The Best Waterproof Shoes for Men Will Keep Your Drip Dry (2024)

The NYC boot of choice happens to be waterproof. It's a classic work boot style that pulls its weight when the weather gets bad and excels in style when you need a good platform for your outfit. It was one of the first boots to claim a waterproof design thanks to the cemented construction. Over half a century since its introduction, that iconic suede nubuck still holds up.

Waterproof, breathable, and some of the best cushioning around, these vivid shoes will beat the rainy blues.

Crunchy hikers have been backpacking through trails in these shoes for decades, pushing the waterproof hiking shoes to reach verified classic status. Pair 'em with some swishy convertible pants and a lightweight puffer or just some good jeans and your favorite hoodie.

You might call this an ugly duckling. But beauty is in the eye of the shoe wearer and the Bean boot is a verified classic that'll swim through deep puddles thanks to the waterproof rubber and water-resistant leather uppers. It's the kind of shoe that feels at home with a pair of thick corduroy pants and a flannel shirt, but can easily slip into a dressier look.

What more can we say about Blundstones that we haven't already? They're waterproof, they're comfortable, and they look good with any outfit.

The trails won't know what hit 'em.

When you need to suit up, these dress shoes are ready to nab you that promotion and keep you dry.

When the water you're worried about comes in a frozen state, you'll want to slip on these rugged snow boots. They feature an impenetrable rubber upper and ice-grabbing Vibram soles to ensure you stay dry and stay and upright.

Don't worry—your tried-and-true skate shoes come in a weatherproof version (so you can obviously keep doing kick flips in the rain).

Made for gardening, worn for style.

Red Wing's moc toe boots are a perennial best seller that's even better with waterproofing.

Originally introduced in the 1970s, Danner's Mountain Light remains as cool as ever. The heavy-duty lugged outsoles are perfect for trekking any terrain, whether it's a gravely mountainside or on 5th avenue. And the Gore-tex lining gives these boots gold-standard waterproofness and breathability.

When it comes to rain boots, Hunter should be the first to come to mind.

This handsome boot definitely has a sweet cabin up north energy.

Waterproof leather boots like these are dressy enough to pair with a suit, but rugged enough to take on some hardy canvas work pants.

Bottega's infamous Puddle boots splashed onto the fashion scene a few seasons back. Now, this shearling-lined version will get you through a bitter winter with the warm fuzzies.

If you somehow can't bear to be ripped away from your favorite non-waterproof shoes, you can at least give them their own rain coat.

Canadian retailer Haven's collab with Converse is one of the best iterations on the ubiquitous sneaker out there. This high top version comes with Gore-tex so hardcore Converse fans (aka Devin Booker) can opt for their favorite kicks even in inclement weather.

Your torso gets a puffer jacket in winter. Why not your feet?

Yes, you can film TikTok videos in the shower with these shoes.