20 Trusted Shoes for Travel that Look as Good as They Feel

Don’t let blisters bite into your vacation. Pack the right shoes for travel before your next big adventure.

The flight is booked. The hotel is chosen. The only thing left? Scrambling to pack everything but the kitchen sink, ensuring nothing slips your mind.

Choosing the right clothing is probably high up on your packing priority list. Of course you need to look good in all your Instagram photos of those dreamy destinations you’ve seen online.

But don’t let fashion fool you in terms of footwear. Trekking around in uncomfortable shoes could turn the vacation of your dreams into a walking nightmare (literally).

We’ve curated the coziest shoes for travel so your feet can keep up with your wanderlust without having to suffer in the style department. Feel good and look good while finding new places to explore.

Jump to a model that catches your eye or scroll through to see all the best shoes for travel.

The Best Shoes for Travel

From airport terminals to cobblestone alleyways, seaside docks to breathtaking trails, here’s our roundup of the best shoes for travel to keep you comfortable and stylish while you see new sights.

For the Male Venturer

Men’s Sperry Striper II LTT Leather

The Look: The upper in the Striper II LTT boasts premium, full grain leather for rugged appeal. Timelessly tan leather adds an air of sophistication to your ensemble, allowing you to look dapper around town or to dress up for a classy dinner.

Worried about the break-in period required of typical leather shoes? Don’t be. The super-soft lining lets you wear in your Sperry Stipers without irritating blisters or sores.

The Tech: The polyurethane (PU) in the midsole material molds your unique foot bed for long lasting comfort as you tour from museum to museum. You might be tired, but your feet won’t be.

The vulcanized construction connecting the upper and outsole is lightweight and flexible, saving your feet from feeling stiff or sore—no matter how long you’re standing for. Walk for days on end while traveling, taking your steps to health and happiness.

Headed to the water? The signature Sperry outsole is crafted with Wave-Spring technology to give you superior wet and dry traction, preventing you from slipping or spraining an ankle during the trip you saved up so much for.

The Takeaway: The Striper II ranks high in terms of style points and versatility. From boat to bar and anywhere in between, you can’t go wrong with these shoes for travel.

Men’s Sperry Captain’s CVO Wool

The Look: Boast the O.G. look that made Sperry so popular way back in 1935 by wearing the Captain’s CVO. The classic, gray wool upper resonates with cozy fall weather, while the beachy design still clings to the summer spirit—allowing you to wear the Captain’s CVO all year long.

Best of all? The eyelets are rust-proof, meaning you can sail the seven seas without tarnishing your travel shoes.

The Tech: Your feet can get a little wet where boating or beaches are involved, but the breathable wool is designed to dry quickly and keep your feet warm. Plus the non-marking rubber outsoles won’t scuff any floors, giving you sure, scratch-less traction whenever you hop aboard.

The Takeaway: Take these shoes for travel when you want to ease into cooler weather—they’re the perfect transitional sneaker for seaside vacays.

Men’s Sperry Striper LL CVO

The Look: Ah, the quintessential weekender. This is one of the most comfortable men’s walking shoes for travel—and one of the most attractive too. The term “sporty casual” just made a serious step up in the Striper LL CVO, available in multiple colors to suit your style.

The Tech: A lace-less construction in the upper allows effortless slip-on and off, making these great shoes for travel when you want to get a little cozier on a plane or starfish on your hotel bed in exhaustion after a long day of adventure.

You’ll also love the dual density Wave Comfort Foot System featuring a removable PU foot bed that provides nonstop comfort no matter what activity you’ve planned for the day.

The Takeaway: The Sperry Striper LL CVO offers dynamic style, with the ability to be worn with or without laces, in a number of different colorways. They’re perfect for land or sea, and can be conveniently taken on and off, so you should definitely consider adding a pair to your wardrobe.

Men’s Sperry Striper II CVO Washed

The Look: Similar to the standard Striper II, but with a more stylish, salt-washed canvas that screams “straight from the beach”. These Sperry travel shoes come equipped with brown, rustic laces that look great done up with crewneck sweater.

Or, for a casual getaway, play into the beachy look by removing the laces and pairing them with some broken-in Oxford shorts.

