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Ice Bay Chukka Boot
- $28.99
$60.50- $28.99
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More sizes availableLooking for style and substance in your cold-weather footwear? The men’s Ice Bay Tall Boot will surpass your expectations. Featuring waterproofing, cold rating to -20°C, and Sperry’s famous Wave-Siping™ outsole for secure footing on wet or dry surfaces, this winterized version of our classic...- $28.99
$60.50- $28.99
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Avenue Duck Boot Black for Men's | Duck & Rain Boots
- $16.99
$28.00- $16.99
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More sizes availableDon’t let cold temperatures and stormy skies stop you from embarking on your next journey. Take on the elements in Sperry boots designed to withstand wet weather and rugged terrain. Our two-tone men's Sperry duck boots are built with essential features and quality materials...- $16.99
$28.00- $16.99
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Clifton Boot Olive
- $31.00
$64.59- $31.00
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More sizes availableDon't let the weather put a damper on your sense of style with the mens' Coldbay Clifton Boot. With a waterproof rubber upper, these slip-on boots feature duck boot detailing on the toe and covenient elastic panelling at the ankle to make them easy...- $31.00
$64.59- $31.00
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Cutwater Deck Boot Navy - 2
- $25.00
$45.50- $25.00
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More sizes availableA modern waterproof Chelsea boot, anchored in a sea-faring tradition and crafted for the demands of modern sailing. The Cutwater Deck Chelsea Boot features quick-drying perforated neoprene ankle panelling that offers breathability, with a rubber upper providing protection from water. Pull tabs at both...- $25.00
$45.50- $25.00
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Coldbay Slip-on Duck Shoes Brown
- $33.59
$74.59- $33.59
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More sizes availableThe Coldbay Duck Boot is a coastal classic, ensuring you're ready for colder weather for years to come. With a premium leather upper and a classic rubber duck shell, these boots have a timeless look rooted in preppy traditions. The waterproof upper and thermal...- $33.59
$74.59- $33.59
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Clifton Boot Black
- $30.99
$64.00- $30.99
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More sizes availableDon't let the weather put a damper on your sense of style with the mens' Coldbay Clifton Boot. With a waterproof rubber upper, these slip-on boots feature duck boot detailing on the toe and covenient elastic panelling at the ankle to make them easy...- $30.99
$64.00- $30.99
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Coldbay Slip-on Duck Shoes Other Brown
- $35.50
$88.00- $35.50
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More sizes availableThe Coldbay Duck Boot is a coastal classic, ensuring you're ready for colder weather for years to come. With a premium leather upper and a classic rubber duck shell, these boots have a timeless look rooted in preppy traditions. The waterproof upper and thermal...- $35.50
$88.00- $35.50
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Coldbay 3 Eye Duck Shoes Khaki
- $33.99
$75.50- $33.99
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More sizes availableThe mens' Coldbay 3-Eye boot brings a sporty twist to the classic duck boot, making these the perfect pair for transitional weather. The Coldbay 3-Eye features the duck boot's classic rubber shell, but is cut with a low-profile silhouette that makes it easier to...- $33.99
$75.50- $33.99
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Coldbay 3 Eye Duck Shoes Mid Green
- $38.00
$95.59- $38.00
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More sizes availableThe mens' Coldbay 3-Eye boot brings a sporty twist to the classic duck boot, making these the perfect pair for transitional weather. The Coldbay 3-Eye features the duck boot's classic rubber shell, but is cut with a low-profile silhouette that makes it easier to...- $38.00
$95.59- $38.00
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Rain & Stain Shoe Care
- $7.59
$11.99- $7.59
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More sizes availableSpecially, formulated to provide the ultimate level of breathable protection. It protects against water, dirt and stains by keeping these elements on the surface where they can be easily wiped away. DIRECTIONS: Shake well before use. Check color fastness before applying. Footwear must have dry,...- $7.59
$11.99- $7.59
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Coldbay Slip-on Duck Shoes Taupe
- $35.50
$88.59- $35.50
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More sizes availableThe Coldbay Duck Boot is a coastal classic, ensuring you're ready for colder weather for years to come. With a premium leather upper and a classic rubber duck shell, these boots have a timeless look rooted in preppy traditions. The waterproof upper and thermal...- $35.50
$88.59- $35.50
