Rain boots are great, but when it comes to packing light, most pairs are just too clunky.
And while heavy precipitation would probably prevent you from spending the day at the beach, it shouldn’t ruin your vacation. The way we see it, it’s a sign to hit the trails in the nearest mountains or the cobblestone streets in the small town next to your resort and start exploring.
Related: Waterproof Walking Shoes for Men
Of course, to do that, you need to be prepared with a good pair of waterproof shoes. Thankfully, water-resistant fabrics and materials come in a large variety of stylish combinations so you don’t have to settle with an old pair of galoshes.
From flats and loafers for the urban traveler to sturdy hiking shoes and sneakers for the nature lover, comfortable waterproof options not only exist, they look good, too. We rounded up chic pairs of footwear that will keep your feet dry and your itinerary on track — rain or shine.
Oka-B Taylor Waterproof Flats
These lightweight, ergonomic shoes have a simple design and are 100% waterproof.
To buy: amazon.com, from $29
On Cloudventure
These trail running shoes were made for taking on the elements — the two-layer upper is both water-repellent and breathable, while the grippy outsole gives you traction on any terrain.
To buy: zappos.com, $150
Blondo Becca Waterproof Flat
This round-toe, leather ballet flat is a super versatile pick that will go with almost anything you pack — the waterproofing is just an added bonus.
To buy: nordstrom.com, $90
Aquatalia Ashlynn Slip-on Waterproof Sneakers
These sleek slip-ons will make your weekend strolls a lot cooler (and drier).
To buy: zappos.com, $295
Keen Terradora Mid Waterproof Shoes
Hit the trails in style with these cool Keen shoes that will keep you dry and comfortable all day long.
To buy: zappos.com, $98
Cougar Rainy Day Waterproof Slip-on Sneaker
This sporty sneaker is puddle-ready and equipped with a replaceable insole so you can customize the level of support your foot needs. It also comes in a range of bright and neutral colors.
To buy: nordstrom.com, $60
Naturalizer Dawson Waterproof Boot
Arch support, a low block heel, and a fully waterproof construction make this little black boot an all-around winner. It's also available with a suede upper.
To buy: zappos.com, $80
Hunter Original Penny Loafer
You may think of rain boots when you hear the name Hunter, but the brand has introduced a few styles that will have you looking a little more polished.
To buy: zappos.com, $135
SeaVees 08/61 Army Issue Low Nylon Sneakers
These low-top kicks look like your everyday sneaker but have gotten an all-weather upgrade with water-resistant, expedition-grade nylon.
To buy: zappos.com, $80
Bogs Sweetpea Slip-on
Bogs has created a comfortable sole that still offers protection from underfoot moisture. The rubber upper is 100% waterproof, and they come in three muted, neutral colors.
To buy: zappos.com, $46
Teva Arrowood WP Shoes
The full-grain waterproof leather and mesh uppers will keep your feet dry from rain and puddles and the cushioned midsoles and outsoles provide exceptional comfort so you can wear these cool sneakers all day long.
To buy: zappos.com, $120
Blondo Valli Waterproof Bootie
Looking for something with a little lift? These waterproof booties by Blondo will keep you looking stylish even on the dampest of days.
To buy: nordstrom.com, $150
Sperry Angelfish Boat Shoes
The leather/fabric upper of this shoe has been treated to repel both water and stains.
To buy: macys.com, $90
