-
Davenport Pull Up Leather 1-Eye Driver Black
- $38.00
$90.50- $38.00
- Unit price
- per
More sizes availableClassic 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...- $38.00
$90.50- $38.00
- Unit price
- per
-
Classcaptoxf Green Unisex Loafers & Oxfords
- $20.00
$36.59- $20.00
- Unit price
- per
More sizes availableA 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...- $20.00
$36.59- $20.00
- Unit price
- per
-
Made in Maine Vibram Penny Loafer
- $61.99
$221.00- $61.99
- Unit price
- per
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
$221.00- $61.99
- Unit price
- per
-
Wave Venetian Driver Taupe
- $28.59
$59.59- $28.59
- Unit price
- per
More sizes availablePerfect 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...- $28.59
$59.59- $28.59
- Unit price
- per
-
Topsfieldpny Black Men's Leather
- $37.00
$82.50- $37.00
- Unit price
- per
More sizes availableA 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...- $37.00
$82.50- $37.00
- Unit price
- per
-
Topsfieldpny Tan Men's Leather
- $37.59
$83.50- $37.59
- Unit price
- per
More sizes availableA 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...- $37.59
$83.50- $37.59
- Unit price
- per
-
Sperry x Colbo Captain’s Oxford
- $64.00
$229.00- $64.00
- Unit price
- per
More sizes availableColbo’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...- $64.00
$229.00- $64.00
- Unit price
- per
-
Wave Venetian Driver Other Black
- $29.00
$60.50- $29.00
- Unit price
- per
More sizes availablePerfect 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...- $29.00
$60.50- $29.00
- Unit price
- per
-
Billfish Slip-on Loafer
- $38.00
$91.00- $38.00
- Unit price
- per
More sizes availableEmbrace 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...- $38.00
$91.00- $38.00
- Unit price
- per
-
Davenport Venetian Driver Dark Brown
- $38.50
$91.50- $38.50
- Unit price
- per
More sizes availableSlip 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:...- $38.50
$91.50- $38.50
- Unit price
- per
-
Billfish Slip-on Loafer
- $38.59
$91.99- $38.59
- Unit price
- per
More sizes availableEmbrace 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...- $38.59
$91.99- $38.59
- Unit price
- per
-
Surveyor Slip-on Loafer Tan
- $33.50
$79.00- $33.50
- Unit price
- per
More sizes availableThe 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...- $33.50
$79.00- $33.50
- Unit price
- per
-
Billfish Slip-on Loafer Black
- $37.99
$90.50- $37.99
- Unit price
- per
More sizes availableThe 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...- $37.99
$90.50- $37.99
- Unit price
- per
-
Billfish Slip-on Loafer Brown
- $37.99
$90.50- $37.99
- Unit price
- per
More sizes availableThe 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...- $37.99
$90.50- $37.99
- Unit price
- per
-
Newman Oxford Dress Shoe Black
- $28.99
$57.59- $28.99
- Unit price
- per
More sizes availableA 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...- $28.99
$57.59- $28.99
- Unit price
- per
-
Surveyor Slip-on Loafer Black
- $25.00
$45.59- $25.00
- Unit price
- per
More sizes availableThe 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
$45.59- $25.00
- Unit price
- per
-
Cow Print Captain's Oxford
- $55.50
$168.00- $55.50
- Unit price
- per
More sizes availableBrimming 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...- $55.50
$168.00- $55.50
- Unit price
- per
-
Billfish Slip-on Loafer Tan
- $38.50
$91.50- $38.50
- Unit price
- per
More sizes availableThe 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...- $38.50
$91.50- $38.50
- Unit price
- per
-
Surveyor Slip-on Loafer Dark Brown
- $32.99
$78.00- $32.99
- Unit price
- per
More sizes availableThe 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...- $32.99
$78.00- $32.99
- Unit price
- per
-
Billfish Slip-on Loafer Linen Multi
- $38.00
$90.59- $38.00
- Unit price
- per
More sizes availableThe 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...- $38.00
$90.59- $38.00
- Unit price
- per
Free Shipping!
Saltwater 2.0 Duck Boot Black
- $20.00
$36.50- $20.00
- Unit price
- per
More sizes available
Reworked, reimagined and ready to handle whatever Mother Nature throws your way, the Saltwater 2.0 is the ultimate boot for your fall and winter adventures. This water-resistant boot features a premium leather upper, with a rubber duck shell that sits atop a raised rubber...
- $20.00
$36.50- $20.00
- Unit price
- per
Newton 3 Eye Lug Boat Shoe | Sperry Boat Shoes
- $37.99
$105.00- $37.99
- Unit price
- per
More sizes available
Add an extra dose of preppy style to your footwear collection with the double welt detailing and contrast rawhide lacing of the men’s Newton Authentic Original™ 3-Eye Boat Shoe. With a traction-enhancing Wave-Siping™ outsole and memory foam insole, this leather upper wardrobe essential is...
- $37.99
$105.00- $37.99
- Unit price
- per
Leather lotion No Colour Unisex Socks, Laces & Shoe Care
- $7.59
$11.59- $7.59
- Unit price
- per
More sizes available
Reinvent your favorite boat shoes with a Sperry colored lace kit. Choose a classic colour for a fresh look or a colored, genuine raw hide laces allow you to make your mark on a classic American icon. Kit includes two 46 inch laces and...
- $7.59
$11.59- $7.59
- Unit price
- per
Gold Cup™ Billfish Boat Shoe | Sperry Boat Shoes
- $45.50
$126.50- $45.50
- Unit price
- per
More sizes available
Crafted to an exacting standard using premium materials, the Gold Cup Billfish Plushwave is a modern, elevated take on our iconic boat shoe. Featuring the supplest leather and our finest moccasin stitching, this shoe is built not only to last but to get better...
- $45.50
$126.50- $45.50
- Unit price
- per
Drizzle Chelsea Rain Boot
- $33.59
$74.99- $33.59
- Unit price
- per
More sizes available
Stay dry and stylish with the ladies' Drizzle Chelsea Rain Boot. These lightweight rain boots are crafted from rubber, for a fully-waterproof upper and feature molded Wave-Siping™ technology on the outsole, for grip in wet and dry conditions. These boots have a sleek, timeless...
- $33.59
$74.99- $33.59
- Unit price
- per
Dakota Mid Winter Boots
- $32.59
$68.00- $32.59
- Unit price
- per
More sizes available
From après-ski to jaunts around town, bear the elements in style all winter long with the ladies’ Dakota snow boot. Constructed with a waterproof leather upper, cold-rating to -20°C, and Sperry’s signature Wave-Siping™ for secure footing, this mid-shaft performance boot will keep you warm...
- $32.59
$68.00- $32.59
- Unit price
- per
- Choosing a selection results in a full page refresh.
