Men Loafers & Oxfords
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Davenport Pull Up Leather 1-Eye Driver Black
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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Black
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Classcaptoxf Green Unisex Loafers & Oxfords
A classic from the Sperry archives, our 3-eye Captain's Oxford is the first casual shoe designed by Paul Sperry in 1935. The handsewn moc-toe construction, and the classic Smked Elk Colorway will make this shoe a standout favorite in your rotation. Genuine all leather upper allows...- $10.00
$39.99- $10.00
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Green
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Made in Maine Vibram 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...- $51.50
$205.50- $51.50
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Tan
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Wave Venetian Driver Taupe
Perfect for days behind the wheel and days at sea alike, the Wavedriver is part boat shoe, part driving shoe. A handsewn leather upper, podded rubber outsole and molded Wave-Siping™ technology gives these a refined look with a touch of practical utility. Pair them...- $17.50
$69.99- $17.50
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Taupe
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Topsfieldpny Black Men's Leather
A classic that can be worn day after day, season after season. Our timeless Topsfield Penny Loafer is crafted from pure leather, with traditional penny loafer detailing and moccasin stitching on the upper. A memory foam insole and flexible rubber sole offer superior comfort...- $25.00
$99.99- $25.00
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Black
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Topsfieldpny Tan Men's Leather
A classic that can be worn day after day, season after season. Our timeless Topsfield Penny Loafer is crafted from pure leather, with traditional penny loafer detailing and moccasin stitching on the upper. A memory foam insole and flexible rubber sole offer superior comfort...- $25.00
$99.99- $25.00
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Tan
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Sperry x Colbo Captain’s Oxford
Colbo’s take on the Captain’s Oxford is intuitively designed to honour its place in Sperry’s 90-year history, while infusing it with a distinctly earthy, grounded design ethos. Like a rich patina, this casual staple only grows better with every wear. All sizes are in...- $51.50
$205.50- $51.50
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Light brown
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Wave Venetian Driver Other Black
Perfect for days behind the wheel and days at sea alike, the Wavedriver is part boat shoe, part driving shoe. A handsewn leather upper, podded rubber outsole and molded Wave-Siping™ technology gives these a refined look with a touch of practical utility. Pair them...- $17.50
$69.99- $17.50
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Other black
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Billfish Slip-on Loafer
Embrace the lace-less life and step out in style with this men's Billfish Slip-On shoe. The perfect finishing touch to so many casual outfits, its leather and mixed material upper, removable insole, and molded Wave-Siping™ outsole make your comfort their mission so you can...- $28.59
$115.00- $28.59
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- per
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Dark brown
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Davenport Venetian Driver Dark Brown
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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Dark brown
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Billfish Slip-on Loafer
Embrace the lace-less life and step out in style with this men's Billfish Slip-On shoe. The perfect finishing touch to so many casual outfits, its leather and mixed material upper, removable insole, and molded Wave-Siping™ outsole make your comfort their mission so you can...- $28.59
$115.00- $28.59
- Unit price
- per
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Navy
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Surveyor Slip-on Loafer Tan
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...- $25.00
$100.00- $25.00
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Tan
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Billfish Slip-on Loafer Black
The mens' Billfish Slip-On sees our iconic boat shoe reimagined with an emphasis on comfort and convenience. A sportier silhouette is crafted from premium leather, with mesh panelling for breathability, a full-length cushioned midsole for superior comfort and support, and our famous Wave-Siping™ outsole...- $28.59
$115.00- $28.59
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- per
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Black
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Billfish Slip-on Loafer Brown
The mens' Billfish Slip-On sees our iconic boat shoe reimagined with an emphasis on comfort and convenience. A sportier silhouette is crafted from premium leather, with mesh panelling for breathability, a full-length cushioned midsole for superior comfort and support, and our famous Wave-Siping™ outsole...- $28.59
$115.00- $28.59
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Other brown
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Newman Oxford Dress Shoe Black
A timeless symbol of refined elegance and impeccable craftsmanship. Meticulously crafted with attention to detail and premium materials, these oxfords are designed to elevate your formal attire with sophistication and style.With its classic silhouette and sleek design, the Newman Oxford exudes understated charm and...- $16.00
$64.99- $16.00
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Black
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Surveyor Slip-on Loafer Black
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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Black
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Cow Print Captain's Oxford
Brimming with texture and style, heads will turn when you step out in this Colour Plus Companie x Sperry Captain’s Oxford. Constructed with luxurious custom-printed pony hair leather, this beloved preppy silhouette welcomes an on-trend twist. Featuring leather laces and a Vibram outsole, slip...- $40.59
$163.00- $40.59
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Other brown
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Billfish Slip-on Loafer Tan
The mens' Billfish Slip-On sees our iconic boat shoe reimagined with an emphasis on comfort and convenience. A sportier silhouette is crafted from premium leather, with mesh panelling for breathability, a full-length cushioned midsole for superior comfort and support, and our famous Wave-Siping™ outsole...- $28.59
$115.00- $28.59
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- per
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Tan
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Surveyor Slip-on Loafer Dark 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...- $25.00
$100.00- $25.00
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- per
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Dark Brown
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Billfish Slip-on Loafer Linen Multi
The mens' Billfish Slip-On sees our iconic boat shoe reimagined with an emphasis on comfort and convenience. A sportier silhouette is crafted from premium leather, with mesh panelling for breathability, a full-length cushioned midsole for superior comfort and support, and our famous Wave-Siping™ outsole...- $28.59
$115.00- $28.59
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Linen multi
