Men's

Men's Shoes, Sandals & Boots

Step up your shoe game with our collection of men's footwear. From iconic boat shoes and loafers to oxfords and boots, find the perfect pair for every occasion.
Authentic Original™ Cross Lace Boat Shoe
Boat Shoes
Halyard CVO Salt Washed Sneaker
Sneakers
Cold Bay Thinsulate™ Water-resistant Chukka
Boots
Leeward Penny Loafer
Loafers & Oxfords
Baitfish Leather Flip Flop
Sandals
Authentic Original™ Cross Lace Boat Shoe
Boat Shoes
Halyard CVO Salt Washed Sneaker
Sneakers
Cold Bay Thinsulate™ Water-resistant Chukka
Boots
Leeward Penny Loafer
Loafers & Oxfords
Baitfish Leather Flip Flop
Sandals
224 results
224 results

Gold Cup™ Authentic Original™ 2-Eye Woven Boat Shoe - Flat Heel, Boat Shoe

Sale price  $179.99  Regular price  $220

Surveyor 2 Eye Boat Shoes - Flat Heel, Boat Shoes

$120

Gold Cup™ Authentic Original™ 2-Eye Boat Shoe - Flat Heel, Boat Shoe

$200

Authentic Original™ 2-Eye Boat Shoe - Lug Sole, Boat Shoe

Sale price  $89.99  Regular price  $120
+5

Gold Cup™ Authentic Original™ 2-Eye Woven Boat Shoe - Flat Heel, Boat Shoe

Sale price  $179.99  Regular price  $220

Authentic Original™ 2 Eye Resort Boat Shoe - Flat Heel, Boat Shoe

Sale price  $114.99  Regular price  $150

Gold Cup™ Authentic Original™ 1 Eye Boat Shoe - Flat Heel, Boat Shoe

Sale price  $134.99  Regular price  $180

Fly Bridge Slip-on Sneakers - Flat Heel

Sale price  $74.99  Regular price  $90

Authentic Original™ 2 Eye Summer Boat Shoe - Flat Heel, Boat Shoe

Sale price  $114.99  Regular price  $150

Gold Cup™ Authentic Original™ 2-Eye Boat Shoe - Flat Heel, Boat Shoes

$200

Authentic Original™ 2-Eye Boat Shoe - Lug Sole, Boat Shoe

Sale price  $89.99  Regular price  $120
+5

Authentic Original™ 3 Eye Boat Shoe - Flat Heel, Boat Shoe

Sale price  $129.99  Regular price  $170

Authentic Original™ 3 Eye Boat Shoe - Flat Heel, Boat Shoe

Sale price  $129.99  Regular price  $170

Gold Cup™ Authentic Original™ 1 Eye Boat Shoe - Flat Heel, Boat Shoe

Sale price  $134.99  Regular price  $180

Authentic Original™ 2-Eye Boat Shoe - Lug Sole, Boat Shoe

Sale price  $89.99  Regular price  $120
+5

Authentic Original™ 2-Eye Boat Shoe - Lug Sole, Boat Shoe

Sale price  $89.99  Regular price  $120
+5

Authentic Original™ 2-Eye Boat Shoe - Lug Sole, Boat Shoe

Sale price  $89.99  Regular price  $120
+5
Long Weekend Vibes

Our Kind of Tuxedo

In honour of the long weekend, we're serving up our very own on take on the denim on denim look, with effortlessly stylish and functional footwear that's shaped generations of style.

Authentic Original™ Tassel Loafer - Flat Heel, Boat Shoe

Sale price  $129.99  Regular price  $170

Authentic Original™ Tassel Loafer - Flat Heel, Boat Shoe

Sale price  $129.99  Regular price  $170

Authentic Original™ Tassel Loafer - Flat Heel, Boat Shoe

Sale price  $129.99  Regular price  $170

Sperry x Todd Snyder Vachetta Leather Boat Shoe - Flat Heel, Boat Shoe

$300
The Gold Cup™ Collection

The Gold Cup™ Collection for Men

Marrying heritage techniques with modern day innovation, The Sperry Gold Cup™ collection sets the gold standard for easy, everyday luxury. Meticulously crafted, our signature moccasin stitching and anti-slip sole, additional elevated details and premium materials come together to deliver the very best in coastal styling and comfort. When it comes to classics - go for gold.

SPERRY TOP-SIDER MEN’S BOAT SHOES, DUCK BOOTS, LOAFERS, OXFORDS AND SNEAKERS
You have an adventurous spirit, an insatiable curiosity for exploration, and a deep appreciation for the sea; embrace classic, adventure-ready style with Sperry men's shoes. Made for the anchored optimist, Sperry Men's footwear is rooted in timeless classic style that derives from our legacy of quality craftsmanship, heritage design, and an innate connection to the water. Whether you're looking for new arrivals, luxurious boat shoes, water shoes, slippers, or prefer tried-and-true favorites, Sperry's Men's footwear encompasses styles that endure season after season and always feel modern and on-trend. Choose from iconic men's boat shoes, weather-ready chukkas, best-selling sneakers, classic penny loafers, and more. Sperry's men's shoes are made for every occasion, from a vacation by the water to a day at the office, and everywhere in between. Whatever your style, and whatever the occasion, you'll be ready to step towards all that's possible in Sperry Men's shoes.