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Paul Smith Made a Comfortable Leather Dress Shoe That’s Perfect for Traveling

Featuring a soft leather upper and a padded sole.

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By Andrew Connor

Sneakers and slip-ons are our preferred form of footwear when it comes to traveling, but sometimes — especially if you’re traveling on business — you just don’t have the convenience of going casual. For those unfortunate trips when dress shoes are the only option, Paul Smith designed a pair that looks the part but feels like your favorite pair of sneakers.

The key to this was making the shoes both soft and lightweight. For that, Smith constructed the upper from a naturally soft vegetable-tanned leather that was kept unlined to reduce weight. They’re then tumbled and washed to give them a worn-in feel fresh from the box. Further, the soft sole features extra padding under the ball of the foot to provide additional comfort when dashing through the airport to make your flight (or to tell that special someone how you feel seconds before they board the plane ).

The shoes are available with broguing or without, and come in a few different finishes including tan, black and even dark green. You can order them right now directly from Paul Smith’s website.

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paul smith flexible travel shoes

Paul Smith 'Munro' Flexible Travel Brogues Tan

Description, composition & care, delivery & returns.

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paul smith flexible travel shoes

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paul smith flexible travel shoes

Paul Smith Derby Shoes | Mens Suede 'Chester' Flexible Travel Shoes

$ 147.50 $ 81.13

Crafted in Italy from a soft suede, these tan "Chester" shoes feature a classic Derby style with tonal leather soles.

Designed with travel …

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Designed with travel in mind, the "Flexible Travel Shoe" range combines the formal styling of a dress shoe with the everyday comfort of a trainer. When suitcase space is limited, this versatile shoe blends the qualities of formal and casual footwear.

Unlike a traditional formal shoe, the leather sole is soft and designed to flex with your foot, which gives the shoe a relaxed trainer-like feel. Plus, built-in padding under the ball of the foot provides an extra layer of comfort.

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Find Your Footing With the 20 Best Derby Shoes

A fashionable style sure to be your sole-mate.

20 best derby shoes for men 2023

Every product was carefully curated by an Esquire editor. We may earn a commission from these links.

Now that we're all pro-derby here, let's get down to business. If you have a favorite pair of derbies already, congrats! You're about to find a lot more to tickle your fancy, because I know that just one isn't enough for your closet. If you haven't dipped your toes into the world of derbies yet, congrats! You're about to meet 20 of the coolest pairs on the market, from suede options to leather looks, from styles you can wear to work to more casual styles meant for travel and leisure (remember what I mentioned about versatility?). This is a shoe you'll fall in love with, so I don't want to keep you from finding your sole-mate for a moment longer.

Dr Martens Smiths Vintage Smooth Leather Dress Shoes

Smiths Vintage Smooth Leather Dress Shoes

An everlasting classic, easy to dress up or dress down.

Clarks Derby Lace-Up

Derby Lace-Up

For under $100, a comfortable, brogue pair of derbies.

Call It Spring Berm Plain Toe Derby

Berm Plain Toe Derby

Call It Spring is keeping it simple with this minimalist pair derbies.

J.Crew Ludlow Derbys Shoes

Ludlow Derbys Shoes

This best-seller is all about understated elegance you can wear every day.

Banana Republic Mesi Cap-Toe Derby Dress Shoes

Mesi Cap-Toe Derby Dress Shoes

Banana Republic's derbies are a little more elevated—perfect for pairing with a blazer and trousers.

Christian Louboutin Maltese Studded Leather Derby Shoes

Maltese Studded Leather Derby Shoes

For a dose of edgy luxury, opt for some red-bottomed derbies from Christian Louboutin. These are pricy, yes, but they're a stellar standout.

BOSS Smooth Lace Up Derby Dress Shoes

Smooth Lace Up Derby Dress Shoes

The derby speaks for itself, so you can opt for a sleek, simple option that's still classy AF. Like this one, for instance.

Alden Mocc Toe Derby Blucher Shoes

Mocc Toe Derby Blucher Shoes

These suede derbies are timeless and comfortable, with cool contrast stitching for some extra flair.

Dr. Scholl's Sync Derby Shoes

Sync Derby Shoes

For perhaps the comfiest derby on the market, Dr. Scholl's has you covered. This one is cushiony AF, and even comes in wide fits.

