Men
-
Authentic Original™ 1-Eye Boat Shoe – Official Site | Classic Style
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...- $48.00
$88.16- $48.00
- Unit price
- per
-
Gold Cup™ Cambridge Penny Loafer – Classic Ivy Style Leather Slip-On Shoes
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...- $68.25
$137.73- $68.25
- Unit price
- per
-
Gold Cup™ Harpswell 2-Eye Driver
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...- $68.25
$140.38- $68.25
- Unit price
- per
-
Drake Boot
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...- $52.50
$105.23- $52.50
- Unit price
- per
-
Men's 3-Pack Crew Socks
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...- $4.54
$6.78- $4.54
- Unit price
- per
-
Harpoon Crush Venetian Sport Loafer – Official Site
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...- $40.50
$75.19- $40.50
- Unit price
- per
-
Men's 3-Pack Arch Support Socks
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...- $4.54
$6.69- $4.54
- Unit price
- per
-
Authentic Original™ 2-Eye Boat Shoe – Official Site | Classic Style & Premium Comfort
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...- $29.99
$52.91- $29.99
- Unit price
- per
-
Authentic Original™ 2-Eye Boat Shoe – Official Site | Classic Style & Premium Comfort
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...- $46.20
$88.00- $46.20
- Unit price
- per
-
Authentic Original™ Made in Maine 2-Eye Boat Shoe
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...- $110.60
$321.14- $110.60
- Unit price
- per
-
CVO Sneaker Reissue
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,...- $40.50
$73.86- $40.50
- Unit price
- per
-
Smythe Duck Chukka Slip-On
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...- $32.48
$57.45- $32.48
- Unit price
- per
-
Rain & Stain Shoe Care – Official Site | Shoe Protection & Water Repellent
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...- $7.80
$11.59- $7.80
- Unit price
- per
-
Gold Cup™ CVO Sneaker – Official Brand Name & Product Keywords
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...- $57.75
$118.58- $57.75
- Unit price
- per
-
CVO Sneaker Reissue
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,...- $40.50
$74.36- $40.50
- Unit price
- per
-
Men's 3-Pack Arch Support Socks
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...- $4.54
$6.73- $4.54
- Unit price
- per
-
CVO Helm Sneaker – Official Brand
- $21.99
$36.60- $21.99
- Unit price
- per
-
Ventura Sandal
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...- $12.99
$19.39- $12.99
- Unit price
- per
-
Newman Chukka Boot II – Official Site | Brand Name
- $35.98
$64.96- $35.98
- Unit price
- per
-
Men's 3-Pack Crew Socks
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...- $4.54
$6.68- $4.54
- Unit price
- per
-
Wave Venetian Driver
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...- $46.20
$87.91- $46.20
- Unit price
- per
-
Sperry x Mifland 3-Eye Mini Lug – Official Sperry Collaboration
The 3-Eye Mini Lug is made to be lived in — and to show it. Starting with natural full-grain vegetable-tanned Vachetta leather, each pair is then hand-painted by our makers, meaning the paint splatter you see is never planned, never duplicated, and never the...- $52.00
$97.22- $52.00
- Unit price
- per
-
Fenway Pull-on Chelsea Boots – Official Site | Shop Now
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...- $33.59
$60.73- $33.59
- Unit price
- per
-
Classic CVO Sneaker
Developed in the 1930s by Paul Sperry, the Classic CVO was the first non-slip deck shoe, thanks to our now iconic razor-cut Wave-Siping™ sole. Crafted with a durable canvas or woven upper, a vulcanized rubber midsole, and a cushioned insole, this easy-going, timeless lace-up...- $27.49
$45.81- $27.49
- Unit price
- per
-
Strake 2 Eye
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...- $50.00
$93.01- $50.00
- Unit price
- per
-
Strake 2 Eye Boat Shoe Sneaker – Official Site
Crafted from high-quality leather, the mens' Strake 2-Eye 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 and a...- $33.60
$60.66- $33.60
- Unit price
- per
-
Authentic Original™ 2-Eye Cross Lace Boat Shoe – Sperry
The classic silhouette you know and love gets an update with convenience in mind in this men’s Authentic Original™ 2-Eye Cross Lace Boat Shoe. EVA cushioning delivers comfort, a Wave-Siping™ outsole ensures a secure foothold, and crossed laces and hidden gore construction provide easy...- $32.48
$57.35- $32.48
- Unit price
- per
-
Strake 2 Eye
Crafted from high-quality leather, the mens' Strake 2-Eye 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 and a...- $50.00
$91.37- $50.00
- Unit price
- per
-
Drake 6" Thinsulate™ Duck Boot
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...- $56.00
$102.34- $56.00
- Unit price
- per
-
Flow Slide Sandal
The perfect companion for stepping out on all your adventures, the Flow Slide will level up your flip flop game. Its EVA sole and flocked synthetic rubber upper make it easy to wear and incredibly comfortable. Slip into this sporty sandal to complete all...- $12.99
$19.40- $12.99
- Unit price
- per





























