-
Authentic Original™ Harbor Loafer Other Brown
- $34.99
$82.99- $34.99
- Unit price
- per
More sizes availableAnchored 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....- $34.99
$82.99- $34.99
- Unit price
- per
-
Authentic Original™ Mini Lug Captain's Oxford Tan
- $37.50
$83.00- $37.50
- Unit price
- per
More sizes availableThe 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...- $37.50
$83.00- $37.50
- Unit price
- per
-
Authentic Original™ Chukka Boot Light Brown
- $26.59
$53.00- $26.59
- Unit price
- per
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
- Unit price
- per
-
Authentic Original™ Venetian Loafer
- $34.59
$82.59- $34.59
- Unit price
- per
More sizes availableSlip 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...- $34.59
$82.59- $34.59
- Unit price
- per
-
Authentic Original™ Venetian Loafer
- $35.00
$83.59- $35.00
- Unit price
- per
More sizes availableSlip 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...- $35.00
$83.59- $35.00
- Unit price
- per
-
Aotassel Sand Men's Loafers & Oxfords
- $26.50
$52.99- $26.50
- Unit price
- per
More sizes availablePart 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,...- $26.50
$52.99- $26.50
- Unit price
- per
-
Authentic Original™ Chukka boot Dark Beige Men's Casual Boots
- $25.00
$45.99- $25.00
- Unit price
- per
More sizes availableThe Authentic Original™ Sperry boat shoe re-imagined as the rugged chukka you’ll wear through fall. It’s been updated with a higher, four-eyelet profile accented by rawhide laces. The upper is made from buttery soft leather and will look great with cuffed denim or chinos....- $25.00
$45.99- $25.00
- Unit price
- per
-
Authentic Original™ Chukka boot Brown Men's Casual Boots
- $25.00
$45.59- $25.00
- Unit price
- per
More sizes availableThe Authentic Original™ Sperry boat shoe re-imagined as the rugged chukka you’ll wear through fall. It’s been updated with a higher, four-eyelet profile accented by rawhide laces. The upper is made from buttery soft leather and will look great with cuffed denim or chinos....- $25.00
$45.59- $25.00
- Unit price
- per
-
Authentic Original™ Harbor Loafer Brown
- $34.59
$82.50- $34.59
- Unit price
- per
More sizes availableAnchored 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....- $34.59
$82.50- $34.59
- Unit price
- per
-
Aotassel Red Men's Loafers & Oxfords
- $26.59
$53.00- $26.59
- Unit price
- per
More sizes availablePart 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,...- $26.59
$53.00- $26.59
- Unit price
- per
-
Aotassel Brown Men's Loafers & Oxfords
- $26.59
$53.50- $26.59
- Unit price
- per
More sizes availablePart 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,...- $26.59
$53.50- $26.59
- Unit price
- per
-
Authentic Original™ Mini Lug Chukka Boot Other Beige
- $32.59
$68.00- $32.59
- Unit price
- per
More sizes availableThe mens' Mini Lug Chukka is the perfect pair of boots for daily wear. With a mid-rise chukka silhouette inspried by our iconic boat shoes, the Mini Lug Chukkas are crafted from premium leather, with traditional moccasin stitching construction and luxurious leather laces. These...- $32.59
$68.00- $32.59
- Unit price
- per
-
Authentic Original™ Mini Lug Chukka Boot Tan
- $32.99
$68.59- $32.99
- Unit price
- per
More sizes availableThe mens' Mini Lug Chukka is the perfect pair of boots for daily wear. With a mid-rise chukka silhouette inspried by our iconic boat shoes, the Mini Lug Chukkas are crafted from premium leather, with traditional moccasin stitching construction and luxurious leather laces. These...- $32.99
$68.59- $32.99
- Unit price
- per
-
Authentic Original™ Chukka Boot Other Brown
- $26.50
$52.99- $26.50
- Unit price
- per
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...- $26.50
$52.99- $26.50
- Unit price
- per
-
Authentic Original™ Harbor Loafer Tan
- $35.00
$83.99- $35.00
- Unit price
- per
More sizes availableAnchored 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....- $35.00
$83.99- $35.00
- Unit price
- per
-
Authentic Original™ Boat Shoe – Light Brown
- $33.50
$79.59- $33.50
- Unit price
- per
More sizes availableOur most iconic silhouette is handsewn using time-honored craftsmanship and premium materials. Plus, the Authentic Original™ 2-Eye Boat Shoe features our signature razor-cut Wave-Siping™ technology for the ultimate wet/dry traction that made them legendary. Wear them comfortably all day without skimping on the style....- $33.50
$79.59- $33.50
- Unit price
- per
-
Authentic Original™ Boat Shoe Royal Brown
- $33.00
$78.59- $33.00
- Unit price
- per
More sizes availableOur most iconic silhouette is handsewn using time-honored craftsmanship and premium materials. Plus, the Authentic Original™ 2-Eye Boat Shoe features our signature razor-cut Wave-Siping™ technology for the ultimate wet/dry traction that made them legendary. Wear them comfortably all day without skimping on the style....- $33.00
$78.59- $33.00
- Unit price
- per
-
Ao3eyeviblug Black Men's Men | Sperry Boat Shoes
- $25.00
$45.59- $25.00
- Unit price
- per
More sizes availableOur all-leather, 3-Eye Authentic Original™ is kicked up with on-trend details including simple hole punches instead of traditional metal eyelets. A Vibram outsole set at a slight wedge provides an athletic nod while increasing its walking power. Elevated suede upper. 360° Skip lace with...- $25.00
$45.59- $25.00
- Unit price
- per
-
Helmsman Boat Shoe Natural | Sperry Boat Shoes
- $19.99
$33.00- $19.99
- Unit price
- per
More sizes availableThe mens' Helmsman offers a sporty take on our iconic boat shoe silhouette. Crafted from lightweight textile, the upper is breathable and comfortable, with cotton laces used on the 360° Lacing System™. These modern performance boat shoes sit atop a lightweight rubber sole, with...- $19.99
$33.00- $19.99
- Unit price
- per
-
Gold1edriver Medium Beige Men's Gold Cup™ Luxury | Sperry Boat Shoes
- $46.50
$129.50- $46.50
- Unit price
- per
More sizes availableImmerse yourself in the epitome of luxury and exquisite craftsmanship with the Gold Cup™ Handcrafted in Maine 1-Eye Driver. Each pair of these drivers is meticulously crafted by skilled artisans in the heart of Maine, where time-honored traditions and unparalleled attention to detail converge...- $46.50
$129.50- $46.50
- 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.