Alexander McQueen Metal-Toe Leather Derby Shoes

Metal-Toe Leather Derby Shoes

Don't be afraid to be a badass in your derbies. Alexander McQueen's metal-toed shoes sure aren't.

Ted Baker London Burnett Leather Derby Shoes

Burnett Leather Derby Shoes

Ted Baker is a go-to for cool guys who want a bit of elegance in their wardrobe. If that sounds like you—meet your new favorite derbies.

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A luxe designer pair of derbies... that are on sale! Snag 'em while you can.

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Biarritz Brogue Derby Shoes

Ecco specializes in comfort, and certainly doesn't skimp on style.

Paul Smith Suede 'Chester' Flexible Travel Shoes

Suede 'Chester' Flexible Travel Shoes

These have the best of both worlds, with luxe Italian suede bringing style, and a sneaker-like footbed serving comfort that was made with travel in mind.

Mr P. Jacques Eton by evolo Derby Shoes

Jacques Eton by evolo Derby Shoes

In dark brown suede, these derby shoes with brogue detailing toe the line between rich and relaxed.

Cole Haan Jefferson Grand 2.0 Derby Shoes

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Cole Haan knows how to do a derby, as seen in some subtle brogue detailing, a smooth finish, and a slightly pointed toe.

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For a unique, youthful look, go for derbies with a little twist on them. These ones from Pedro are tasteful, with calfskin leather on top and dark green stitching above the sole.

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Dax Plain Toe Derby Shoes

This contemporary derby is modest and minimal, with a classic silhouette and comfortable rubber sole.

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Mycra Pac Raincoats are made from a nylon polyester blend of fibers. Polyester is a durable fabric that stands up to high heat and will protect the wearer from the sun. Polyester is also mildew resistant. Nylon is lightweight and flexible allowing for greater movement and comfort. Nylon dries quickly and, like polyester, is mildew resistant. The blend of the two fabrics make for a comfortable fit and a long lasting rain coat.

Rain Wear is made from fabric that is specially designed to keep the wearer dry during rain showers. Rain gear fabric is designed to repel and absorb water. Rain coats are made from tightly woven fabric that are often a blend of fibers including synthetic, such as nylon and natural fibers such as wool. Today, modern rain jackets are high tech, comfortable and made for extreme climates. Rain coats are specially tailored for men, women and children. However, rain gear did not start out as high tech, fashionable outer wear . Rain gear has a rich history that is well documented as far back as Ancient China.

Rain Gear In Ancient China

For centuries people have been making clothing to protect themselves from the rain. One of the earliest forms of rain protection clothing was designed in Ancient China and were rain capes made of straw or grass. Farmers wore the rain capes while toiling in the dirt and mud during the rainy season. These rain cloaks did a fair job of protecting farmers from the wet weather, but were stiff and heavy. These grass outer garments are well documented in Chinese history through poems that were written around 1,000 AD. As time progressed, new ways to make raincoats were designed. One method was to rub oil on lightweight silk fabric to repel the rain. Also, new grasses and tree leaves were weaved into rain coats that created a more water repellent coat that were a bit more lightweight than the early straw rain cape design. However, the Chinese were not the only ones inventing new garments to protect themselves from inclement weather.

Rain Gear History In South America

In other parts of the world water proof clothes were being made, such in the damp, wet rain forests of South America. Around 1200 AD, Amazonians used the latex like extract from rubber trees to create a primitive waterproofing for their footwear and clothing (today, the rubber tree is still an important natural resource for natural rubber). When Europeans discovered South America in the 1700s and saw the way that the indigenous people waterproofed their clothing, Europeans followed suit.

Raincoats In Europe In the 1700s

Charles Mkintosh raincoat inventor

History of Raincoats In United States

The United States entered into WWI beginning in 1917. When the United States went to war US military uniforms followed the trend of the water resistant wool trench coat . The wool trench coat became popular for fashion rain wear in the United States.

After the start of WWII, military research lead to improved rain wear technology. Lightweight, breathable fabric was designed my improving upon wool blend fabric and chemically treated fabric. Vinyl rain wear also became popular in the 1950s because of its flexibility and water proof abilities. However, vinyl is not breathable and lost popularity when more advance rain proof wear came on the scene. Synthetic fabric such as nylon was waterproof and breathable.

Today, rain coats are very high tech and come in many kinds of fabrics including natural and synthetic fibers. Not only are rain coats functional rain jackets are also a must have fashion accessory for anyone living in a rainy climate. Mycra Pac Rain Coats are designed and manufactured in the United States and are made from a nylon polyester blend. A rain coat that is nylon polyester blend means that the rain coat is durable, lightweight and breathable.

