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.
Related: Waterproof Walking Shoes for Women
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.
Rockport Trail Technique Waterproof Oxford Walking Shoe
These shoes are both city-appropriate and sturdy enough for outdoor activities.
To buy: amazon.com, from $55
Cole Haan Men’s Lockridge Waterproof Moc Toe Boot
These brown leather boots have superbly sealed seams to keep your feet dry in any conditions, while the lugged rubber outsole is designed for maximum grip.
To buy: colehaan.com, $120 (originally $350)
Chrome Storm 415 Work Boot in Amber
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
Sorel Madison Wingtip Lace Shoe
These oxford-inspired shoes have a full-grain leather upper and a molded rubber rand for extra protection from the elements.
To buy: zappos.com, $113 (originally $160)
Converse Jack Purcell Mid Boot Leather High-top
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, $85
Ahnu Men's Clay Slip On Loafer
This elegant loafer provides extra shock absorption as well as heel and arch support so you can roam the streets of your favorite city looking dapper and comfortable.
To buy: 6pm.com, $71 (originally $130)
Keen Citizen Keen Low Waterproof Shoes
Keen has created the perfect casual shoe that will keep your feet protected from the elements whether you’re hiking through the jungle or walking down the sidewalk.
To buy: zappos.com, $120
UGG Leighton Waterproof Chukka Boots
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
Helly Hansen Rakke Waterproof Lace-up Sneakers
These cool kicks were definitely made for walking and showing off.
To buy: lordandtaylor.com, $110
Teva Arrowood Lux Mid Waterproof Boot
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
Adidas Terrex Agravic GTX Shoes
Hit the trails with Adidas’ cool outdoor shoes with a waterproof Gore-Tex membrane.
To buy: adidas.com, $165
