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      3.53.5

      Wave Venetian Driver

      Perfect for days behind the wheel and days at sea alike, the Wavedriver is part boat shoe, part driving shoe. A handsewn leather upper, podded rubber outsole and molded Wave-Siping™ technology gives these a refined look with a touch of practical utility. Pair them...
      $32.48
      $57.56
      $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...
      $75.20
      $159.34
      $75.20
      Unit price
      / per 
    • Sale
      77

      Drake Boot

      $52.00
      $95.25
      $52.00
      Unit price
      / per 
    • Sale
      77

      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
      $57.68
      $32.48
      Unit price
      / per 
    • Sale
      77

      Drake 6" 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...
      $52.00
      $97.35
      $52.00
      Unit price
      / per 
    • Sale
      77

      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
      $87.92
      $46.20
      Unit price
      / per 
    • Sale
      77

      Flow Sandal

      The perfect companion for stepping out on all your adventures, the Flow Sandal 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...
      $9.74
      $14.75
      $9.74
      Unit price
      / per 
    • Sale
      77

      Flow Sandal

      The perfect companion for stepping out on all your adventures, the Flow Sandal 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...
      $9.74
      $14.30
      $9.74
      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
      $48.90
      $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
      $138.67
      $68.25
      Unit price
      / per 
    • Sale
      BlueS

      Men's 4-Pack Boot Socks

      $9.75
      $14.30
      $9.75
      Unit price
      / per 
    • Sale
      77

      CVO Max Sneaker – Official Brand Collection

      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
      $86.88
      $46.20
      Unit price
      / per 
    • Sale
      3.53.5

      Gold Cup™ Authentic Original™ 2-Eye Boat Shoe

      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 suede leather with lambskin lining, these boat shoes feature our...
      $68.25
      $139.38
      $68.25
      Unit price
      / per 
    • Sale
      77

      Drake 3-Eye Duck Boot – Official Site

      $52.00
      $96.54
      $52.00
      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
      $88.32
      $48.00
      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
      $6.78
      $4.54
      Unit price
      / per 
    • Sale
      77

      Ventura Sandal

      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,...
      $12.99
      $19.09
      $12.99
      Unit price
      / per 
    • Sale
      77

      Gold Cup™ Billfish Boat Shoe

      Crafted to an exacting standard using premium materials, the Gold Cup Billfish Plushwave is a modern, elevated take on our iconic boat shoe. Featuring the supplest leather and our finest moccasin stitching, this shoe is built not only to last but to get better...
      $27.49
      $45.52
      $27.49
      Unit price
      / per 
    • Sale
      77

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

      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...
      $50.00
      $92.42
      $50.00
      Unit price
      / per 
    • Sale
      3.53.5

      Gold Cup™ Authentic Original™ 2-Eye Boat Shoe

      Experience the finest expression of Sperry craftsmanship with the Gold Cup™ Authentic Original™ 2-Eye Boat Shoe. Handcrafted for men who appreciate exceptional quality, this iconic silhouette is elevated with luxurious materials, including premium full-grain leather in a versatile navy finish and a supple lambskin...
      $68.25
      $137.37
      $68.25
      Unit price
      / per 
    • Sale
      77

      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
      $91.72
      $50.00
      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
      $52.90
      $29.99
      Unit price
      / per 
    • Sale
      7Oak

      Authentic Original™ 3-Eye Boat Shoe – Official Site | Classic Style & Premium Comfort

      For those who value a classic aesthetic, the men’s Authentic Original™ 3-Eye boat shoe adds enduring style to any look. Upholding 90 years of Sperry heritage, it’s crafted with a smooth leather upper, traditional moccasin stitching, 360° Lacing™, and a razor-cut Wave-Siping™ outsole for...
      $48.00
      $88.06
      $48.00
      Unit price
      / per 
    • Sale
      3.53.5

      Surveyor 2-Eye Boat Shoe – Official Site | Classic Two-Eyelet Nautical Footwear

      A classic and clean boat shoe, made a tad more supportive, sporty and breathable thanks to mesh side panels. Rich genuine leather uppers with rust-proof eyelets and our 360° Lacing System™ for a customized fit. Full-length Memory Foam footbed provide all-day comfort, and non-marking...
      $46.20
      $87.65
      $46.20
      Unit price
      / per 
    • Sale
      77

      Drake 3-Eye Duck Boot – Official Site

      Blending classic Northeastern styling with modern performance, the Drake 3-Eye reimagines a timeless silhouette. This waterproof lace-up delivers dependable comfort, warmth, and superior traction with its removable insole, thermal insulation, and molded Wave-Siping™ outsole. Built for versatility and an adventurous spirit, make it your...
      $48.00
      $88.74
      $48.00
      Unit price
      / per 
    • Sale
      3.53.5

      Davenport Venetian Driver

      Slip into timeless style with the Davenport Venetian Loafer, a versatile driver designed for effortless comfort and everyday sophistication. Crafted from premium, unlined full-grain leather, this classic men’s slip-on offers a lightweight feel that molds naturally to your foot for lasting comfort. From casual...
      $44.98
      $83.14
      $44.98
      Unit price
      / per 
    • Sale
      77

      Top Sider CVO Sneaker – Official Site

      Introduced by Paul Sperry in 1935, the original canvas deck sneaker is still going strong. This Top-Sider CVO is crafted from lightweight, durable canvas, and a vulcanized rubber sole with razor-cut Wave-Siping™ technology for a solid grip on wet and dry surfaces. Dress up...
      $27.49
      $45.60
      $27.49
      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...
      $9.75
      $14.36
      $9.75
      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
      $138.53
      $68.25
      Unit price
      / per 
    • Sale
      77

      Authentic Original™ 2-Eye Cross Lace Boat Shoe – Sperry

      $32.48
      $57.17
      $32.48
      Unit price
      / per 
    Showing 151 -180 of 260 total
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