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      4.54.5

      Classic CVO Sneaker | Official Brand

      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
      $45.79
      $27.49
      Unit price
      / per 
    • Sale
      3.53.5

      Gold Cup™ Boat Shoe

      Our Gold Cup™ Boat Shoe absorbs the effects of shock by up to 30% for superior comfort. And with ultra-soft lambskin inside and 18K gold-plated eyelets outside, well—there’s your shock factor. Premium full-grain leather upper. Rawhide laces with our 360° Lacing System™ technology for...
      $68.25
      $140.22
      $68.25
      Unit price
      / per 
    • Sale
      77

      Helm 2 Eye Sneaker – Official Brand

      A boat shoe with a sneaker sensibility, the Helm 2-Eye is ready to join you on all your outings. Designed with supreme comfort and casual style in mind, this twill lace-up shoe features 360° Lacing™ for an adjustable fit and a molded Wave-Siping™ outsole...
      $40.50
      $74.37
      $40.50
      Unit price
      / per 
    • Sale
      SS

      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
      $6.72
      $4.54
      Unit price
      / per 
    • Sale
      77

      Gold Cup™ Cambridge Penny Loafer

      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
      $137.16
      $68.25
      Unit price
      / per 
    • Sale
      77

      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...
      $52.00
      $95.05
      $52.00
      Unit price
      / per 
    • Sale
      77

      Authentic Original™ 2-Eye Lug Boat Shoe – Official Site | Classic Style & Rugged Grip

      Inject rugged appeal into your wardrobe with Sperry’s Authentic Original™ 2-Eye Lug Sole Boat Shoe. Its nubuck upper features moccasin stitching and a 360° Lacing System™, while its sole features our famous Wave-Siping™ technology for secure footing in wet or dry conditions. This everyday...
      $56.00
      $102.98
      $56.00
      Unit price
      / per 
    • Sale
      77

      Orland 2-Eye Driver

      $33.60
      $60.73
      $33.60
      Unit price
      / per 
    • Sale
      SS

      Men's 3-Pack No-Show 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
      $6.77
      $4.54
      Unit price
      / per 
    • Sale
      77

      Drake 1-Eye Duck Boot – Official Site

      Stay weather-ready with the Drake 1-Eye, a modern lace-up duck shoe inspired by a timeless Northeastern aesthetic. Built for today’s adventurous lifestyle, its waterproof design features a molded Wave-Siping™ sole for reliable traction, and a removable insole for customizable comfort. Embodying sporty Sperry style,...
      $52.00
      $96.91
      $52.00
      Unit price
      / per 
    • Sale
      77

      Havasu Sport Sandal - Official Site

      Soon to become the official shoe of all your warm weather outings, the Havasu Sport Sandal is here to perform. Designed for comfort, it features an EVA cushioned insole and a molded outsole with Wave-Siping™ technology for secure footing even on wet surfaces. Paired...
      $12.99
      $19.30
      $12.99
      Unit price
      / per 
    • Sale
      77

      Helm Lace to Toe Sneaker – Official Site | Men's & Women's Footwear

      With a classic CVO silhouette, the Helm LTT Leather Sneaker delivers refreshed styling and crafted details for a shoe that’s as timeless as it is comfortable. Its high-quality leather upper is paired with a vulcanized rubber sole featuring our famous Wave-Siping™ technology for stability...
      $33.60
      $60.10
      $33.60
      Unit price
      / per 
    • Sale
      3.53.5

      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
      $336.28
      $110.60
      Unit price
      / per 
    • Sale
      77

      Como Moc Cup Sole Boat Shoe

      Add the men’s Como Moc Performance Shoe to your wardrobe for an easy, casual style update. Expertly crafted with an all-leather upper, this moccasin style features a cup sole and a memory foam insert for enhanced comfort, plus our signature 360° Lacing™ for a...
      $27.49
      $45.49
      $27.49
      Unit price
      / per 
    • Sale
      77

      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,...
      $30.00
      $53.20
      $30.00
      Unit price
      / per 
    • Sale
      3.53.5

      Authentic Original™ 2-Eye Boat Shoe – Official Site | Classic Style & Premium Comfort

      Discover the boat shoe that defined Sperry's most iconic silhouette. The Authentic Original™ 2-Eye Boat Shoe is handsewn using time-honored craftsmanship, premium smooth leather, and the heritage details that have made the brand a legend for more than 90 years. Made for men who...
      $46.20
      $87.11
      $46.20
      Unit price
      / per 
    • Sale
      Brown7

