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Halyard Storm Chukka Medium Beige
- $20.00
$36.59- $20.00
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More sizes availableConquer the elements without compromising your sense of style with the Halyard Storm Chukka. These smart sneaker boots are made from water-resistant faux leather, with a gusseted tongue to keep wetness at bay. D-ring eyelets allow for a snug and secure fit, while a...- $20.00
$36.59- $20.00
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Newman Chukka Boot Brown 13888630
- $33.00
$78.99- $33.00
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More sizes availableIt’s hard to find anything more versatile than a water-resista+M984:W984nt leather chukka boot. Wear it in all conditions with waxed jackets and khakis, or sweatshirts and denim. Characterful details like a nautical print lining and a stitched welt round out its appeal. Water-resistant leather...- $33.00
$78.99- $33.00
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Wintrop Boot Tan
- $22.59
$41.00- $22.59
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More sizes availableThe ultimate winter boot, outfitted for the harshest weather, crafted to last and designed to look good. The mens' Winthrop Shell Boot features a premium leather upper, with metallic eyelets and rawhide laces, while a rubber shell protects the bottom half from water and...- $22.59
$41.00- $22.59
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Nortfolk Boot Charcoal
- $25.00
$45.99- $25.00
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More sizes availableThe mens' Norfolk Boot offers a refined yet utilitarian option for cold, wet days. Done up in smart shades, the Norfolk's rounded chukka upper is waterproof, providing comfort and style in equal measure. A molded Wave-Siping™ sole ensures superior traction in wet and dry...- $25.00
$45.99- $25.00
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Wintrop Boot Bordo
- $22.59
$41.00- $22.59
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More sizes availableThe ultimate winter boot, outfitted for the harshest weather, crafted to last and designed to look good. The mens' Winthrop Shell Boot features a premium leather upper, with metallic eyelets and rawhide laces, while a rubber shell protects the bottom half from water and...- $22.59
$41.00- $22.59
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Newman Chukka Boot Brown
- $32.99
$78.50- $32.99
- Unit price
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More sizes availableIt’s hard to find anything more versatile than a water-resista+M984:W984nt leather chukka boot. Wear it in all conditions with waxed jackets and khakis, or sweatshirts and denim. Characterful details like a nautical print lining and a stitched welt round out its appeal. Water-resistant leather...- $32.99
$78.50- $32.99
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Newton Heritage Chukka Boot Tan
- $42.00
$116.59- $42.00
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More sizes availableA Chukka boot with boat shoe detailing, the men’s Newton Lug Boot offers the best of both aesthetics. Sperry’s traction-enhancing Wave-Siping™ sole lets you step out in stylish confidence, while its rich leather upper, moccasin stitching, and rawhide laces create a timeless silhouette that...- $42.00
$116.59- $42.00
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Newman Chukka Boot Medium Beige
- $33.59
$79.99- $33.59
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More sizes availableIt’s hard to find anything more versatile than a water-resista+M984:W984nt leather chukka boot. Wear it in all conditions with waxed jackets and khakis, or sweatshirts and denim. Characterful details like a nautical print lining and a stitched welt round out its appeal. Water-resistant leather...- $33.59
$79.99- $33.59
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Tour Moc Mid Top Sneaker Black
- $36.99
$82.00- $36.99
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More sizes availableSmart and timeless, the Topsider Tour Mid Moc is a versatile boot that can be worn day in, day out, whether you're exploring, heading out to dinner or heading into work. Crafted from premium leather, these mid-cut ankle boots are a sleek take on...- $36.99
$82.00- $36.99
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Tour Moc Mid Top Sneaker Tan
- $37.50
$82.99- $37.50
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More sizes availableSmart and timeless, the Topsider Tour Mid Moc is a versatile boot that can be worn day in, day out, whether you're exploring, heading out to dinner or heading into work. Crafted from premium leather, these mid-cut ankle boots are a sleek take on...- $37.50
$82.99- $37.50
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Newton Heritage Chukka Boot Taupe
- $42.59
$118.59- $42.59
