Men

A must-have for any modern man’s wardrobe, the Fenway Pull-On ankle boot delivers classic Chelsea appeal. Pull tabs and elasticized paneling make it quick and convenient to slip on and off while water-resistance and Sperry’s signature Wave-Siping™ outsole help you face the wet or...

Crafted with a boat shoe sensibility using premium materials and the highest attention to detail, this Gold Cup™ 2-Eye Sneaker promises a look and feel that gets better with time. The finest moccasin stitching meets the supplest leather in this elevated shoe that features...

Step into comfort with the Porto sandals. These mens' sandals feature a padded thong strap for superior comfort with a cork footbed that offers natural breathability and cushioning. The rubber sole is equipped with Wave-Siping™ technology for added traction on wet surfaces.

Built to keep you comfortable from morning to night, these socks pair moisture-wicking fabric with cushioned support for all-day wear. Whether you're breaking in new boat shoes or layering up for cooler days, they add just the right touch of warmth and style. A...

Born in 1935, the CVO lace-up quickly became the official footwear of the US Navy’s casual uniform. This CVO Helm offers refreshed styling and the comfort features you’ve come to love including a removable insole and molded outsole with Wave-Siping™ technology. Featuring goes-with-everything great...

The mens' Surveyor Slip-On is a supportive, sporty take on the iconic boat shoe. Crafted from premium leather, with mesh panelling and traditional moccasin stitching construction, these slip-ons sit atop a full-length cushioned midsole, with a memory foam insole for comfort and support with...

Built to keep you comfortable from morning to night, these socks pair moisture-wicking fabric with cushioned support for all-day wear. Whether you're breaking in new boat shoes or layering up for cooler days, they add just the right touch of warmth and style. A...

Crafted from high-quality leather, the mens' Strake 2-Eye Cup Sole is a sporty take on the classic boat shoe. Its cup sole with razor-cut Wave-Siping™ technology delivers traction on wet and dry surfaces, while its memory foam insole and 360° Lacing™ provide ultimate comfort...

Perfect for days behind the wheel and days at sea alike, the Wavedriver is part boat shoe, part driving shoe. A handsewn leather upper, podded rubber outsole and molded Wave-Siping™ technology gives these a refined look with a touch of practical utility. Pair them...

Built to keep you comfortable from morning to night, these socks pair moisture-wicking fabric with cushioned support for all-day wear. Whether you're breaking in new boat shoes or layering up for cooler days, they add just the right touch of warmth and style. A...

A classic and clean boat shoe, made a tad more supportive, sporty and breathable thanks to mesh side panels. Rich genuine leather uppers with rust-proof eyelets and our 360° Lacing System™ for a customized fit. Full-length Memory Foam footbed provide all-day comfort, and non-marking...

Take to the high seas or dry land with the men’s 7 Seas Sneaker. Designed with quick-drying materials, a drainage port for water dispersal, a cushioned insole for added comfort, a 360° Lacing System™ for a custom fit, plus Sperry’s Wave-Siping™ non-marking sole for...

Slip into the men’s Authentic Original™ Venetian Heritage Loafer to experience the best in comfort and elevated casual style. Crafted from supple leather, it features EVA cushioning and our signature razor-cut Wave-Siping™ outsole for supreme comfort and confidence with every step. Wherever your day...

The men’s Harpoon Lace-Up is a modern, sporty take on our iconic boat shoe. Built for comfort, it features a breathable mixed material upper with 360° Lacing™, and a lightweight OrthoLite® insole that delivers long-term cushioning, fit and performance. This casual shoe easily completes...

The mens' Surveyor Slip-On is a supportive, sporty take on the iconic boat shoe. Crafted from premium leather, with mesh panelling and traditional moccasin stitching construction, these slip-ons sit atop a full-length cushioned midsole, with a memory foam insole for comfort and support with...

Our Authentic Original™ 2-Eye Boat Shoe has defined coastal style for generations. This iconic silhouette sets itself apart with superior craftsmanship and attention to detail in the form of a luxurious leather upper with traditional moccasin construction. As always, these boat shoes feature our...

The mens' Surveyor Slip-On is a supportive, sporty take on the iconic boat shoe. Crafted from premium leather, with mesh panelling and traditional moccasin stitching construction, these slip-ons sit atop a full-length cushioned midsole, with a memory foam insole for comfort and support with...

Our most iconic silhouette, the Authentic Original™ 2-Eye Boat Shoe stands out for its superior craftsmanship and attention to detail. It features traditional moccasin construction, 360° Lacing™ for a snug fit, EVA cushioning for ultimate comfort and our famous razor-cut Wave-Siping™ outsole for stability...

Elevate any outfit with the Gold Cup™ Cambridge Penny Loafer, a refined expression of Sperry craftsmanship. Designed with exceptional attention to detail, this timeless slip-on pairs premium leather with classic penny loafer styling for understated sophistication that complements both tailored and smart-casual looks. An...

Classic boat shoe style meets sneaker-inspired comfort in the Billfish™ 3-Eye Boat Shoe. Crafted from premium full-grain leather in a rich cognac finish with distinctive perforated side panels, this versatile men's style delivers a refined look with a sport-inspired edge. From relaxed days on...