The Tech: Genuine rawhide laces hold up under any type of weather you might encounter during your travels and the secure bond between the upper and outsole won’t deteriorate under lots of wear.

The Takeaway: If you’re looking for a laidback look but need a shoe that’s not lazy in comfort or design, this is the travel shoe for you.

Men’s Sperry 7 SEAS 3-Eye

The Look: Howdy, sailor. Your next catamaran adventure just got a major style upgrade. A MocFit construction lends a minimalist vibe while still maintaining a snug fit and the nylon mesh comes in attractive black, white, or navy options.

The Tech: If you’re looking for the best walking shoes for travel, these guys are great for landlubbers and seamen alike, delivering superior grip across all surfaces thanks to the terrain traction pods placed on the outsole.

HydroPel technology helps the mesh uppers shed water and dry quickly, but if you’re feet get a little waterlogged, they’ll be able to breathe using the OmniVent construction.

SeaBound cushioning makes every step springy with enhanced energy return, letting you bounce like a buoy.

The Takeaway: These are ideal for travelers ready to unwind on the ocean, but also want to crossover comfortably to land.

Men’s Sperry 7 SEAS 3-Eye Knit

The Look: The Sperry 7 SEAS line you love so much now combines the sleek look of athletic-wear with the expert craftsmanship of a boating shoe. The stylish knit upper lets you transition from sailing to sightseeing without skipping a beat.

The Tech: The knit 3-Eye Sperry comes with all the features loaded in the 7 Seas collection, including hydrophobic knit mesh, comfortable and responsive Seabound cushioning, and impressive traction across wet and dry surfaces.

The Takeaway: Clutch for all your summer adventures, these shoes are super stylish and also incredibly slip resistant. Did we mention they’re really comfortable too?

Men’s OluKai Nohea Moku

The Look: These are some of the most stylish walking shoes for travel, available in 10 different colorways for you to choose from. Translated as “handsome boat”, the Nohea Moku truly lives up to its name and is one good looking shoe.

The patented Drop-In Heel design lets you choose between wearing the Nohea Moku as a sneaker or a slide. Perfect for vacations, slip into your shoes and head to the beach or lace them up to walk around town.

The Tech: The upper is minimally lined with ultra-soft, breathable microfiber featuring medial ports which drain any water that might find its way into your shoes during your amphibious adventures.

Atop the dual-density, anatomical PU gel insert is a ridiculously comfy jersey knit fabric which can be washed and removed once you get back from your vacation.

The Takeaway: Inspired and designed for nautical life, water-resistant shoes are the perfect accompaniment to any tropical getaway.

Men’s OluKai Nohea Mesh

The Look: Slip-on convenience and a structured, supportive shoe, now with an airy mesh material that lets your feet breathe freely as you travel to and fro.

The Tech: Step on into the EverFit foot bed, anatomically contoured with a Dri-Lex moisture-wicking cover that you can remove and wash. You’ll also appreciate the elastic gore panels that deliver a custom fit.

The Takeaway: Similar to the Moku, this Nohea Mesh is a water-resistant rock star perfect for splashing around. The breathable upper mesh makes it an ideal shoe for travel when you’re heading to hotter destinations.

Men’s Timberland FlyRoam Go Chukka

The Look: Classic style meets modern comfort in the attractive Timberland FlyRoam Go Chukka. The ankle-high Chukka boot construction is sure to turn heads, boasting an upper made of full-grain leather, interwoven with a knitted jacquard fabric.

The Tech: The sizeable midsole in the Timberland FlyRoam is hard to miss, composed of an Aerocore energy system that improves cushioning for all your epic explorations, in fact 20% more than traditional rebound. If you plan to stay fit while traveling, this is the shoe for you.

The Takeaway: The FlyRoam Go Chukka is one of the most comfortable men’s walking shoes for travel, but it’s also suited for athletic performance on any adventure.

Men’s Hoka One One Hupana Slip

The Look: You want to get up and out the door, and the men’s Hoka One One Hupana Slip lets you slide right into a sock-like fit to easily get you on your way. The stretchy four-way mesh looks super sleek, and the upper’s tabs make on/off even easier.

