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      Authentic Original™ Venetian LoaferAuthentic Original™ Venetian Loafer

      Authentic Original™ Venetian Loafer

      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...
      $34.50
      $81.99
      $34.50
      Unit price
      / per 
    • Sale
      Aotassel Sand Men's Loafers & OxfordsAotassel Sand Men's Loafers & Oxfords

      Aotassel Sand Men's Loafers & Oxfords

      Part boat shoe, part loafer, the mens' Authentic Original™ Tassel is a stylish choice that adds a touch of flair to any look. Crafted from luxurious nubuck leather, our iconic boat shoe silhouette is reimagined as a slip-on, with tassel detailing on the tongue,...
      $26.59
      $53.50
      $26.59
      Unit price
      / per 
    • Sale
      Authentic Original™ Chukka boot Dark Beige Men's Casual BootsAuthentic Original™ Chukka boot Dark Beige Men's Casual Boots

      Authentic Original™ Chukka boot Dark Beige Men's Casual Boots

      The Authentic Original™ Sperry boat shoe re-imagined as the rugged chukka you’ll wear through fall. It’s been updated with a higher, four-eyelet profile accented by rawhide laces. The upper is made from buttery soft leather and will look great with cuffed denim or chinos....
      $25.50
      $45.99
      $25.50
      Unit price
      / per 
    • Sale
      Authentic Original™ Chukka boot Brown Men's Casual BootsAuthentic Original™ Chukka boot Brown Men's Casual Boots

      Authentic Original™ Chukka boot Brown Men's Casual Boots

      The Authentic Original™ Sperry boat shoe re-imagined as the rugged chukka you’ll wear through fall. It’s been updated with a higher, four-eyelet profile accented by rawhide laces. The upper is made from buttery soft leather and will look great with cuffed denim or chinos....
      $25.50
      $45.99
      $25.50
      Unit price
      / per 
    • Sale
      Authentic Original™ Harbor Loafer BrownAuthentic Original™ Harbor Loafer Brown

      Authentic Original™ Harbor Loafer Brown

      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....
      $34.50
      $82.00
      $34.50
      Unit price
      / per 
    • Sale
      Aotassel Red Men's Loafers & OxfordsAotassel Red Men's Loafers & Oxfords

      Aotassel Red Men's Loafers & Oxfords

      Part boat shoe, part loafer, the mens' Authentic Original™ Tassel is a stylish choice that adds a touch of flair to any look. Crafted from luxurious nubuck leather, our iconic boat shoe silhouette is reimagined as a slip-on, with tassel detailing on the tongue,...
      $26.59
      $53.50
      $26.59
      Unit price
      / per 
    • Sale
      Aotassel Brown Men's Loafers & OxfordsAotassel Brown Men's Loafers & Oxfords

      Aotassel Brown Men's Loafers & Oxfords

      Part boat shoe, part loafer, the mens' Authentic Original™ Tassel is a stylish choice that adds a touch of flair to any look. Crafted from luxurious nubuck leather, our iconic boat shoe silhouette is reimagined as a slip-on, with tassel detailing on the tongue,...
      $26.50
      $52.99
      $26.50
      Unit price
      / per 
    • Sale
      Authentic Original™ Mini Lug Chukka Boot Other BeigeAuthentic Original™ Mini Lug Chukka Boot Other Beige

      Authentic Original™ Mini Lug Chukka Boot Other Beige

      The mens' Mini Lug Chukka is the perfect pair of boots for daily wear. With a mid-rise chukka silhouette inspried by our iconic boat shoes, the Mini Lug Chukkas are crafted from premium leather, with traditional moccasin stitching construction and luxurious leather laces. These...
      $33.50
      $69.50
      $33.50
      Unit price
      / per 
    • Sale
      Authentic Original™ Mini Lug Chukka Boot TanAuthentic Original™ Mini Lug Chukka Boot Tan

      Authentic Original™ Mini Lug Chukka Boot Tan

      The mens' Mini Lug Chukka is the perfect pair of boots for daily wear. With a mid-rise chukka silhouette inspried by our iconic boat shoes, the Mini Lug Chukkas are crafted from premium leather, with traditional moccasin stitching construction and luxurious leather laces. These...
      $33.00
      $69.00
      $33.00
      Unit price
      / per 
    • Sale
      Authentic Original™ Chukka Boot Other BrownAuthentic Original™ Chukka Boot Other Brown

      Authentic Original™ Chukka Boot Other Brown

      The Authentic Original™ Double Sole Chukka offers a bold new take on a coastal classic. Our iconic Authentic Original™ boat shoe upper has been reimagined as a mid-cut chukka, crafted from premium leather, with traditional moccasin construction. The preppy upper sits atop a double...
      $26.59
      $53.00
      $26.59
      Unit price
      / per 
    • Sale
      Authentic Original™ Harbor Loafer TanAuthentic Original™ Harbor Loafer Tan

