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Shoes to Keep You Comfortable on Your Next Tropical Getaway

Shoes to Keep You Comfortable on Your Next Tropical Getaway

Spring may be a warmer welcome to winter, but if summer feels too far away, then a quick getaway to some tropical destination may be what you’re looking for. A minibreak to someplace sunny, warm, colorful, and laidback does wonders for recharging mentally and physically. But before you throw your cares away, it’s a good idea to know the essential items you’ll need to ensure your trip is as comfortable as possible. Today we focus on footwear – different types of shoes to ensure a comfortable tropical vacation.

Any trip brings with it the promise of exciting locations to explore and with each comes different circumstances, terrains, conditions, and even dress codes. Adventures in tropical places are no exception. You may find yourself on a beach, a trail, a mountain, near waterfalls, cobbled streets, and of course, you’re going to be doing a lot of city walking while shopping and sightseeing. You may also find yourself having a more formal evening or two at a posh restaurant. Here are some kicks to help keep your feet comfy and still looking fabulous.


1. Keds Kickstart Sunnylife Tropical Print Sneakers


Shoes to Keep You Comfortable on Your Next Tropical Getaway

Start your journey in comfort with these festive and colorful canvas sneakers from Keds’ Kickstart Tropical Print line. With its fabric lining and Dreamfoam footbed, you’re sure to go from plane to immediate sightseeing in absolute ease. They make for one of the most versatile staples that can seamlessly be paired with denims, shorts, khakis, or skirts. Get them at Dillard’s.

2. Havaianas Women’s Origine Renda Tropical Espadrille

Shoes to Keep You Comfortable on Your Next Tropical GetawayAnother must-have for your tropical getaway are these espadrilles from no less than the makers of Brazil’s authentic and original flip flop. Employing the same rubber sole with the trademark rice-pattern as their iconic sandals, Havaianas adds slip-resistance to the traditional espadrille, making it ideal for both wet and dry surfaces. This affords you the confidence to go from traipsing around the city, taking on light treks through grassy spots, and even strolling lazily by the beach. And because the secret rubber recipe Havaianas uses results in marshmallow soft yet highly durable sandals, you can be sure your feet will thank you when you grab a pair at Amazon.

3. Tory Burch Kira Toe-Ring Sandals

Shoes to Keep You Comfortable on Your Next Tropical Getaway

Amp up your foray into warmer territory by stepping out in a pair of these strappy summer sandals. Imbibed with the same polished and easygoing spirit as the beloved handbag collection that inspired it, this colorful piece can be all you need to dress up your ensemble with its eye-catching graphic turn-lock logo hardware on richly grained leather. Get it at Tory Burch.

4. Gianni Bini Sharmae Tropical Print Pom Wedges

Shoes to Keep You Comfortable on Your Next Tropical GetawayTravel doesn’t have to mean ditching your heels in the name of comfort. With its padded memory foam sock and rubber outsole, these colorful and flirty wedges can take you on leisurely walks while exploring city landmarks, sampling local cuisine, or experiencing the nightlife via quaint cafes and artsy watering holes. Its platform heel make it easier on your ankles and the height more manageable. Get them at Dillard’s.

5. Rocket Dog Tropics Women’s Sandals

Shoes to Keep You Comfortable on Your Next Tropical GetawayShop in stylish comfort while on your tropical holiday wearing these wedge sandals from Rocket Dog. With a cushioned footbed, platform heel, open round-toe, and EVA wedge, it is easy on your feet yet picture perfect paired with a sundress, walking shorts, or a flowy skirt. Get it at


6. Havaianas Slim Tropical Sunset Flip Flops


Shoes to Keep You Comfortable on Your Next Tropical Getaway

No visit to a tropical paradise would be complete without a trusty pair of flip flops. And no name is more synonymous to this popular piece of footwear than Havaianas. So whether you’re lounging poolside, walking on the sand with the waves occasionally lapping at your feet, exploring the local market, or taking in city attractions, these iconic thongs are your best bet for maximum comfort. Grab a pair at Lord & Taylor.

7. Prada Embroidered Canvas Espadrilles

Shoes to Keep You Comfortable on Your Next Tropical GetawayThe classic espadrille takes on a softer, more feminine look thanks to grosgrain ankle ties that would complement a variety of ensembles from long, flowy, ruffle hem dresses to cropped pants or walking shorts. With the Prada logo embroidered in beige to match the traditional jute sole, this pair is boho chic with a statement. Get yours at Net-A-Porter.

8. Ancient Greek Sandals Schinousa Metallic Leather Sandals

Shoes to Keep You Comfortable on Your Next Tropical GetawayAdd a touch of ancient elegance to your tropical wardrobe with these striking metallic gold gladiator-style sandals. Featuring interlocking straps and an adjustable buckle closure for a secure and comfortable fit, each pair is handmade from leather using centuries-old traditional techniques. Perfect for a long ruffled dress, Bermuda shorts, or wide-legged cropped pants, get them at Net-A-Porter.

9. Adidas Superstar Suede Low-Top Sneakers


Shoes to Keep You Comfortable on Your Next Tropical GetawayYou can never go wrong with sneakers for traveling, including to tropical places. All that walking from one type of surface to another comes easy when you’ve got on a pair of these trainers. With its rubber sole, round toe, and padded insole, you can be sure-footed and comfortable every step of the way. And with a plush suede upper in bright scarlet dotted with pineapple print, you’re sure to turn heads with this pop of color ideally paired with jeans or white pants. Get them at Lord & Taylor.

10. Tommy Bahama Ivy Walk Women’s Sandals

Shoes to Keep You Comfortable on Your Next Tropical GetawayFor more dressed-up moments during your tropical getaway, this medium heel wedge is perfect for an evening of dinner and dancing. Its leather heel and ankle straps with adjustable metal buckle provide a secure fit, while the lightly padded leather insole ensures plush cushioning and comfort. The woodgrain wedge finishes the look with timeless elegance. Get it at

Be sure to stay pain and worry-free on your next tropical getaway with the right footwear for all the fun in the sand and sun you can handle. After all, it’s tough to enjoy any vacation when you and your feet are uncomfortable.


Just a disclaimer – We have partnered with these companies because we use their products and/or proudly trust and endorse them – so we do receive a commission if you make a purchase or sign up for services. Often, we are able to negotiate special discounts and/or bonuses, which we will pass on to you via our links. We often get short notice on sale items available for 24-48 hours as we will pass these savings onto you.

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