Shoes

For style and comfort all season long, the Ventura Sandal is the shoe to reach for. Designed to win you over, it features a cozy cushioned footbed and a molded Wave-Siping™ sole that ensures secure footing in wet or dry conditions. With this shoe,...

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...

A sporty take on our iconic boat shoe, the Billfish 3-Eye will accompany you on all of life’s adventures. Combining full-grain leather, moccasin stitching, 360° Lacing™, a molded Wave-Siping™ outsole and a removable insole, this shoe promises comfort and sure footing with every step....

Handcrafted by masters of their craft using the highest attention to detail, the Made in Maine Authentic Original™ 2-Eye Boat Shoe represents the pinnacle of luxury. Wave-Siping™ technnology provides grip on wet and dry surfaces and 360° Lacing™ ensures a custom fit. Crafted with...

A classic CVO silhouette with a lace-less twist, the Helm Slip-On delivers refreshed styling and crafted details for a shoe that’s as timeless as it is comfortable. Its high-quality twill upper is paired with a vulcanized rubber sole featuring our famous Wave-Siping™ technology for...

Destined to become your favorite warm weather shoe, make sure the Ventura Sandal is part of your wardrobe. Its cushioned footbed ensures ultimate comfort while its quick on and off design delivers ease of wear. Plus, with its molded Wave-Siping™ sole, you can be...

With added comfort and durability, plus a rounder shape for a casual vibe, the Mako 2-Eye is a reworked version of our iconic boat shoe. Crafted with a premium leather upper, handsewn moccasin construction, copper eyelets, our signature 360° Lacing™ and a razor-cut Wave-Siping™...

Our original boat shoe, handcrafted with luxurious materials and unrivalled attention to detail. The Gold Cup Authentic Original 2-Eye Boat Shoe represents the pinnacle of a tradition stretching back nine decades. Crafted from premium nubuck leather with lambskin lining, these boat shoes feature our...

Our Headsail Sneaker is perfect for all day adventures at sea. Made with quick-drying materials, they’re water-friendly and have drainage ports for quick-drying convenience. Plus, a molded EVA footbed provides extra cushioning and shock absorption for those crashing waves. These sport sneakers feature our...

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...

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 nubuck leather upper with traditional moccasin construction. As always, these boat shoes feature...

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...

Our iconic Authentic Original™ Boat Shoe has defined coastal style for generations. Here, the legendary silhouette is crafted from premium leather in smart shades, with traditional moccasin construction, an adjustable 360° Lacing System™ and our signature razor-cut Wave-Siping™ outsole for superior traction. With their...

Meticulously crafted to the Gold Cup standard, the men’s Cambridge Penny Loafer features moccasin hand-stitching, premium leather uppers and a lambskin lining and insole for a refined touch, durability and ultimate comfort. Dressed up or down, this luxurious shoe will effortlessly elevate your look...

Designed using the supplest leather and the finest moccasin stitching, the Gold Cup™ Harpswell 2-Eye Driver Loafer sets you on the road in elevated style. Built to last, this testament to craftsmanship gets even better over time. Wave-Siping™ and 360° Lacing™ ensure ultimate comfort...

Weather-ready and effortlessly timeless, the Drake duck boot draws from classic Northeastern, sea-inspired design. Blending modern ease with heritage style, This waterproof lace-up features a removable insole for comfort and a molded Wave-Siping™ outsole for confident traction. Versatile enough for everyday wear and adventurous...

Step out in modern, sporty style with the men’s Harpoon Crush Slip-On. Built for comfort, it features a breathable mesh upper with 360° Lacing™, and a lightweight OrthoLite® insole that delivers long-term cushioning, fit and performance. This casual shoe easily completes all your laid-back...

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...

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...

Handcrafted by masters of their craft using the highest attention to detail, the Made in Maine Authentic Original™ 2-Eye Boat Shoe represents the pinnacle of luxury. Wave-Siping™ technnology provides grip on wet and dry surfaces and 360° Lacing™ ensures a custom fit. Crafted with...

Some shoes follow trends. This one started them. The CVO Reissue Lace-Up is a faithful recreation of Paul Sperry's iconic Circular Vamp Oxford — originally designed in the 1935s and still turning heads today. Built on a canvas upper with a memory foam lining,...

An everyday slip-on with a duck boot aesthetic, the Smythe Chukka by Sperry seamlessly blends casual style with reliable performance. Built with an Adaptive Wave-Siping™ outsole for a slip-free grip on wet or dry surfaces and an EVA cushioning insole for elevated comfort, this...

Specially, formulated to provide the ultimate level of breathable protection. It protects against water, dirt and stains by keeping these elements on the surface where they can be easily wiped away. DIRECTIONS: Shake well before use. Check color fastness before applying. Footwear must have...

A classic style icon is raised to the gold standard in this Gold Cup™ CVO Lace-Up. Made from the supplest leather using masterful craftsmanship, and featuring Wave-Siping™ for a solid grip and a removable insole for ultimate comfort, Sperry’s beloved sneaker silhouette is poised...

Some shoes follow trends. This one started them. The CVO Reissue Lace-Up is a faithful recreation of Paul Sperry's iconic Circular Vamp Oxford — originally designed in the 1935s and still turning heads today. Built on a canvas upper with a memory foam lining,...

Destined to become your favorite warm weather shoe, make sure the Ventura Sandal is part of your wardrobe. Its cushioned footbed ensures ultimate comfort while its quick on and off design delivers ease of wear. Plus, with its molded Wave-Siping™ sole, you can be...

Perfect for days at sea or behind the wheel, the Wave Driver Venetian Loafer is part boat shoe, part driving shoe. A handsewn leather upper and molded Wave-Siping™ outsole give it a refined look with a practical touch. Dress it down with chinos and...

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...