      Authentic Original™ Harbor Loafer – Official Site | Classic Boat Shoe

      Anchored in nautical tradition and crafted for days and nights spent ashore, the Authentic Original™ Harbor Penny Loafer is a smart choice for loafer lovers. Crafted from premium leather with traditional moccasin construction, these loafers bring a preppier look our iconic boat shoe silhouette....
      $46.20
      $87.47
      $46.20
      Unit price
      / per 
    • Sale
      77

      Gold Cup™ Authentic Original™ 2-Eye Woven Shoes

      Discover the Gold Cup Authentic Original™ Woven Boat Shoe to elevate your wardrobe with something completely unique. Artfully designed to the highest standard, you can see the craftsmanship that went into its exceptional leatherwork. Step into the luxury and experience the supreme comfort and...
      $56.00
      $104.43
      $56.00
      Unit price
      / per 
    • Sale
      Blue7

      CVO Helm Sneaker – Official Brand

      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...
      $38.25
      $71.19
      $38.25
      Unit price
      / per 
    • Sale
      77

      Orland 2-Eye Driver

      Get behind the wheel in comfort and confidence with the 2-Eye Orland Driver Loafer. Crafted from nubuck leather with moccasin construction, it features adjustable 360° Lacing™, a cushioning foam insole, and Sperry’s signature Wave-Siping™ sole for sure-footing on wet or dry surfaces. This casual,...
      $54.00
      $100.28
      $54.00
      Unit price
      / per 
    • Sale
      SS

      Men's 3-Pack Short 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
      $6.64
      $4.54
      Unit price
      / per 
    • Sale
      One SizeOne Size

      Sneaker Cleaner – Shoe Cleaning Kit for Sneakers, Tennis Shoes & Trainers | Premium Footwear Care

      Sperry Sneaker cleaner safely removes dirt and stains from leather, suede, nubuck, nylon and canvas sneakers to keep them looking like new. DIRECTIONS: Apply a small amount to a wet brush or cloth and scrub thoroughly. Use a clean, dry cloth to remove any...
      $7.80
      $11.55
      $7.80
      Unit price
      / per 
    • Sale
      7Brown

      Authentic Original™ 2-Eye Boat Shoe – Official Site | Classic Style & Premium Comfort

      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 suede upper with traditional moccasin construction. As always, these boat shoes feature our...
      $46.20
      $86.73
      $46.20
      Unit price
      / per 
    • Sale
      WhiteWhite

      Men's 3-Pack Short 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
      $6.95
      $4.54
      Unit price
      / per 
    • Sale
      Grey7

      CVO Helm Sneaker – Official Brand

      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...
      $38.25
      $71.38
      $38.25
      Unit price
      / per 
    • Sale
      TanTan

      Drake 1-Eye Duck Boot – Official Site

      Stay weather-ready with the Drake 1-Eye, a modern lace-up duck shoe inspired by a timeless Northeastern aesthetic. Built for today’s adventurous lifestyle, its waterproof design features a molded Wave-Siping™ sole for reliable traction, and a removable insole for customizable comfort. Embodying sporty Sperry style,...
      $48.00
      $88.45
      $48.00
      Unit price
      / per 
    • Sale
      3.53.5

      Unisex Classic CVO Sneaker

      The original canvas deck sneaker that started it all. When Paul Sperry slipped off his boat, the Sirocco, in the early 1930’s, Sperry found inspiration in the natural texture of his dog Prince’s footpads, which never seemed to slip, even on ice. Cutting patterned...
      $9.72
      $14.89
      $9.72
      Unit price
      / per 
    • Sale
      BlackBlack

      Men's 3-Pack No-Show 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...
      $8.45
      $12.37
      $8.45
      Unit price
      / per 
    • Sale
      3.53.5

      Billfish™ 3-Eye Boat Shoe

      Classic style inspired by sport vibes. Made with full-grain leather and perforated side panels, the Billfish™ 3-Eye Boat Shoe gives you the comfort and support of a sneaker with the stylings of a boat shoe.. Full-grain leather upper. . 360° Lacing System™ technology for...
      $50.00
      $92.26
      $50.00
      Unit price
      / per 
    • Sale
      77

      Orland 2-Eye Driver

      Get behind the wheel in comfort and confidence with the 2-Eye Orland Driver Loafer. Crafted from nubuck leather with moccasin construction, it features adjustable 360° Lacing™, a cushioning foam insole, and Sperry’s signature Wave-Siping™ sole for sure-footing on wet or dry surfaces. This casual,...
      $54.00
      $99.81
      $54.00
      Unit price
      / per 
    Showing 181 -210 of 260 total
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