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    • Sale
      3.53.5

      Classic CVO Sneaker – Official Brand Name | Shop Now

      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...
      $27.49
      $45.97
      $27.49
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      / per 
    • Sale
      77

      Billfish™ Slip-on Loafer – Comfortable & Stylish Men's Slip-On Shoes

      The mens' Billfish Slip-On sees our iconic boat shoe reimagined with an emphasis on comfort and convenience. A sportier silhouette is crafted from premium leather, with mesh panelling for breathability, a full-length cushioned midsole for superior comfort and support, and our famous Wave-Siping™ outsole...
      $35.98
      $64.07
      $35.98
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    • Sale
      3.53.5

      Sea Kite Sport Moc Boat Shoe – Official Site | Shop Now

      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...
      $36.00
      $63.99
      $36.00
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      / 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...
      $56.00
      $103.57
      $56.00
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    • Sale
      3.53.5

      Wave Venetian Driver – Official Brand Name & Product Keywords

      Wanted: Sleek drivers only. The Wave Venetian Driver is all that and more with genuine hand-sewn construction for all day function and style.
      $46.20
      $85.85
      $46.20
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      / per 
    • Sale
      77

      Authentic Original™ 1-Eye Boat Shoe – Classic Style & Premium Comfort

      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...
      $35.98
      $64.34
      $35.98
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      / per 
    • Sale
      77

      Slim Boat Shoe – Classic Slip-On Casual Footwear

      Our iconic boat shoe has been reimagined with a slimmer, more modern silhouette. The men’s Slim Boat Shoe features all our famous detailing, including 360° Lacing™ for an adjustable fit and Wave-Siping™ outsoles for enhanced traction. Pair this flattering streamlined style with shorts on...
      $27.49
      $45.92
      $27.49
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    • 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...
      $36.00
      $64.87
      $36.00
      Unit price
      / per 
    • Sale
      77

      CVO Max Sneaker – Official Brand

      Inspired by Paul Sperry’s iconic 1970s Circular Vamp Oxford, the CVO Max carries forward the original look that won over generations. Featuring a cushioned comfort insole and the same trusted molded Wave-Siping™ outsole and classic design, it’s reimagined for today for even more comfort...
      $46.20
      $87.73
      $46.20
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    • 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
      $86.76
      $46.20
      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...
      $27.49
      $48.80
      $27.49
      Unit price
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    • Sale
      77

      Authentic Original™ 2-Eye Lite Boat Shoe – Sperry

      Crafted from high-quality textile, the ladies’ Authentic Original™ 2-Eye Lite Boat Shoe delivers a lightweight twist on our iconic leather style. Comfort features include an EVA cushioned insole, 360° Lacing™ for a custom fit, and a molded Wave-Siping™ outsole for enhanced traction. This shoe...
      $27.50
      $48.67
      $27.50
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    • Sale
      3.53.5

      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
      $87.16
      $46.20
      Unit price
      / per 
    • Sale
      77

      Coastal CVO Crush Sneaker – Official Brand

      Whether you crush down its collapsible heel for quick sprints to the dock or lace it up as a traditional sneaker for outings in town, the CVO Coastal Crush Back Lace-Up has perfected two-way wear. Comes with two pairs of laces and an elastic...
      $21.99
      $36.57
      $21.99
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    • 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
      $89.79
      $48.00
      Unit price
      / per 
    • Sale
      77

      Authentic Original™ 1-Eye Boat Shoe – Official Site | Classic Style & Premium Comfort

      Our iconic Authentic Original™ Boat Shoe has defined coastal style for generations. Here, the legendary silhouette is crafted from premium leather with traditional moccasin construction, an adjustable 360° Lacing System™, EVA cushioning and our signature razor-cut Wave-Siping™ outsole for superior traction. Wear this men’s...
      $29.99
      $53.20
      $29.99
      Unit price
      / per 
    • Sale
      77

