Sperry’s Most Comfortable Men’s Sandals

Our most comfortable men’s sandals are made to stand up to those non-stop summer days with soft, supportive soles.

June 12, 2019
in Style

Sandal season has arrived—our favorite time of the year to get outside again. From street fairs, to ball games, your schedule is packed with non-stop days on your feet. And that’s what we love most about summer—but you can’t do it all without a comfortable pair of sandals (or two) in tow.

Step into Sperry’s most comfortable men’s sandals below. Each features comfortable foam footbeds, lightweight designs and padded linings that can stand up to all of your favorite summer activities.

Most Comfortable Men’s Sandals

Regatta Flip Flop
Added comfort isn’t just a bonus of the Regatta—it’s what these flip flops are all about. What’s great about them? Where do we start? A sporty design. A padded lining. A comfortably contoured foam footbed. And a non-slip sole so you can slide these on and off throughout the day. All that, with the versatility of a water shoe. The Regatta’s an excellent and comfortable sandal option for a day on the boat.

Outer Banks Flip Flop
Music festival? Food festival? Bring the Outer Banks Flip Flop. With a supportive, lightweight foam midsole, you can comfortably glide through wherever the day takes you. A full-grain leather upper enables the Outer Banks to durably hold up mile after mile. Add that to our signature non-slip sole (known as Wave-Siping™), and you’ll have unbeatable traction whether you’re traipsing on a damp lawn or downtown streets.

Baitfish Flip Flops
We dialed up the comfort in these laid-back classics, inspired by our iconic Authentic Original Boat Shoe. A lightweight EVA midsole is perfect for all day underfoot comfort—which is great because we know you’ll be standing for hours flipping burgers in the backyard. Bounce from grill-master to corn hole champ without pause (except to grab another cold one). A molded rubber bottom with Sperry’s Adaptive Wave-Siping™ provides the ultimate wet-dry traction, which means extra stability on dewy grass and slick pool decks. We can’t forget the premium full grain leather uppers that allow for lasting durability.

Gold Cup Amalfi Flip Flop
If you haven’t met our Gold Cup Collection, let us introduce you. Sperry Gold Cup is built on premium comfort. So, if you’re ready for a pair of flip flops you won’t ever want to take off, boom. The Amalfi has all the Gold Cup comfort, style and construction that our customers have come to rely on. Some of the Amalfi’s stand-out features include a full-length, leather-wrapped, EVA foam footbed that molds to the foot for all-day comfort. A sophisticated sandal, the Amalfi also features hand-sewn, high quality leather and our signature non-slip outsoles.

Looking for more? Shop all our men’s sandals to find the most comfortable slides and flip flops you’ll reach for day after day this summer and beyond.

Featured Stories

Best Brown Leather Sandals for Men

Men’s leather sandals are a summer staple. Every guy needs a classic pair of brown sandals, which you can slip on all summer long.

June 7, 2019
Sperry’s Most Comfortable Women’s Sandals

Comfy, casual, any of course, cute—our most comfortable women’s sandals are made to stand up to long days on-the-go in sleek summer style.

May 30, 2019