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Cute & Comfy Travel Shoes You’ll Actually Want to Walk In

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Have you been looking for comfortable travel shoes that are still cute? Me too! I want shoes that I can walk 20,000 steps in and not have sore feet or be afraid that I am going to twist my ankle. Here are some of the best shoes I have found!
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Sandals

I’m always on the hunt for sandals that are cute and can handle hours of walking on cobblestones, cruise ports, or dusty ruins. These travel-friendly picks are known for arch support, non-slip soles, and all-day comfort—so you can explore without wor...

 
Michelle Strawcutter profile picture
These ECCO sandals get rave reviews for their lightweight feel and supportive footbed—ideal for travelers who don’t want to sacrifice comfort for style. I love that they have a more dressed-up look but can still handle a full day of sightseeing or cr...
ECCO® Sandals for Women - Shop Online Now
 
Michelle Strawcutter profile picture
These sandals pack in serious arch support with a cushy platform base that makes long walks feel effortless. I’m eyeing them for any trip that involves a lot of standing (museum days, I see you!) or uneven terrain.
Comfortable Women's Sandals with Arch Support
 
Michelle Strawcutter profile picture
Aetrex’s Jillian sandals are known for their built-in orthotic system and padded heel—plus, they’re actually cute! They look like something I’d reach for when I need a mix of comfort and polish for dinners after walking tours.
Jillian | Aetrex Official Site
 
Michelle Strawcutter profile picture
These remind me of the type of sandal you’ll be thankful for when your feet swell mid-trip. The adjustable straps make them versatile, and the sole looks rugged enough for trail walks or wandering around ancient ruins.
Women Sandals
 
Michelle Strawcutter profile picture
These sporty sandals scream “ready for adventure” but still feel breathable and flexible. I’d wear them for waterfall hikes, nature trails, or even just exploring cobblestone streets without slipping or sliding.
Women's Casual & Outdoor Sandals
 
Michelle Strawcutter profile picture
Alegria is one of those brands people swear by for foot pain relief—and the designs have come a long way! These sandals are perfect if you want something supportive but still stylish enough for cute vacation outfits.
Alegria Women's Sandal Collection
 
Michelle Strawcutter profile picture
These Ryka fisherman-style sandals are made for active days, with a sporty sole and secure fit that make them perfect for walking tours or shore excursions. I especially love how they look supportive but still breathable—no sweaty feet here!
Rykä Echo Fisherman Sandal | Womens Sandals
 
Michelle Strawcutter profile picture
Chaco sandals are basically the gold standard for adventure travelers. I know so many people who swear by their arch support and grippy sole—these would be my pick for hikes, port days, or even just long city walks.
Women's Sandals | Chaco
 
Michelle Strawcutter profile picture
KEENs are rugged, waterproof, and toe-protecting—which makes them a great all-in-one choice for water-based excursions, cruise stops, or rainy days. I love that they come in fun colors while still being super functional.
All KEEN Sandals for Men, Women, & Kids
 
Michelle Strawcutter profile picture
This cute pair looks like it could transition easily from a casual lunch to a scenic stroll. The cushioned sole and ankle strap suggest it’s designed for comfort, which is a must when you’re packing light but still want to look put together.
Women's Sandal
 
Michelle Strawcutter profile picture
If you need something that supports plantar fasciitis or sensitive arches, these orthopedic sandals are a lifesaver. I haven’t tried them myself, but they look like the kind of shoe that lets you walk all day and still go out for dinner without foot ...
Orthopedic Sandals & Flip Flops with Arch Support
 
Michelle Strawcutter profile picture
These Crocs platforms surprised me—I wasn’t expecting something so stylish from a brand known for clogs! They add a little height without sacrificing comfort and seem perfect for a casual dinner or cruise ship day when you want to feel a bit dressier...
Brooklyn Collection: Comfortable, Chunky Platform Sandals
 
Michelle Strawcutter profile picture
These sandals look rugged enough for adventure days but comfy enough for everyday sightseeing. The grippy sole and sporty style make them ideal for everything from trails to temple ruins.
Women's Adventure Rose Sandals | Brindle
 
Michelle Strawcutter profile picture
This pair caught my eye because of the supportive back and structured leather straps—great if you want a secure feel without sacrificing style. I’d wear these on a day that starts casual and ends with a sunset dinner on the coast.
Sandals for Women
 
