Men
Men
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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...- $33.59
$74.59- $33.59
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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...- $33.59
$74.99- $33.59
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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...- $63.00
$225.50- $63.00
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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,...- $28.99
$60.00- $28.99
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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...- $45.50
$126.00- $45.50
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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...- $45.59
$126.99- $45.59
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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...- $33.99
$75.50- $33.99
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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,...- $24.00
$48.50- $24.00
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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...- $49.00
$136.59- $49.00
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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...- $45.50
$126.50- $45.50
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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...- $48.99
$135.99- $48.99
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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...- $49.59
$137.99- $49.59
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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,...- $24.50
$48.59- $24.50
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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...- $33.50
$74.50- $33.50
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Gdharpswelvn 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...- $45.50
$126.00- $45.50
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Authentic Original™ Mini Lug Captain's Oxford Amaretto
The 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...- $37.59
$83.59- $37.59
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Authentic Original™ Harbor Loafer Other 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....- $35.00
$83.99- $35.00
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Authentic Original™ Mini Lug Captain's Oxford Tan
The 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...- $37.50
$83.50- $37.50
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Authentic Original™ Chukka Boot Light 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...- $26.50
$53.00- $26.50
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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...- $35.00
$83.99- $35.00
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