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    Drizzle Mid Calf Rain Boot NavyDrizzle Mid Calf Rain Boot Navy
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    Drizzle Mid Calf Rain Boot Navy

    Stay dry and stylish with the ladies' Drizzle Mid Calf Rain Boot. These lightweight rain boots are crafted from rubber, for a fully-waterproof upper and feature molded Wave-Siping™ technology on the outsole, for grip in wet and dry conditions. These boots have a timeless...
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    • Navy
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    Drizzle Knee High Rain BootDrizzle Knee High Rain Boot
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    Drizzle Knee High Rain Boot

    Stay dry and stylish with the ladies' Drizzle Knee High Rain Boot. These lightweight rain boots are crafted from rubber, for a fully-waterproof upper and feature molded Wave-Siping™ technology on the outsole, for grip in wet and dry conditions. These boots have a timeless...
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    $69.99
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    • Black
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    Drizzle Chelsea Rain Boot Pine GreenDrizzle Chelsea Rain Boot Pine Green
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    Drizzle Chelsea Rain Boot Pine Green

    Stay dry and stylish with the ladies' Drizzle Chelsea Rain Boot. These lightweight rain boots are crafted from rubber, for a fully-waterproof upper and feature molded Wave-Siping™ technology on the outsole, for grip in wet and dry conditions. These boots have a sleek, timeless...
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    • Pine green
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    Dakota Mid Winter BootsDakota Mid Winter Boots
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    Dakota Mid Winter Boots

    From après-ski to jaunts around town, bear the elements in style all winter long with the ladies’ Dakota snow boot. Constructed with a waterproof leather upper, cold-rating to -20°C, and Sperry’s signature Wave-Siping™ for secure footing, this mid-shaft performance boot will keep you warm...
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    • Light brown
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    Boat Shoes

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    • New Sale
      Gcao2eywoven Tan Men's LeatherGcao2eywoven Tan Men's Leather
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      Gcao2eywoven Tan Men's Leather

      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...
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      $167.50
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      • Tan
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      Prescott Boat Shoe AmarettoPrescott Boat Shoe Amaretto
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      Prescott Boat Shoe Amaretto

      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...
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      • Amaretto
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      Authentic Original™ 2-Eye Boat Shoe Light PurpleAuthentic Original™ 2-Eye Boat Shoe Light Purple
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      Authentic Original™ 2-Eye Boat Shoe Light Purple

      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 leather upper with traditional moccasin construction. As always, these boat shoes feature...
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      • Light Purple
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      Authentic Original™ 2 Eye Boat ShoeAuthentic Original™ 2 Eye Boat Shoe
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      Authentic Original™ 2 Eye Boat Shoe

      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...
      $26.00
      $105.00
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      • Navy
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    • New Sale
      Authentic Original™ 2-Eye Lite Boat Shoeripple Cream Men's LeatherAuthentic Original™ 2-Eye Lite Boat Shoeripple Cream Men's Leather
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      Authentic Original™ 2-Eye Lite Boat Shoeripple Cream Men's Leather

      Our classic mens' boat shoe, reimagined with a subtle twist. The Authentic Original™ 2-Eye Ripple sees our iconic boat shoe upper sitting atop a rugged rippled sole, outfitted with our signature Wave-Siping™ technology. These stylish boaters feature a upper crafted from textured leather nubuck,...
      $16.00
      $64.99
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      • Cream
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      Authentic Original™ 2-Eye Boat Shoe Other NavyAuthentic Original™ 2-Eye Boat Shoe Other Navy
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      Authentic Original™ 2-Eye Boat Shoe Other Navy

      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 leather upper with traditional moccasin construction. As always, these boat shoes feature our...
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      • Other Navy
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    • New Sale
      Authentic Original™ 2-Eye Boat Shoe White PrintAuthentic Original™ 2-Eye Boat Shoe White Print
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      Authentic Original™ 2-Eye Boat Shoe White Print

      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 upper with traditional moccasin construction. As always, these boat shoes feature our signature...
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      • White/Print
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    • New Sale
      Authentic Original™ 2-Eye Boat Shoe RedAuthentic Original™ 2-Eye Boat Shoe Red
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      Authentic Original™ 2-Eye Boat Shoe Red