Michelle Strawcutter profile picture
These look like the kind of sandals your feet thank you for—wide straps, soft lining, and a cushy sole. If your trip involves lots of walking and very little sitting, these might be the perfect travel companion.
Comfortable Sandals for Women
 
Michelle Strawcutter profile picture
I love how this pair balances breathable design with actual support—no flimsy straps here. They’d be great for staying cool in hot weather without ending the day with sore feet.
Women's Sandals for Warm-Weather Style & Support
 
Michelle Strawcutter profile picture
Cole Haan always blends comfort with class, and these espadrille-style sandals are no exception. I could totally see these being my go-to pair for brunch in the city or wine tasting in the countryside.
Cole Haan Women's Sandals
 
Michelle Strawcutter profile picture
Pikolinos are known for buttery soft leather and foot-hugging comfort. These look perfect for stylish travelers who want a durable, broken-in feel from the very first wear.
Buy Leather Sandals for Women | Pikolinos Official Online Store
 
Michelle Strawcutter profile picture
These trendy double-strap sandals look comfy enough for walking but chic enough for vacation dinner outfits. The thick sole and adjustable fit make them a great option when you want fashion and function.
Women - Sandals
 
Michelle Strawcutter profile picture
These black sandals offer a bit of lift without sacrificing comfort—perfect for days when you want to feel a little dressed up but still do a ton of walking. I love the balance of style and support here.
Women's Sandals | Women's Shoes
 
Michelle Strawcutter profile picture
Viakix sandals are made for women who want outdoor durability with a touch of cute. I’d pack these for a cruise or European city trip—they look ready for cobblestones, parks, or a casual dinner by the water.
Viakix: Women's Cute & Comfortable Outdoor Sandals
 
Michelle Strawcutter profile picture
This simple, elegant black sandal looks like it could go from day to night with no problem. The cushioned sole and minimal design make it one of those versatile pairs you’ll wear on repeat.
Womens Sandals | Comfort in All Styles
 
Michelle Strawcutter profile picture
These tan sandals have a sleek, supportive crisscross design that feels both secure and stylish. I’d reach for these on a day when I want to keep my packing light but still look polished in photos.
Women's Sandals
 
Michelle Strawcutter profile picture
SAS is one of those brands people rave about when it comes to comfort, especially for mature feet or long days on the go. These sandals offer solid support and a cushioned sole without looking too orthopedic—which is exactly the balance I want when I...
SAS Sandals for Women | Comfort SAS Shoes
 
Michelle Strawcutter profile picture
These edgy sandals are perfect if you want something modern that still feels good after hours of walking. The thick sole gives you a little height while absorbing shock, and that ankle strap? Total game changer for stability.
Women's Sandals
 
Michelle Strawcutter profile picture
Finding stylish sandals that work for plantar fasciitis is no easy task—but these manage to check all the boxes. I love how they combine real arch support with a sleek, strappy look that won’t scream “orthopedic.”
Sandals for Women with Arch Support for Plantar Fasciitis

Sneakers

When you’re clocking 10,000+ steps a day through airports, museums, or city streets, a good pair of travel sneakers makes all the difference. These options are comfy, stylish, and supportive—perfect for everything from cobblestones to casual dinners....

 
Michelle Strawcutter profile picture
These HOKA sneakers are a cult favorite among travelers who need cushion for days—and I can see why. If you’re walking 10,000+ steps through cities or cruise ports, these are like pillows for your feet.
View All Women's Shoes: Running, Trail & Lifestyle
 
Michelle Strawcutter profile picture
I’ve heard these Skechers GO WALK shoes feel like walking on clouds—no break-in time needed. They’re lightweight, slip on easily, and make airport days and long tours way more comfortable.
GO WALK Shoes
 
Michelle Strawcutter profile picture
When you're walking all day in a city, you need a pair of sneakers that will still look good with a dress. These absolutely fit the bill!
Women's Shoes
 
Michelle Strawcutter profile picture
ON Cloud shoes have a sleek design and serious support, with fans swearing they’re worth every penny. These would be my pick for fast-paced sightseeing or days when I need to be light on my feet.
Women's Cloudzone | Black & Beige | On United States - On Running
 
Michelle Strawcutter profile picture
These are really nice looking sneakers to wear every day on vacation. They are helpful if you have plantar fasciitis.
Women's Sneakers & Tennis Shoes
 