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More sizes availableA Chukka boot with boat shoe detailing, the men’s Newton Lug Boot offers the best of both aesthetics. Sperry’s traction-enhancing Wave-Siping™ sole lets you step out in stylish confidence, while its rich leather upper, moccasin stitching, and rawhide laces create a timeless silhouette that...- $42.59
$118.59- $42.59
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Fenway Pull-on Chelsea Boots Brown
- $41.99
$104.59- $41.99
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More sizes availableA must-have for any modern man’s wardrobe, the Fenway Pull-On ankle boot delivers classic Chelsea appeal. Pull tabs and elasticized paneling make it quick and convenient to slip on and off while water-resistance and Sperry’s signature Wave-Siping™ outsole help you face the wet or...- $41.99
$104.59- $41.99
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Fenway Pull-on Chelsea Boots Dark Brown
- $41.59
$104.00- $41.59
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More sizes availableA must-have for any modern man’s wardrobe, the Fenway Pull-On ankle boot delivers classic Chelsea appeal. Pull tabs and elasticized paneling make it quick and convenient to slip on and off while water-resistance and Sperry’s signature Wave-Siping™ outsole help you face the wet or...- $41.59
$104.00- $41.59
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Fenway Boots
- $37.00
$82.50- $37.00
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More sizes availableThe perfect complement to your cool-weather wardrobe, the men’s Fenway lace-up features moccasin construction and sleek metal eyelets for a rugged yet polished aesthetic. Waterproof, warm-lined, and outfitted with a traction-enhancing Wave-Siping™ outsole, this leather ankle boot will keep you warm, dry, and looking...- $37.00
$82.50- $37.00
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Tour Moc Mid Top Sneaker Dark Brown
- $37.59
$83.59- $37.59
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More sizes availableSmart and timeless, the Topsider Tour Mid Moc is a versatile boot that can be worn day in, day out, whether you're exploring, heading out to dinner or heading into work. Crafted from premium leather, these mid-cut ankle boots are a sleek take on...- $37.59
$83.59- $37.59
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Fenway Boots
- $37.00
$82.59- $37.00
- Unit price
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More sizes availableThe perfect complement to your cool-weather wardrobe, the men’s Fenway lace-up features moccasin construction and sleek metal eyelets for a rugged yet polished aesthetic. Waterproof, warm-lined, and outfitted with a traction-enhancing Wave-Siping™ outsole, this leather ankle boot will keep you warm, dry, and looking...- $37.00
$82.59- $37.00
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Stringer Boot Tan
- $32.99
$68.50- $32.99
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More sizes availableThe mens' Stringer Lug Chukka is the ultimate boot to ace cold weather style. Constructed using traditional moccasin stitching techniques, the upper is crafted from luxurious leather with contrast detailing, and rawhide leather laces. A rugged lug sole provides grip in changing weather and...- $32.99
$68.50- $32.99
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Stringer Boot Dark Brown
- $33.50
$69.50- $33.50
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More sizes availableThe mens' Stringer Lug Chukka is the ultimate boot to ace cold weather style. Constructed using traditional moccasin stitching techniques, the upper is crafted from luxurious leather with contrast detailing, and rawhide leather laces. A rugged lug sole provides grip in changing weather and...- $33.50
$69.50- $33.50
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Nortfolk Boot Brown
- $25.00
$45.99- $25.00
- Unit price
- per
More sizes availableThe mens' Norfolk Boot offers a refined yet utilitarian option for cold, wet days. Done up in smart shades, the Norfolk's rounded chukka upper is waterproof, providing comfort and style in equal measure. A molded Wave-Siping™ sole ensures superior traction in wet and dry...- $25.00
$45.99- $25.00
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Gloucester Duck Boots Other Black
- $32.99
$68.59- $32.99
- 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...- $32.99
$68.59- $32.99
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Saltwater 2.0 Duck Boot Black
- $20.00
$36.50- $20.00
- Unit price
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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
- Unit price
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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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- 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
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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
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