      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 nubuck leather upper with traditional moccasin construction. As always, these boat shoes feature...
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      • Red
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    • New Sale
      Billfish 3-Eye Boat Shoe CharcoalBillfish 3-Eye Boat Shoe Charcoal
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      Billfish 3-Eye Boat Shoe Charcoal

      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...
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      $115.00
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      • Charcoal
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    • New Sale
      Authentic Original™ 1-Eye Boat ShoeAuthentic Original™ 1-Eye Boat Shoe
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      Authentic Original™ 1-Eye Boat Shoe

      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...
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      • Brown
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    • New Sale
      Surveyor2el Medium Beige Men's MenSurveyor2el Medium Beige Men's Men
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      Surveyor2el Medium Beige Men's Men

      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...
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      • Medium beige
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    • New Sale
      Billfish 3 Eye Boat Shoe CreamBillfish 3 Eye Boat Shoe Cream
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      Billfish 3 Eye Boat Shoe Cream

      A sporty take on our iconic boat shoe, the Billfish 3-Eye will accompany you on all of life’s adventures. Combining full-grain leather, moccasin stitching, 360° Lacing™, a molded Wave-Siping™ outsole and a removable insole, this shoe promises comfort and sure footing with every step....
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      $115.00
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      • Cream
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    • New Sale
      Newton 3 Eye Lug Boat ShoeNewton 3 Eye Lug Boat Shoe
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      Newton 3 Eye Lug Boat Shoe

      Add an extra dose of preppy style to your footwear collection with the double welt detailing and contrast rawhide lacing of the men’s Newton Authentic Original™ 3-Eye Boat Shoe. With a traction-enhancing Wave-Siping™ outsole and memory foam insole, this leather upper wardrobe essential is...
      $43.59
      $174.99
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      • Dark brown
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    • New Sale
      Mocneo Boat Shoe TaupeMocneo Boat Shoe Taupe
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      Mocneo Boat Shoe Taupe

      Our iconic, original boat shoe gets reworked in contemporary fashion. The Moc Neo features the boat shoe's instantly-recognizable silhouette and traditional moccasin construction, with a slightly higher cut. The Moc Neo is made from synthetic materials, making it lighter. Our famous 360° Lacing System™...
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      • Taupe
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    • New Sale
      Authentic Original™ 2-Eye Boat Shoe Open WhiteAuthentic Original™ 2-Eye Boat Shoe Open White
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      Authentic Original™ 2-Eye Boat Shoe Open White

      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...
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      • Open white
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    • New Sale
      Authentic Original™ 2 Eye Boat Shoe Navy 2Authentic Original™ 2 Eye Boat Shoe Navy 2
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      Authentic Original™ 2 Eye Boat Shoe Navy 2

      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...
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      • Navy
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    • New Sale
      Gold Cup™ Authentic Original™ 2-Eye Boat Shoe Other BrownGold Cup™ Authentic Original™ 2-Eye Boat Shoe Other Brown
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      Gold Cup™ Authentic Original™ 2-Eye Boat Shoe Other Brown

      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...
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      • Other brown
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      Authentic Original™ 2-Eye Boat Shoe Light GreenAuthentic Original™ 2-Eye Boat Shoe Light Green
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      Authentic Original™ 2-Eye Boat Shoe Light Green

      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 leather upper with traditional moccasin construction. As always, these boat shoes feature...
      $12.50
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      • Light Green
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    • New Sale
      Gold Cup™ Authentic Original™ 2-Eye Boat Shoe Brown - 2Gold Cup™ Authentic Original™ 2-Eye Boat Shoe Brown - 2
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      Gold Cup™ Authentic Original™ 2-Eye Boat Shoe Brown - 2

      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...
      $40.00
      $160.50
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      • Brown
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    • New Sale
      Billfish 3 Eye Boat Shoe NavyBillfish 3 Eye Boat Shoe Navy
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      Billfish 3 Eye Boat Shoe Navy

      A sporty take on our iconic boat shoe, the Billfish 3-Eye will accompany you on all of life’s adventures. Combining full-grain leather, moccasin stitching, 360° Lacing™, a molded Wave-Siping™ outsole and a removable insole, this shoe promises comfort and sure footing with every step....
      $28.59
      $115.00
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      • Navy
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    Showing 261 -280 of 320 total
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