!

Sun, Jun 23, 3:00 PM

Saturday Night Skyline Cruise on Lake Michigan | 21+ | Live DJ | Full Bar

Saturday at 8:30 PM

Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)

Sat, May 18, 8:30 PM

July 4th weekend Kick off Fireworks Booze Cruise!

Wed, Jul 3, 7:30 PM

Saturday Night Fireworks Cruise on Lake Michigan | 21+ | Live DJ | Full Bar

Sat, May 25, 8:30 PM

Sat, Jun 1, 8:30 PM

Sat, Jun 8, 8:30 PM

"The Lake House" (Sundown Cruise)

Fri, Jul 19, 8:30 PM

Memorial Day Weekend Sunday Cruise on Lake Michigan-21+, Live DJ, Full Bar

Sun, May 26, 8:30 PM

Sat, Jun 22, 8:30 PM

Memorial Day Cruise on Lake Michigan | 21+ | Live DJ | Full Bar

Mon, May 27, 8:30 PM

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Cruise the Skyline with Spirit of Chicago

Spirit of Chicago

Skyline views, delicious menus, and celebration awaits.

Spirit of Chicago is ready to show you the city.

Eat, drink, dance and take in the incredible skyline with a lunch, dinner or specialty cruise. You’ll love the Spirit menu featuring a variety of culturally-inspired recipes incorporating fresh, organic ingredients. From dinners for two to corporate outings, Spirit is fun for all. Let’s celebrate!

Nothing on land compares:

• A rooftop lounge on the top deck
• Three climate-controlled interior decks with panoramic windows
• New menus with vegetarian and gluten-free options
• Live DJ, spacious dance floors and full service bars

Call 1-888-957-2634 or visit Spirit of Chicago on the web at www.spiritcruises.com/chicago .

Facebook.com/SpiritofChicago | @SpiritNavyPier | #SpiritofChicago

Receive a 15% discount on Spirit of Chicago Lunch and Dinner Cruises.* Use promo code: NPCRUISES15 . Click here to book. *Sunday – Friday only. Does not include specialty, holiday or firework cruises. Only one discount valid per order. Offer valid on groups under 20 guests.

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Fireworks Booze Cruise!

Tickets for the Fireworks Booze Cruise in Chicago 🎫 General Admission Ticket for 1

Highlights ✨ Split your work week with this special midweek event 🎵 Enjoy a live DJ set spinning the best Top 40, EDM and hip-hop hits 🚢 Kick off the official boating season 🤩 2 levels of music

General Info 📅 Date: June 14, 2023 🕒 Time: 7:00 p.m. – 10:30 p.m. 📍 Location: boarding is at Summer Of George (900 S. Wells) 👤 Age requirement: 21+ with valid ID

Description Come along Wednesday night as you break up the work week with a party cruise and a fireworks show! Take a cruise down the river with breathtaking views of Chicago's architecture as you watch the sunset and head into the lake. Once on the lake, you will enjoy an unobstructed view of the Navy Piers Fireworks show! Join in and take that midweek break, you deserve it! Get your tickets for the Fireworks Booze Cruise in Chicago!

Getting there

Boat Boarding Location (900 S Wells)

900 South Wells Chicago, Illinois 60607, 60607

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