      Authentic Original™ Harbor Loafer Tan

      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....
      $34.59
      $82.50
      $34.59
      Unit price
      / per 
    • Sale
      Authentic Original™ Boat Shoe – Light BrownAuthentic Original™ Boat Shoe – Light Brown

      Authentic Original™ Boat Shoe – Light Brown

      Our most iconic silhouette is handsewn using time-honored craftsmanship and premium materials. Plus, the Authentic Original™ 2-Eye Boat Shoe features our signature razor-cut Wave-Siping™ technology for the ultimate wet/dry traction that made them legendary. Wear them comfortably all day without skimping on the style....
      $33.50
      $79.00
      $33.50
      Unit price
      / per 
    • Sale
      Authentic Original™ Boat Shoe Royal BrownAuthentic Original™ Boat Shoe Royal Brown

      Authentic Original™ Boat Shoe Royal Brown

      Our most iconic silhouette is handsewn using time-honored craftsmanship and premium materials. Plus, the Authentic Original™ 2-Eye Boat Shoe features our signature razor-cut Wave-Siping™ technology for the ultimate wet/dry traction that made them legendary. Wear them comfortably all day without skimping on the style....
      $33.00
      $78.99
      $33.00
      Unit price
      / per 
    • Sale
      Gamefish Boat ShoeGamefish Boat Shoe

      Gamefish Boat Shoe

      The Gamefish Boat Shoe is the perfect choice for young adventurers who love to explore in style and comfort. Crafted with meticulous attention to detail and premium materials, these boat shoes offer both durability and sophistication for any maritime excursion or casual outing.Featuring Sperry's...
      $28.59
      $59.59
      $28.59
      Unit price
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    • Sale
      Sperry x Colbo Authentic Original™ Boat Shoe TanSperry x Colbo Authentic Original™ Boat Shoe Tan

      Sperry x Colbo Authentic Original™ Boat Shoe Tan

      The Sperry x Colbo Authentic Original™ Boat Shoe: a relaxed update to a classic shape that speaks to Sperry and Colbo’s shared obsession with premium craftsmanship. Through expert distressing techniques and carefully pre-washed materials, this timeless classic with a time-worn fit achieves the look...
      $50.50
      $152.59
      $50.50
      Unit price
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    • Sale
      Ao3eyeviblug Black Men's MenAo3eyeviblug Black Men's Men

      Ao3eyeviblug Black Men's Men

      Our all-leather, 3-Eye Authentic Original™ is kicked up with on-trend details including simple hole punches instead of traditional metal eyelets. A Vibram outsole set at a slight wedge provides an athletic nod while increasing its walking power. Elevated suede upper. 360° Skip lace with...
      $25.00
      $45.50
      $25.00
      Unit price
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    • Sale
      Helmsman Boat Shoe NaturalHelmsman Boat Shoe Natural

      Helmsman Boat Shoe Natural

      The mens' Helmsman offers a sporty take on our iconic boat shoe silhouette. Crafted from lightweight textile, the upper is breathable and comfortable, with cotton laces used on the 360° Lacing System™. These modern performance boat shoes sit atop a lightweight rubber sole, with...
      $19.99
      $33.00
      $19.99
      Unit price
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    • Sale
      Authentic Original™ 2-Eye Lace Boat Shoe TanAuthentic Original™ 2-Eye Lace Boat Shoe Tan

      Authentic Original™ 2-Eye Lace Boat Shoe Tan

      The mens' Authentic Original™ 2-Eye Cross Lace is perfect for those who prefer sleek footwear to round out their looks. These shoes feature our iconic Authentic Original™ boat shoe upper, crafted from premium leather, with traditional moccasin stitching construction. A sleek, streamlined cross lace...
      $25.00
      $45.59
      $25.00
      Unit price
      / per 
    • Sale
      Gold1edriver Medium Beige Men's Gold Cup™ LuxuryGold1edriver Medium Beige Men's Gold Cup™ Luxury

      Gold1edriver Medium Beige Men's Gold Cup™ Luxury

      Immerse yourself in the epitome of luxury and exquisite craftsmanship with the Gold Cup™ Handcrafted in Maine 1-Eye Driver. Each pair of these drivers is meticulously crafted by skilled artisans in the heart of Maine, where time-honored traditions and unparalleled attention to detail converge...
      $46.50
      $129.50
      $46.50
      Unit price
      / per 
    • Sale
      Sperry x Colbo Authentic Original™ Boat ShoeSperry x Colbo Authentic Original™ Boat Shoe

      Sperry x Colbo Authentic Original™ Boat Shoe

      Material: Leather Boat Shoe Round Toe Flat Heel 360° Lacing System™ technology for a customized fit Heel Height: 0.75"
      $49.99
      $151.50
      $49.99
      Unit price
      / per 
    Showing 21 -40 of 171 total
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