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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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    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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    $79.99
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    • Light brown
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    Boat Shoes

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    • New Sale
      Authentic Original™ Mule CreamAuthentic Original™ Mule Cream
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      Authentic Original™ Mule Cream

      The ladies' Authentic Original™ Mule Boat Shoe brings a convenient twist to our iconic silhouette. Crafted from premium leather with traditional moccasin stitching, its upper sits atop an EVA cushioned sole with a razor-cut Wave-Siping™ outsole for traction in wet and dry conditions. Easy...
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      $49.99
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      • Cream
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      Authentic Original™ 2 Eye MudguardAuthentic Original™ 2 Eye Mudguard
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      Authentic Original™ 2 Eye Mudguard

      A practical version of our iconic style, the ladies' Authentic Original™ 2-Eye Mudguard Boat Shoe features a rubberized mudguard that protects the premium leather upper while offering contrast and a bold look. Rawhide laces in our signature 360° Lacing™ provide a stylish, adjustable fit...
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      $120.00
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      • Tan
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      Authentic Original™ Loafer TanAuthentic Original™ Loafer Tan
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      Authentic Original™ Loafer Tan

      Anchored in nautical tradition, crafted for days and nights spent ashore, the Authentic Original™ 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. The sophisticated upper...
      $26.00
      $105.00
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      • Tan
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      Authentic Original™ Loafer BlackAuthentic Original™ Loafer Black
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      Authentic Original™ Loafer Black

      Anchored in nautical tradition, crafted for days and nights spent ashore, the Authentic Original™ 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. The sophisticated upper...
      $26.00
      $105.00
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      • Black
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    • New Sale
      Authentic Original™ 2 Eye MudguardAuthentic Original™ 2 Eye Mudguard
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      Authentic Original™ 2 Eye Mudguard

      A practical version of our iconic style, the ladies' Authentic Original™ 2-Eye Mudguard Boat Shoe features a rubberized mudguard that protects the premium leather upper while offering contrast and a bold look. Rawhide laces in our signature 360° Lacing™ provide a stylish, adjustable fit...
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      $120.00
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      • Black
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    • New Sale
      Authentic Original™ Mule NavyAuthentic Original™ Mule Navy
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      Authentic Original™ Mule Navy

      The ladies' Authentic Original™ Mule Boat Shoe brings a convenient twist to our iconic silhouette. Crafted from premium leather with traditional moccasin stitching, its upper sits atop an EVA cushioned sole with a razor-cut Wave-Siping™ outsole for traction in wet and dry conditions. Easy...
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      $49.99
      $12.50
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      • Navy
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    • New Sale
      Gold Cup™ Harpswell Venetian Driver Loafer Dark BrownGold Cup™ Harpswell Venetian Driver Loafer Dark Brown
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      Gold Cup™ Harpswell Venetian Driver Loafer Dark Brown

      Set a new benchmark for luxury with the Gold Cup Harpswell Venetian Loafer. Handcrafted from premium leather, with a luxurious lambskin lining and meticulous moccasin stitching, this tasteful loafer sits atop a slim rubber outsole with traction-enhancing Wave-Siping™. Comfortable and classic, this shoe is...
      $22.50
      $89.99
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      • Dark brown
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    • New Sale
      Gold1eyevib Dark Brown Men's LeatherGold1eyevib Dark Brown Men's Leather
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      Gold1eyevib Dark Brown Men's Leather

      A handsome, luxurious take on our iconic Authentic Original boat shoe. The Gold Cup Authentic Original 1-Eye Vibram Wedge boat shoe is handcrafted to an exacting standard using premium full grain leather, copper hardware and sumptuous lamskin linings. The refined upper sits atop a...
      $22.50
      $89.99
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      • Dark brown
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    • New Sale
      Gold Cup™ Made in Maine Penny LoaferGold Cup™ Made in Maine Penny Loafer
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      Gold Cup™ Made in Maine Penny Loafer