You can purchase travel rain jackets, rain coats, rain hats and rain gear locally at our flagship travel store at Stanford Shopping Mall in Palo Alto, California. We carry travel rain gear that is lightweight and easy to pack at  Going In Style Travel Accessories 609 Stanford Shopping Center, Palo Alto, CA 94304  - Visit the  Stanford Travel Store website   www.stanfordtravelstore.com  for  directions Going In Style .

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Detail View - Damson 'Chester' Flexible Travel Shoes Paul Smith

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Info & care, damson 'chester' flexible travel shoes.

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Damson 'Chester' Flexible Travel Shoes

COMMENTS

  1. Damson 'Chester' Flexible Travel Shoes

    Damson. $495.00. Crafted in Italy from a soft veg-tanned leather, these damson 'Chester' shoes feature a classic Derby style with tonal leather soles. Designed with travel in mind, the 'Flexible Travel Shoe' range combines the formal styling of a dress shoe with the everyday comfort of a trainer. When suitcase space is limited, this versatile ...

  2. Paul Smith Made a Comfortable Leather Dress Shoe That's Perfect for

    For those unfortunate trips when dress shoes are the only option, Paul Smith designed a pair that looks the part but feels like your favorite pair of sneakers. The key to this was making the shoes both soft and lightweight. For that, Smith constructed the upper from a naturally soft vegetable-tanned leather that was kept unlined to reduce weight.

  3. Paul Smith Black Leather 'chester' Flexible Travel Shoes for men

    Buy Paul Smith Men's Black Leather 'chester' Flexible Travel Shoes. Similar products also available. SALE now on!

  4. Paul Smith Tan Suede 'Chester' Flexible Travel Shoes

    Shop for Tan Suede 'Chester' Flexible Travel Shoes by Paul Smith at ShopStyle. Now for $570.

  5. Paul Smith 'Munro' Flexible Travel Brogues Tan

    These 'Munro' travel brogues from Paul Smith are designed for the traveller, with the styling of a formal dress shoe but the comfort of a casual trainer. ... • Leather footbeds with foil-embossed signature and 'flexible travel shoes' detail Composition & Care. 100% Leather Delivery & Returns. UK DHL Delivery : £7.99 (Free for orders over £500)

  6. Paul Smith Damson 'chester' Flexible Travel Shoes for Men

    Buy Paul Smith Men's Damson 'chester' Flexible Travel Shoes. Similar products also available. SALE now on! ... All shipping & returns info. Free shipping with Paul Smith. See more on Paul Smith. Product details. Crafted in Italy from a soft veg-tanned leather, these damson 'Chester' shoes feature a classic Derby style with tonal leather soles ...

  7. Paul Smith Damson 'Chester' Flexible Travel Shoes

    Crafted in Italy from a soft veg-tanned leather, these damson "Chester" shoes feature a classic Derby style with tonal leather soles.Designed with travel in mind, the "Flexible Travel Shoe" range combines the formal styling of a dress shoe with the everyday comfort of a trainer. When suitcase space is limited, this versatile shoe blends the qualities of formal and casual footwear.Unlike a ...

  8. Paul Smith Derby Shoes

    Crafted in Italy from a soft suede, these tan "Chester" shoes feature a classic Derby style with tonal leather soles. Designed with travel ...

  9. Paul Smith Chester Dark Navy Leather Derby Shoes

    Paul Smith Chester Dark Navy Leather Derby Shoes Designed with travel in mind, the 'Flexible Travel Shoe' range combines the formal styling of a dress shoe with the everyday comfort of a trainer. Unlike a traditional formal shoe, the leather sole is soft and designed to flex with your foot, which gives the shoe a relaxed trainer-like feel.

  10. Damson 'Chester' Flexible Travel Shoes

    Damson. £400.00. Crafted in Italy from a soft veg-tanned leather, these damson 'Chester' shoes feature a classic Derby style with tonal leather soles. Designed with travel in mind, the 'Flexible Travel Shoe' range combines the formal styling of a dress shoe with the everyday comfort of a trainer. When suitcase space is limited, this versatile ...

  11. Paul Smith Dark Tan Leather 'Munro' Flexible Travel Brogues

    Shop for Dark Tan Leather 'Munro' Flexible Travel Brogues by Paul Smith at ShopStyle.