Michelle Strawcutter profile picture
I love how these knit sneakers hug the foot without feeling stiff—they’re great for packing since they squish down easily. Plus, they dry quickly if you get caught in a rainstorm or head out for a damp morning walk.
Women's Shoes
 
Michelle Strawcutter profile picture
These everyday sneakers are breathable, packable, and super versatile—ideal for travel days when you’ll be walking a lot but still want a lightweight shoe. They’re great for everything from airports to afternoon strolls.
Everyday Sneakers for Women
 
Michelle Strawcutter profile picture
With their neutral tone and clean design, these sneakers can be dressed up or down—plus they look like they’d be incredibly comfortable for all-day wear. I’d pair these with everything from joggers to a casual sundress.
Women's Sneakers & Tennis Shoes
 
Michelle Strawcutter profile picture
Vessi shoes are a favorite among frequent travelers because they’re waterproof and stylish. I love the idea of not having to worry about sudden rain or wet sidewalks while keeping my feet dry and supported.
Women's Waterproof Knit Shoes | Vessi Footwear
 
Michelle Strawcutter profile picture
These sporty blue sneakers have a cool, modern look and seem like they’d offer solid cushioning for high-activity days. I’d wear these on longer walking tours or whenever I know I’ll be racking up steps.
Women's Active
 
Michelle Strawcutter profile picture
You can never go wrong with a classic—and Stan Smiths are a staple for a reason. They’re comfortable, iconic, and easy to pair with just about everything in your suitcase.
Women's Stan Smith Shoes
 
Michelle Strawcutter profile picture
If your trip involves trails, hills, or rugged terrain, these Speedcross trail runners are a solid bet. They’ve got serious grip and support while still being lightweight enough to pack easily.
Speedcross 6 - Women's Trail Running Shoes

Flip Flops

Not all flip flops are created equal—and these pairs are proof. Whether you need something easy to slip on at the pool, comfy enough for a beach walk, or supportive enough for a full day on deck, these travel-ready picks combine comfort with cute. Gr...

 
Michelle Strawcutter profile picture
If you're looking for a flip flop that doesn’t leave your feet aching, HOKA has your back—err, soles. These are super cushioned with arch support, making them a dreamy choice for pool days or casual strolls around town.
Hoka Sandals For Women
 
Michelle Strawcutter profile picture
This sporty pair looks like it was made for airport dashes, cruise deck lounging, or slipping on after a long excursion. They’re lightweight, supportive, and way more forgiving than your average drugstore flip flop.
Women's Sandals & Flip Flops
 
Michelle Strawcutter profile picture
Birkenstocks are legendary in the travel world, and this rose gold version is both practical and pretty. The molded footbed is a lifesaver for tired feet, and the slip-on style makes them perfect for cruising, beach resorts, or hotel breakfast runs.
Shop Birkenstock Sandals Women's Styles for Comfort & Support
 
Michelle Strawcutter profile picture
Known for their shock-absorbing foam and incredible arch support, OOFOS are a cult favorite for recovery—and perfect for tired feet after long port days.
Women's Recovery Sandals
 
Michelle Strawcutter profile picture
These are super lightweight, quick-drying, and ideal for beachy destinations or just walking around the cruise ship. The squishy footbed molds to your feet over time.
Mush II Flip-Flop
 
Michelle Strawcutter profile picture
Forget everything you think about Crocs—these are sleek, sporty, and ridiculously comfy. They’re great for water excursions and dry fast after the pool or beach.
Lightweight Shoes & Sandals | Crocs Literide
 
Michelle Strawcutter profile picture
With built-in orthotic support, these are a game-changer for travelers who need structure and stability in a flip flop. Great for walking longer distances without pain.
Tide RX Recovery Sandal
 
Michelle Strawcutter profile picture
These have a cushioned footbed and subtle arch support that make them perfect for sightseeing, not just slipping around the pool.
IQUSHION Adjustable Buckle Leather Sliders
 
Michelle Strawcutter profile picture
These have the classic flip flop look but with a soft, cushy sole and durable straps that won’t rub. Great for casual days or tropical ports.
Women's Reef Cushion Breeze Sandals in Black/Black | REEF®
 
Michelle Strawcutter profile picture
A more stylish take on the beach flip flop, these are perfect if you want something cute but still practical for packing light and staying comfy.
You sandals