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Coldbay 3 Eye Duck Shoes Brown
- $38.50
$96.00- $38.50
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More sizes availableThe mens' Coldbay 3-Eye boot brings a sporty twist to the classic duck boot, making these the perfect pair for transitional weather. The Coldbay 3-Eye features the duck boot's classic rubber shell, but is cut with a low-profile silhouette that makes it easier to...- $38.50
$96.00- $38.50
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Coldbay Slip-on Duck Shoes Charcoal
- $35.00
$87.59- $35.00
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More sizes availableThe Coldbay Duck Boot is a coastal classic, ensuring you're ready for colder weather for years to come. With a premium leather upper and a classic rubber duck shell, these boots have a timeless look rooted in preppy traditions. The waterproof upper and thermal...- $35.00
$87.59- $35.00
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Sleek Lace Up Boot Olive
- $29.00
$60.50- $29.00
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More sizes availableSlushy, wet weather’s got nothing on the men’s Sleet Lace-Up Boot. This waterproof, vulcanized rubber rainboot is flock-lined to keep your feet dry and toasty warm throughout the colder months. With sleek boat shoe details and Sperry’s Wave-Siping™ outsole, it delivers casual style and...- $29.00
$60.50- $29.00
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Gloucester Duck Boots Dark Brown
- $32.99
$68.50- $32.99
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More sizes availableThe mens' Gloucester Cold Bay Boots are ready to handle all of your cold weather adventures. Designed with warmth and comfort in mind, these mid-rise ankle boots are waterproof and outfitted with a thermal lining, in addition to a duck boot-style rubber guard around...- $32.99
$68.50- $32.99
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Sleek Lace Up Boot Black
- $28.99
$60.00- $28.99
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More sizes availableSlushy, wet weather’s got nothing on the men’s Sleet Lace-Up Boot. This waterproof, vulcanized rubber rainboot is flock-lined to keep your feet dry and toasty warm throughout the colder months. With sleek boat shoe details and Sperry’s Wave-Siping™ outsole, it delivers casual style and...- $28.99
$60.00- $28.99
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Gloucester Duck Boots Taupe
- $33.00
$69.00- $33.00
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More sizes availableThe mens' Gloucester Cold Bay Boots are ready to handle all of your cold weather adventures. Designed with warmth and comfort in mind, these mid-rise ankle boots are waterproof and outfitted with a thermal lining, in addition to a duck boot-style rubber guard around...- $33.00
$69.00- $33.00
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Gloucester Duck Boots Tan
- $32.99
$68.50- $32.99
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More sizes availableThe mens' Gloucester Cold Bay Boots are ready to handle all of your cold weather adventures. Designed with warmth and comfort in mind, these mid-rise ankle boots are waterproof and outfitted with a thermal lining, in addition to a duck boot-style rubber guard around...- $32.99
$68.50- $32.99
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Gloucester Duck Boots Brown
- $38.50
$96.00- $38.50
- Unit price
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More sizes availableThe mens' Gloucester Cold Bay Boots are ready to handle all of your cold weather adventures. Designed with warmth and comfort in mind, these mid-rise ankle boots are waterproof and outfitted with a thermal lining, in addition to a duck boot-style rubber guard around...- $38.50
$96.00- $38.50
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Authentic Original™ Chukka Boot Light Brown
- $26.59
$53.00- $26.59
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More sizes availableThe 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...- $26.59
$53.00- $26.59
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Saltwater 2.0 Duck Boot Black
- $20.00
$36.50- $20.00
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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
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Newton 3 Eye Lug Boat Shoe | Sperry Boat Shoes
- $37.99
$105.00- $37.99
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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
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Leather lotion No Colour Unisex Socks, Laces & Shoe Care
- $7.59
$11.59- $7.59
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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
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Gold Cup™ Billfish Boat Shoe | Sperry Boat Shoes
- $45.50
$126.50- $45.50
- Unit price
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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
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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
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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
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