      Billfish™ Slip-on Loafer – Official Site | Comfortable Men's Casual Shoes

      Embrace the lace-less life and step out in style with this men's Billfish Slip-On shoe. The perfect finishing touch to so many casual outfits, its leather and mixed material upper, removable insole, and molded Wave-Siping™ outsole make your comfort their mission so you can...
      $31.49
      $55.50
      $31.49
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      / per 
    • Sale
      77

      CVO Helm Sneaker – Official Site

      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
      $70.35
      $38.25
      Unit price
      / per 
    • Sale
      77

      Authentic Original™ 1-Eye Boat Shoe – Classic Men's & Women's Footwear

      Our iconic Authentic Original™ Boat Shoe has defined coastal style for generations. Here, the legendary silhouette is crafted from premium leather with traditional moccasin construction, an adjustable 360° Lacing System™, EVA cushioning and our signature razor-cut Wave-Siping™ outsole for superior traction. Wear this men’s...
      $48.00
      $89.87
      $48.00
      Unit price
      / per 
    • Sale
      3.53.5

      Wave Venetian Driver

      Wanted: Sleek drivers only. The Wave Venetian Driver is all that and more with genuine hand-sewn construction for all day function and style.
      $32.48
      $57.36
      $32.48
      Unit price
      / per 
    • Sale
      3.53.5

      Baitfish Leather Flip Flop – Men's Casual Beach Sandals

      Up your nautical summer style with the Baitfish Thong Leather sandal. Made with premium full-grain leather and rawhide accents, the EVA foam midsole provides all-day comfort for long beach days and backyard BBQs alike. Full-grain leather upper from a gold-rated tannery. EVA midsole provides...
      $30.00
      $52.93
      $30.00
      Unit price
      / per 
    • Sale
      77

      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
      $138.86
      $68.25
      Unit price
      / per 
    • Sale
      44

      Sperry x Colbo Authentic Original 2-Eye Boat Shoe

      The Sperry x Colbo Authentic Original™ 2-Eye boat shoe merges Sperry’s maritime heritage and handcrafted construction with Colbo’s dedication to artisanal craftsmanship. Designed for those who appreciate a well-loved, worn-in aesthetic, it features premium materials hand-selected by the Colbo team. Every detail is a...
      $88.00
      $186.19
      $88.00
      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.
      $50.00
      $92.71
      $50.00
      Unit price
      / per 
    • Sale
      77

      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
      $57.34
      $32.48
      Unit price
      / per 
    • Sale
      44

      Sperry x Colbo Authentic Original™ 2-Eye Boat Shoe

      The Sperry x Colbo Authentic Original™ 2-Eye boat shoe merges Sperry’s maritime heritage and handcrafted construction with Colbo’s dedication to artisanal craftsmanship. Designed for those who appreciate a well-loved, worn-in aesthetic, it features premium materials hand-selected by the Colbo team. Every detail is a...
      $88.00
      $186.35
      $88.00
      Unit price
      / per 
    • Sale
      77

      Gold Cup™ Billfish Penny Loafer

      Designed to get better with wear, the Gold Cup Billfish Penny Slip-On is built to last. Inspired by our iconic boat shoe, this sporty, casual style is crafted using premium materials and a keen attention to detail. Made from the supplest leather, our finest...
      $27.49
      $45.58
      $27.49
      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
      $48.84
      $27.49
      Unit price
      / per 
    • Sale
      77

      Dipsail Boat Sneaker – Official Site

      Whether you’re deckside in a backyard or dockside at the marina, do it in style with the Dipsail 3-Eye Boat Shoe. Featuring an advanced Wave-Siping™ sole for traction in wet or dry conditions, 360° Lacing™ for an adjustable fit and a removable insole for...
      $27.49
      $48.43
      $27.49
      Unit price
      / per 
    • Sale
      77

      Prescott Gold Cup™ Boat Shoe – Official Site

      This luxurious boat shoe brings a touch of sophistication and class to any look. Crafted to an unflinching standard, the Gold Cup Prescott Authentic Original™ features a luxe leather upper, with handstitched moccasin construction, premium metallic finishing and rawhide laces on the 360° Lacing...
      $65.60
      $137.78
      $65.60
      Unit price
      / per 
    Showing 61 -90 of 216 total
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