The Tech: This is one versatile sneaker, made with a breathable material ready to take on hot desert days or long, winding walks. Signature R-BOUND cushioning will keep pep in your step from morning to night with durability you can count on.

The Takeaway: Walk, run, ramble—the Hupana Slip can do it all. It’s soft and supportive, convenient to take on and off, plus its lightweight construction won’t add bulk to your luggage.

For the Female Pathfinder

Women’s Sperry Crest Vibe Linen

The Look: Laidback fashion takes on a whole new meaning in the Sperry Crest Vibe Linen. From sandy beaches to sunset aperitifs, the classic linen construction will blend in beautifully to any scene.

The Tech: Take advantage of the signature Sperry technology that lets you look good on land or at sea, with a non-marking rubber outsole that delivers top notch traction across wet and dry surfaces.

The Takeaway: Pair your linen Crest Vibe slip-ons with some khakis for a casual seaside ensemble or add a little flair by pairing with dark denim. Either way you’re guaranteed to feel 10/10 after standing on your feet all day.

Women’s Sperry Crest Vibe Washable Leather

The Look: This Sperry lives up to its name, offering no shortage of upscale, beachy vibes. The slip-on sneaker is made with premium leather—ready to be dressed up or down—and the fixed rawhide laces lend an effortlessly stylish look.

The Tech: The best shoes for travel look good and feel good, and the memory foam insole delivers all-day comfort you can count on. Heading to the heat? Moisture-wicking technology will keep your toes cool and dry.

The Takeaway: Transition your black leather Crest Vibes from day to night without skipping a beat. They match with any ensemble and feel fantastic to wear.

Women’s Sperry Crest Vibe Satin Lace

The Look: Sperry caters to your style. If linen and leather aren’t your thing, opt for the satin lace Crest Vibe instead. They’ll help you achieve a dainty, feminine appeal wherever you globe trot.

The Tech: Find the same well-loved features in your Crest Vibes that are standard across all your favorite Sperry sneakers—water-resistance, moisture-wicking, and extremely cute and cozy shoes for travel.

The Takeaway: The cute satin laces on these Crest Vibes add a soft, stylish touch to your outfits on the road. Added bonus: white matches with everything, so there’s a million ways these can be worn.

Women’s Sperry Seaside Emboss Weave

The Look: Slip into your Sperry sneakers all season long with the woven, fall-friendly fabric found in the Seaside. A high-quality embossed suede offers a luxe texture that translates from poolside lounging to formal dining.

The timeless weave pattern is a trend that never goes out of style and the double-gore upper means easy on and off for whenever you want to kickback or take off.

The Tech: Your feet will love the Sperry Dri-Lex moisture-wicking as you venture through new destinations. You’ll have sure footing across all types of terrain, and the memory foam insoles feel as plush as they sound.

The Takeaway: We give major up-votes to the lace-less Sperry Seaside. It transitions beautifully across all seasons, all scenes, and all ensembles. They’re super durable and sure to see tons of wear, whether you’re looking for the best walking shoes for travel or your next everyday wardrobe staple.

Women’s Sperry 7 SEAS Sport Wool

The Look: For the sportier fashionista, note the MocFit construction in the upper of the Sperry 7 SEAS. It cradles your foot like no other using a comfy nubuck and heathered wool material so you can enjoy superior support no matter where you go.

We’re particular fans of the gray and olive color combo that adds an earthy, grounded feel to your everyday outfits.

The Tech: You don’t need to be a sporty sailor to enjoy the patented Sperry technology built into the 7 SEAS. Wool and water typically don’t go hand in hand, but the upper’s Hydro-Pel feature sheds water and dries incredibly fast.

Add the responsive cushioning and aggressive lugs to the list of benefits offered by the 7 SEAS and you’ll wonder why these haven’t become your adventure buddy sooner.

The Takeaway: Sperry has earned its prominent spot on our list of the best travel shoes with good reason. Sail the seven seas, explore the next piazzale, or take care of your running health in the Sperry 7 Seas sneaker. Wherever your odyssey takes you, these guys are ready to tag along.

Women’s OluKai Waialua Mesh

The Look: Just the sound of the OluKai brand conjures images of the Hawaiian Islands and inspires a deep, relaxing breath. The Waialua lets you step into a tropical paradise in style with a mesh upper adorned with a Hawaiian paisley print.

