The Best Waterproof Walking Shoes for Men

Courtesy of the Retailers

Trips can be planned out far in advance, booking a flight for a year from now and scheduling excursions, dinner reservations, and the like. But when it comes to weather, the only way we can truly plan ahead is to prepare for the worst.

A tried-and-true traveler wouldn’t let a little precipitation — a refreshing tropical shower on your Mexican beach getaway or a summer storm along the Mediterranean coast — dictate his vacation choices. Plus, the rainy season is a great time to find deals on hotel stays.

This is where packing a sturdy pair of waterproof walking shoes will come in handy. Of course, all the main tenets of good footwear are key here: a cushioned footbed, a padded collar, but looks matter, too. Leather and canvas can be treated with water-resistant chemicals so you can find a cool pair of casual kicks that don’t look like you’re about to hike the Pacific Crest Trail.

Here, we rounded up the most comfortable and versatile waterproof footwear to bring along on your next trip when the forecast looks like rain.

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Each product we feature has been independently selected and reviewed by our editorial team. If you make a purchase using the links included, we may earn commission.

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Cole Haan Men's Zerogrand All-terrain Waterproof Sneaker

Courtesy of Cole Haan

These blue leather sneakers have superbly sealed seams to keep your feet dry in any condition, while the lugged rubber outsole is designed for maximum grip.

To buy: colehaan.com, $250

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Chrome Storm 415 Work Boot in Amber

Courtesy of Zappos

This may be a “work boot,” but it has all the features of an athletic shoe — it’s well-cushioned, impact-resistant, and has a breathable” upper.

To buy: zappos.com, $150

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Johnston & Murphy XC4 Prentiss Plain Toe Sneaker

Courtesy of Johnston & Murphy

Leave it to Johnston & Murphy to make a sleek,wear-anywhere sneaker that can stand up to the elements. There's a knit version of this style that's fully waterproofed, as well.

To buy: johnstonmurphy.com, $169

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Nike Men's Nike Free RN 2018 Shield Water-repellent Sneaker

Courtesy of Nike

Everything you love about a Nike sneaker, but waterproof.

To buy: nike.com, $94 (originally $110)

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Plae 'Abra' Waterproof Sneaker

Courtesy of Nordstrom

A cushioned footbed with arch support makes these leather kicks super walkable. Plus, the modern lacing system is a breeze to use during airport security.

To buy: nordstrom.com, $180

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Olukai 'Moloa' Water-resistant Slip-on

Courtesy of Nordstrom

This elegant loafer provides an anatomical footbed so you can roam the streets of your favorite city looking dapper and feeling comfortable.

To buy: nordstrom.com, $120

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UGG Leighton Waterproof Chukka Boots

Courtesy of Zappos

You know you can count on UGG to create a stylish and versatile shoe that can be dressed up or down.

To buy: zappos.com, $170

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Rockport Trail Technique Waterproof Oxford Walking Shoe

Courtesy of Amazon

These shoes are both city-appropriate and sturdy enough for outdoor activities.

To buy: amazon.com, from $55

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Teva Arrowood Lux Mid Waterproof Boot

Courtesy of Amazon

Make no mistake — Teva’s Arrowood may have the sleek look of a sneaker but it’s as sturdy as a heavy-duty hiking boot.

To buy: amazon.com, from $49

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Converse Chuck Taylor All Star Waterproof High Top Boot

Courtesy of Converse

For travelers who love the Chuck Taylor look but want a little more practicality, this stylish high-top meets right in the middle.

To buy: nike.com, $73 (originally $120)

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Adidas Terrex Agravic XT GTX Shoes

Courtesy of Adidas

Hit the trails with Adidas’ cool outdoor shoes with a waterproof Gore-Tex membrane.

To buy: adidas.com, $200

Replay gallery

11 Men's Waterproof Walking Shoes to Pack for a Rainy Forecast

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Cole Haan Men's Zerogrand All-terrain Waterproof Sneaker