Men Loafers & Oxfords
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Davenport Pull Up Leather 1-Eye Driver Brown
Classic style. Premium design. Ultimate comfort. The Davenport 1-Eye Pull-Up flaunts a rich, tumbled "pull-up" leather upper and a podded rubber outsole. A softer, smoother alternative to traditional leather, this shoe features Adaptive Wave-Siping™ technology and dual-density insoles, so you can stay comfortable and...- $28.59
$115.00- $28.59
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Brown
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Davenport Venetian Driver Black
Slip into a timeless classic style with the Davenport Venetian Loafer. Flaunting unlined full-grain leather upper, a podded rubber outsole, and Adaptive Wave-Siping™ technologies, you can stay comfortable, grounded, and stylish all day long. Our signature loafer silhouette. Material: Premium, unlined full-grain leather Sole:...- $28.59
$115.00- $28.59
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Black
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Ripple Penny Loafer
The classic penny loafer gets a bold update. The mens' Ripple Penny Loafer features an upper crafted from premium leather with contrast detailing and traditional moccasin construction, sitting atop a daring ripple sole that brings a touch of character to any look. Comfort and...- $32.50
$130.00- $32.50
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Amaretto
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Newman Oxford Dress Shoe Medium Beige - 2
A proper pair of Oxfords, fit for dinner at the restaurant or on deck. The Newman Oxford features a burnished nubuck upper, with a smart nautical print liner. A full-length EVA footbed and memory foam heel pad offer lightweight comfort. Traditional welted construction gives...- $16.00
$64.99- $16.00
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Medium Beige
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Surveyor Slip-on Loafer Other Brown
The mens' Surveyor Slip-On is a supportive, sporty take on the iconic boat shoe. Crafted from premium leather, with mesh panelling and traditional moccasin stitching construction, these slip-ons sit atop a full-length cushioned midsole, with a memory foam insole for comfort and support with...- $12.50
$49.99- $12.50
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Other brown
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Davenport Venetian Driver Medium Beige
Slip into a timeless classic style with the Davenport Venetian Loafer. Flaunting unlined full-grain leather upper, a podded rubber outsole, and Adaptive Wave-Siping™ technologies, you can stay comfortable, grounded, and stylish all day long. Our signature loafer silhouette. Material: Premium, unlined full-grain leather Sole:...- $28.59
$115.00- $28.59
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Medium Beige
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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- $22.50
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Dark brown
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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- $48.59
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Navy
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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- $40.59
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Taupe
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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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Dark red
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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- $43.59
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Tan
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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- $44.99
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Tan
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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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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...- $25.00
$99.99- $25.00
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Amaretto
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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....- $26.00
$105.00- $26.00
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Other brown
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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...- $25.00
$99.99- $25.00
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Tan
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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...- $26.00
$105.00- $26.00
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Navy
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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...- $26.00
$105.00- $26.00
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Other brown
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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,...- $15.00
$59.99- $15.00
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Sand
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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....- $26.00
$105.00- $26.00
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Brown