      A luxurious take on the classic penny loafer, proudly handcrafted in Maine using the finest materials. The Made in Maine mens' Penny Loafer features a soft and smooth leather upper crafted using handsewn moccasin construction, with traditional penny loafer detailing on the tongue. These...
      $48.59
      $194.99
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      • Navy
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    • New Sale
      Gdbillfishpw Medium Beige Men's Gold Cup™ LuxuryGdbillfishpw Medium Beige Men's Gold Cup™ Luxury
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      Gdbillfishpw Medium Beige Men's Gold Cup™ Luxury

      Classic style inspired by sport vibes. Made with a premium nubuck upper from a gold-rated tannery 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. Material: Premium, Gold-rated,...
      $17.50
      $69.99
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      • Medium Beige
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      Gold Cup™ Billfish Penny LoaferGold Cup™ Billfish Penny Loafer
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      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...
      $40.59
      $163.00
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      • Taupe
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      Gold Cup™ Billfish Penny LoaferGold Cup™ Billfish Penny Loafer
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      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...
      $37.50
      $150.00
      $37.50
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    • New Sale
      Gdharpswel1e Medium Beige Men's Gold Cup™ LuxuryGdharpswel1e Medium Beige Men's Gold Cup™ Luxury
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      Gdharpswel1e Medium Beige Men's Gold Cup™ Luxury

      Our Gold Cup™ classic driving moccasin is a testament to craftsmanship and comfort that stands the test of time. It'll be smooth sailing from the moment you slip them on your feet. Perfect for enjoying your favorite recreational pastimes, it also works for business...
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      $89.99
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      • Medium Beige
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    • New Sale
      Gdbillfishpw Black Men's Gold Cup™ LuxuryGdbillfishpw Black Men's Gold Cup™ Luxury
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      Gdbillfishpw Black Men's Gold Cup™ Luxury

      Classic style inspired by sport vibes. Made with a premium nubuck upper from a gold-rated tannery 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. Material: Premium, Gold-rated,...
      $13.59
      $54.99
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      • Black
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    • New Sale
      Goldboatwasv Light Brown Men's Gold Cup™ LuxuryGoldboatwasv Light Brown Men's Gold Cup™ Luxury
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      Goldboatwasv Light Brown Men's Gold Cup™ Luxury

      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...
      $41.99
      $167.50
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    • New Sale
      Cambridge Tan Men's LeatherCambridge Tan Men's Leather
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      Cambridge Tan Men's Leather

      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...
      $43.59
      $174.99
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      • Tan
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    • New Sale
      Goldboatwasv Amaretto Men's Gold Cup™ LuxuryGoldboatwasv Amaretto Men's Gold Cup™ Luxury
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      Goldboatwasv Amaretto Men's Gold Cup™ Luxury

      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...
      $41.99
      $167.99
      $41.99
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      • Amaretto
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    • New Sale
      Gcpennywoven Tan Men's LeatherGcpennywoven Tan Men's Leather
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      Gcpennywoven Tan Men's Leather

      A luxe leather loafer, crafted to an unflinching Gold Cup-standard, for those who appreciate the finer things in life. The mens' Gold Cup Penny Loafer is crafted from premium woven leather with classic penny loafer detailing, for a look that's timeless but imbued with...
      $44.99
      $179.00
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      • Tan
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    • New Sale
      Gdbillfishpw Dark Brown Men's Gold Cup™ LuxuryGdbillfishpw Dark Brown Men's Gold Cup™ Luxury
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      Gdbillfishpw Dark Brown Men's Gold Cup™ Luxury

      Classic style inspired by sport vibes. Made with a premium nubuck upper from a gold-rated tannery 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. Material: Premium, Gold-rated,...
      $13.59
      $54.99
      $13.59
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      • Dark Brown
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    • New Sale
      Gold Cup™ Harpswell Venetian Driver Loafer CharcoalGold Cup™ Harpswell Venetian Driver Loafer Charcoal
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      Gold Cup™ Harpswell Venetian Driver Loafer Charcoal

      Set a new benchmark for luxury with the Gold Cup Harpswell Venetian Loafer. Handcrafted from premium leather, with a luxurious lambskin lining and meticulous moccasin stitching, this tasteful loafer sits atop a slim rubber outsole with traction-enhancing Wave-Siping™. Comfortable and classic, this shoe is...
      $22.50
      $89.99
      $22.50
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      • Charcoal
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