Gold Cup™
Gold Cup™
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Gold1eyevib Dark Brown Men's Leather
- $33.50
$74.50- $33.50
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More sizes availableA 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...- $33.50
$74.50- $33.50
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Gold Cup™ Made in Maine Penny Loafer
- $61.99
$220.59- $61.99
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More sizes availableA 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...- $61.99
$220.59- $61.99
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Gdbillfishpw Medium Beige Men's Gold Cup™ Luxury
- $29.00
$60.50- $29.00
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More sizes availableClassic 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,...- $29.00
$60.50- $29.00
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Gold Cup™ Billfish Penny Loafer
- $46.50
$128.99- $46.50
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More sizes availableDesigned 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...- $46.50
$128.99- $46.50
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Gold Cup™ Billfish Penny Loafer
- $45.59
$126.99- $45.59
- Unit price
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More sizes availableDesigned 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...- $45.59
$126.99- $45.59
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Gdharpswel1e Medium Beige Men's Gold Cup™ Luxury
- $33.59
$75.00- $33.59
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More sizes availableOur 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...- $33.59
$75.00- $33.59
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Gdbillfishpw Black Men's Gold Cup™ Luxury
- $24.00
$48.50- $24.00
- Unit price
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More sizes availableClassic 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,...- $24.00
$48.50- $24.00
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Goldboatwasv Light Brown Men's Gold Cup™ Luxury
- $48.00
$133.99- $48.00
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More sizes availableOur 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...- $48.00
$133.99- $48.00
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Cambridge Tan Men's Leather
- $45.59
$126.99- $45.59
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More sizes availableMeticulously 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...- $45.59
$126.99- $45.59
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Goldboatwasv Amaretto Men's Gold Cup™ Luxury
- $48.50
$134.59- $48.50
- Unit price
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More sizes availableOur 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...- $48.50
$134.59- $48.50
- Unit price
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Gcpennywoven Tan Men's Leather
- $50.00
$139.00- $50.00
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More sizes availableA 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...- $50.00
$139.00- $50.00
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Gdbillfishpw Dark Brown Men's Gold Cup™ Luxury
- $24.50
$48.99- $24.50
- Unit price
- / per
More sizes availableClassic 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,...- $24.50
$48.99- $24.50
- Unit price
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Gold Cup™ Harpswell Venetian Driver Loafer Charcoal
- $33.59
$74.59- $33.59
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More sizes availableSet 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...- $33.59
$74.59- $33.59
- Unit price
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Gdharpswelvn Medium Beige Men's Gold Cup™ Luxury
- $46.00
$128.00- $46.00
- Unit price
- / per
More sizes availableOur 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...- $46.00
$128.00- $46.00
- Unit price
- / per
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Authentic Original™ Mini Lug Captain's Oxford Amaretto
- $36.99
$82.00- $36.99
- Unit price
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More sizes availableThe mens' Topsider Mini Lug Captain's Oxford is the perfect shoe to bring a touch of sophistication to your fall looks. Crafted from premium leather, these smart lace ups are rooted in prepwear tradition and feature mocassin stitching construction. The timeless upper sits atop...- $36.99
$82.00- $36.99
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Sperry x Colbo Authentic Original™ Boat Shoe | Sperry Boat Shoes
- $49.99
$151.00- $49.99
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More sizes availableMaterial: Leather Boat Shoe Round Toe Flat Heel 360° Lacing System™ technology for a customized fit Heel Height: 0.75"- $49.99
$151.00- $49.99
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Authentic Original™ 2-Eye Lite Boat Shoe lite Black Men's Men | Sperry Boat Shoes
- $19.99
$33.00- $19.99
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More sizes availableCrafted from high-quality textile, the men’s Authentic Original™ 2-Eye Lite Boat Shoe delivers a lightweight twist on our iconic leather style. Comfort features include an EVA cushioning insole, 360° Lacing™ for a custom fit, and a molded Wave-Siping™ outsole for enhanced traction. This shoe...- $19.99
$33.00- $19.99
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Billfish 3-Eye Boat Shoe Tan - 2 | Sperry Boat Shoes
- $38.59
$91.99- $38.59
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More sizes availableA 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...- $38.59
$91.99- $38.59
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Authentic Original™ 3 Eye Mini Lug Boat Shoe | Sperry Boat Shoes
- $29.00
$60.99- $29.00
- Unit price
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More sizes availableA stylish and fresh take on our iconic boat shoe, the mens' Mini Lug 3-Eye Topsider brings a bold touch to any outfit. Crafted from premium leather, with moccasin stitching around the toe and stitched detailing across the side panelling, these boat shoes feature...- $29.00
$60.99- $29.00
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Authentic Original™ 2-Eye Lace Boat Shoe Other Black | Sperry Boat Shoes
- $26.59
$53.50- $26.59
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More sizes availableThe 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...- $26.59
$53.50- $26.59
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