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    • Sale
      77

      Authentic Original™ 2-Eye Lug Boat Shoe – Official Sperry

      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...
      $29.99
      $52.92
      $29.99
      Unit price
      / per 
    • Sale
      77

      Authentic Original™ Venetian Loafer – Official Site | Classic Slip-On Shoes

      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...
      $46.20
      $87.06
      $46.20
      Unit price
      / per 
    • Sale
      77

      Newman Chukka Boot II

      $35.98
      $63.71
      $35.98
      Unit price
      / per 
    • Sale
      SS

      Men's 4-Pack Boot Socks

      $9.75
      $14.61
      $9.75
      Unit price
      / per 
    • Sale
      77

      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
      $19.51
      $12.99
      Unit price
      / per 
    • Sale
      77

      Helm 2 Eye Sneaker – Official Brand Name | Product Keywords

      $27.49
      $45.77
      $27.49
      Unit price
      / per 
    • Sale
      77

      Sperry x Todd Snyder x Mister Rogers' Neighborhood CVO Sneaker Reissue

      Inspired by Mister Rogers’ enduring warmth and approachability to American style, the Sperry x Todd Snyder x Mister Rogers Neighborhood collaboration reimagines Top-Siders through a nostalgic lens. First introduced in 1935 and made iconic by figures like Mister Rogers, the 70s re-issue CVO comes...
      $48.00
      $88.73
      $48.00
      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
      $322.37
      $110.60
      Unit price
      / per 
    • Sale
      77

      Authentic Original™ 2-Eye Lug Boat Shoe – Official Sperry

      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...
      $29.99
      $53.32
      $29.99
      Unit price
      / per 
    • Sale
      3.53.5

      Gold Cup™ Authentic Original™ 2-Eye Boat Shoe

      The Gold Cup Authentic Original™ 2-Eye Boat Shoe was created for those who cherish the finer things in life. Uniting premium leather with our signature 360° Lacing System™ and our famous razor-cut Wave-Siping™ outsole, the result is a shoe that gets better with time...
      $68.25
      $138.09
      $68.25
      Unit price
      / per 
    • Sale
      3.53.5

      Davenport Venetian Driver

      Slip into a timeless classic style with the Davenport Venetian Loafer. Flaunting unlined full-grain leather upper, a podded rubber outsole, and Adaptive Wave-Siping™ technologies, you can stay comfortable, grounded, and stylish all day long. Our signature loafer silhouette.
      $44.98
      $82.85
      $44.98
      Unit price
      / per 
    • Sale
      77

      Gold Cup™ Authentic Original™ 2-Eye Boat Shoe – Classic Men's Leather Boat Shoes

      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 pebble leather with lambskin lining, these boat shoes feature our...
      $68.25
      $138.74
      $68.25
      Unit price
      / per 
    • Sale
      77

      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
      $117.70
      $57.75
      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,...
      $40.50
      $73.92
      $40.50
      Unit price
      / per 
    • Sale
      77

      Billfish™ 3-Eye Boat Shoe – Classic Nautical Style & Comfort

      A sporty, modern take on our iconic boat shoe, the Billfish is equipped to handle everything life–and the sea–throws at you. These reimagined boat shoes are made with luxurious nubuck, mesh panelling and our classic moccasin stitching, with a full-length cushioned midsole and a...
      $35.98
      $64.13
      $35.98
      Unit price
      / per 
    • Sale
      77

      Helm 2 Eye Sneaker – Official Brand Name | Product Keywords

      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
      $74.32
      $40.50
      Unit price
      / per 
    • Sale
      77

      Harpoon 3-Eye Boat Shoe

      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...
      $21.99
      $36.55
      $21.99
      Unit price
      / per 
    • Sale
      77

      Authentic Original™ Cloud Boat Shoe

      Let your shoes make a statement of your great taste and impeccable standards with this Cloud Authentic Original™ Lux Boat Shoe. Crafted from exquisitely unique materials, and with Sperry’s signature comfort features including EVA cushioning, 360° Lacing™ and a razor-cut Wave-Siping™ sole, this high-end...
      $27.49
      $45.91
      $27.49
      Unit price
      / per 
    • Sale
      77

      Maritime Sneaker – Official Site | Shop Now

      $27.49
      $45.62
      $27.49
      Unit price
      / per 
    • Sale
      77

      CVO Sneaker Reissue – Official Site

      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
      $75.33
      $40.50
      Unit price
      / per 
    • Sale
      77

      Dipsail Mesh 3 Eye Boat Sneaker – Official Site

      $27.49
      $45.63
      $27.49
      Unit price
      / per 
    • Sale
      77

      Gold Cup™ Authentic Original™ 1-Eye Boat Shoe – Classic Men's Leather Boat Shoe

      $60.00
      $110.40
      $60.00
      Unit price
      / per 
    • Sale
      3.53.5

      Porto Flip Flop

      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.
      $8.44
      $12.84
      $8.44
      Unit price
      / per 
    • Sale
      77

      Helm 2 Eye Sneaker – Official Brand Name | Product Keywords

      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
      $74.76
      $40.50
      Unit price
      / per 
    • Sale
      77

      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
      $87.55
      $46.20
      Unit price
      / per 
    • Sale
      77

      Sperry x Todd Snyder x Mister Rogers' Neighborhood CVO Sneaker Reissue – Official Sperry Collaboration

      Inspired by Mister Rogers’ enduring warmth and approachability to American style, the Sperry x Todd Snyder x Mister Rogers Neighborhood collaboration reimagines Top-Siders through a nostalgic lens. First introduced in 1935 and made iconic by figures like Mister Rogers, the 70s re-issue CVO comes...
      $48.00
      $87.61
      $48.00
      Unit price
      / per 
    • Sale
      77

      CVO Helm Sneaker – Official Brand

      $21.99
      $36.71
      $21.99
      Unit price
      / per 
    • Sale
      77

      Authentic Original™ 2-Eye Woven Boat Shoe – Sperry

      Our classic boater serves up a fashionable twist in this ladies' Authentic Original™ 2-Eye Woven Boat Shoe. 360° Lacing™ provides an adjustable fit, while a Wave-Siping™ outsole makes it anti-slip. Its moccasin-stitched premium leather upper features woven leatherwork for eye-catching texture and breathability, making...
      $36.00
      $64.73
      $36.00
      Unit price
      / per 
    • Sale
      77

      Ripple Resort Boat Shoe – Official Site | Comfortable & Stylish

      $32.49
      $57.21
      $32.49
      Unit price
      / per 
    • Sale
      3.53.5

      Sea Kite Sport Moc Boat Shoe – Official Site | Men's & Women's Water Shoes

      Our original leather boat shoe meets our performance water sneaker. The Sea Kite Moc is durable, reliable, and always ready to set sail. Its molded EVA midsole minimizes the impact of the sea and a non-marking rubber outsole with Adaptive Wave Siping™ technology enhances...
      $45.00
      $82.06
      $45.00
      Unit price
      / per 
    Showing 1 -30 of 216 total
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