Blend in with the palm trees in khaki or mustang material, or opt for a darker color to transition from day to night. Whichever color you settle on, you’ll love the Drop-In Heel design that lets you choose between wearing these as a sneaker or slide.

The Tech: Ultra-soft jersey knit wraps your feet with a breathable mesh, keeping your feet incredibly comfortable as you slowly stroll across boardwalks and beaches. Some of the best walking shoes for travel, the Waialua PU gel insert delivers top-tier cushioning that won’t lose its shape.

The Takeaway: We give these shoes for travel a solid 5/5. They’re incredibly versatile—whether you want the structure of a shoe or the convenience of a sandal—and they come in tons of color options, allowing you to find the right shade that speaks to your style.

Women’s OluKai Pehuea

The Look: Indulge in a bit of bliss with the trendy Pehuea from OluKai; these slip-ons exude a classic comfort that never goes out of style and are made with a luxurious mesh that keeps your feet light and airy. Take advantage of the signature Drop-In Heel feature that lets you wear your slides up or down.

Decorative sidewall stitching and an embossed logo detail refine the Pehuea, while over 15 exciting color options give you room to play around. Once you slide into your first pair, you’ll want one in every shade.

The Tech: The outsole is non-marking—so you can take to your boating adventures with no worrying over any scuffs. They’re also made in a tropical, Polynesian pattern.

Step into the super soft top deck and feel the premium OluKai anatomical gel insert, made with dual-density PU and destined to delight your feet during long days of walking.

The Takeaway: Ideal for island life or a laidback look, OluKai makes some of the most stylish shoes for travel. Did we mention that every pair gives back, with a portion of all proceeds directly supporting the Ama OluKai Foundation to preserve the Aloha spirit?

Yup—this is a brand that looks good, feels good, and does good.

Women’s Timberland FlyRoam Go Knit

The Look: We threw it up on the list of the most comfortable men’s walking shoes for travel and we have to recommend it to the ladies, too. These Timberland FlyRoams boast a chukka construction and hug your feet like a sock, lending a sporty aesthetic that’s perfect for street style.

The Tech: Hike legendary trails in your Timberlands or go sightseeing with all-day comfort. There’s no challenge between walking vs. running in these guys thanks to their Aerocore Energy System, so take to the treadmill when you’re feeling fit and inspired on your travels.

The Takeaway: Functional and fashionable, these sneakers are great shoes for travel if you’re looking for a sport-inspired aerodynamic design.

Women’s Hoka One One Hupana Slip

The Look: Sleek and streamlined best describes the look of the Hupana Slip. Its lace-less design creates a modern, minimalistic appeal that flatters any foot type.

The Tech: Adventure all around town and enjoy any activity in your Hupana Slip sneakers. The tabs on the front and back make sliding into your sneakers super convenient—so you can waste less time on your footwear and more time exploring.

Hoka One One R-BOUND cushioning will keep your feet comfortable and carefree as you cruise around. And with the breathable four-way stretchy mesh upper, your feet will stay cool as your pedometer racks up a ton of steps.

The Takeaway: Lightweight, sporty, and stylish are just a few of the noted pros offered by these travel shoes. They’re super durable too, making the price tag well worth your investment.

Women’s Teva Original Universal

The Look: Don’t knock the look of Teva sandals. The easy hook-and-loop closure secures the perfect fit and gets you conveniently up and going. Plus the vibrant, multi-purple fabric adds a splash of excitement to your active wear ensemble.

The Tech: Seriously, these shoes can go anywhere and do anything, which is why they can’t be excluded on the list of best shoes for travel.

Rugged Durabrasion Rubber delivers phenomenal traction across all surfaces while the polyester webbing in the upper is water-ready, drying quickly with every splash.

The Takeaway: If your adventure includes hikes, bikes, sidewalks or beaches, you should consider the open, all-terrain Teva sandal. Keep in mind these unisex sandals make great travel shoes for men, too!

There you have it—the top 20 recommendations to keep your feet looking good and feeling better on your next vacation. Don’t let blisters bite into your vacay. Pack some of these shoes for travel on your next trip and your feet will surely thank you!


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