  12. Paul Smith Dark Navy 'Chester' Flexible Travel Shoes Dark Navy

    Paul Smith Dark Navy 'Chester' Flexible Travel Shoes Dark Navy | Mens Derby Shoes $ 142.20 $ 78.00 Crafted in Italy from a soft veg-tanned leather, these dark navy 'Chester' shoes feature a classic Derby style with tonal leather soles.

  13. Paul Smith Black Leather 'Chester' Flexible Travel Shoes

    Designed with travel in mind, the "Flexible Travel Shoe" range combines the formal styling of a dress shoe with the everyday comfort of a trainer. When suitcase space is limited, this versatile shoe blends the qualities of formal and casual footwear.Unlike a traditional formal shoe, the leather sole is soft and designed to flex with your foot, which gives the shoe a relaxed trainer-like feel ...

  14. 20 Best Derby Shoes for Men 2024

    Paul Smith Suede 'Chester' Flexible Travel Shoes $570 at paulsmith.com These have the best of both worlds, with luxe Italian suede bringing style, and a sneaker-like footbed serving comfort that ...

  15. Designer Derby Shoes for Men

    Men's Derby Shoes. 8 products. Recognised by their open front construction, Paul Smith Derby shoes range from formal to casual and come in a range of leather and suede finishes, including our 'Flexible Travel Shoe'. Sort By: Recommended. Grid.

  16. About

    San Jose, CA 95123. (408)226-6556. We believe that comfort & beauty are synonyms. Hansen's first started in 1981 as a comfort concept shoe store in San Jose, California by Evelyn and Hansen. Over the past 39 years, Hansen's has been dedicated to finding the highest quality comfort lines to serve the needs of our customers in their busy lives.

  17. Clarks Store

    Aldo From 10:00 AM to 9:00 PM. Hansen's Comfort Shoes From 10:00 AM to 9:00 PM. Steve Madden From 10:00 AM to 9:00 PM. Shoe Palace From 10:00 AM to 9:00 PM. Discover the Clarks store at Westfield Valley Fair Shopping Center.

  18. Paul Smith Derby shoes for Men

    Shop Men's Paul Smith Derby shoes . 35 items on sale from $148. Widest selection of New Season & Sale only at Lyst.com. Free Shipping & Returns available. SKIP NAVIGATION. ... Damson 'chester' Flexible Travel Shoes - Multicolor. From Paul Smith. $295. Paul Smith. Mens Shoe Bayard Dark Brown - Black. From Paul Smith. $650. Paul Smith. Eldrick ...

  19. Designer Shoes for Men

    Black 'Miyata' Sneakers With Tonal Soles. $295.00. Put your best foot forward with Paul Smith's selection of men's shoes. You'll find smart styles, casual pairs and everything in-between, including men's Derby shoes, Oxford shoes, Chelsea boots, sneakers, sandals, loafers and more.

  20. Stern's Travel Shop Store

    Go there. Stern's Travel Shop offers a selection of fine luggage with many shapes and sizes to choose from. A great place for the discerning traveler, the store stocks leather briefcases, shave kits and organizers, business travel accessories, clocks, and a wide array of other travel-related items.

  21. History of Rainwear

    Mycra Pac Raincoats are made from a nylon polyester blend of fibers. Polyester is a durable fabric that stands up to high heat and will protect the wearer from the sun. Polyester is also mildew resistant. Nylon is lightweight and flexible allowing for greater movement and comfort. Nylon dries quickly and, like polyester, is mildew resistant. The blend of the two fabrics make for a comfortable ...

  22. Designer Flats for Women

    Women's 'Laida' Off White Loafers. $575.00. Women's Leather Taupe 'Argon' Shoes. $425.00. Women's Peach Suede 'Tulsa' Driving Loafers. $275.00. Women's 'Signature Stripe' 'Alvarez' Espadrilles. $325.00. As the practical alternative to heels, Paul Smith women's flat shoes include colourful mules, leather loafers and feminine brogues.

  23. Damson 'Chester' Flexible Travel Shoes

    Damson. €440.00. Crafted in Italy from a soft veg-tanned leather, these damson 'Chester' shoes feature a classic Derby style with tonal leather soles. Designed with travel in mind, the 'Flexible Travel Shoe' range combines the formal styling of a dress shoe with the everyday comfort of a trainer. When suitcase space is limited, this versatile ...