Sperry Top-Sider Men's (9,916 RESULTS)

Tumbled, relaxed leather uppers in an elevated chukka style will keep your feet going through casual Friday and all weekend long. Sperry Top-Sider Cloud Logo Authentic Original Boat Chukka Boot Size 9M Tan / Dark Brown Leather Men's

Sperry Top-Sider Cloud Logo Authentic...

Sperry Top-Sider
Sperry Top-Sider
$57.95

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Free Shipping On Every Order Through Mother's Day!Sturdy, rugged and in premium wool for cooler weather, these boat shoes feature 360#176 lacing for more stability. Their air mesh and... Sperry Top-Sider Billfish Wool 3-Eye Boat Shoe Size 12M Gray Wool Men's

Sperry Top-Sider Billfish Wool 3-Eye...

Sperry Top-Sider
Sperry Top-Sider
$54.95

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Sperry Top-Sider Men's Authentic Original 2-Eye Sahara Shoes - 0197640
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Sperry Top-Sider Men's Authentic Original 2-Eye Sahara Shoes, Size 15 W - 0197640

Sperry Top-Sider Men's Authentic...

TheShoeMart
Sperry Top-Sider
$85.00
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This shoe features a vulcanized construction for a secure bond between the upper and the outsole. It is stain and water resistant, with genuine handsewn moc construction and a non-marking...
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Men's Sperry Top-Sider Halyard Laceless Canvas - Salt Washed Chocolate Slip-on Shoes

Men's Sperry Top-Sider Halyard...

Shoebuy.com
Sperry Top-Sider
$51.95
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The go-to's for rough weather wear. Waterproof seam-sealed construction keeps feet dry in wet conditions. Stain-resistant and waterproof leather provide durability and lasting wear. Fully...
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Men's Sperry Top-Sider Cold Bay Boot - Tan/Navy Leather Boots

Men's Sperry Top-Sider Cold Bay Boot...

Shoebuy.com
Sperry Top-Sider
$139.95
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Free Shipping on all orders! The A/O 2-Eye Espadrille from Sperry Top-Sider takes a classic silhouette and gives it an urban update with its relaxed construction and standout patterns....
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Sperry Top-Sider A/O 2-Eye Espadrille Men's Slip on Shoes

Sperry Top-Sider A/O 2-Eye Espadrille...

6pm.com
Sperry Top-Sider
$85.00 $36.99
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Free Shipping on all orders! The A/O 2-Eye Ombre from Sperry Top-Sider is a classic boat shoe with a fun color twist! ; Canvas upper with an ombre treatment. Hand-sewn true-moc construction...
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Sperry Top-Sider A/O 2-Eye Ombre Men's Shoes

Sperry Top-Sider A/O 2-Eye Ombre...

6pm.com
Sperry Top-Sider
$85.00 $34.99
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Sperry Top-Sider Men's Halyard 2-Eye Black-Black Shoes - 0775528
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Sperry Top-Sider Men's Halyard 2-Eye Black-Black Shoes, Size 15 M - 0775528

Sperry Top-Sider Men's Halyard 2-Eye...

TheShoeMart
Sperry Top-Sider
$60.00
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Timeless style emanates from a stripped-down sneaker steeped in seaside influences and formed from salt-washed canvas. Color(s): chino, grey, navy, white. Brand: Sperry Top-Sider. Style...
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Sperry Top-Sider 'Striper Cvo' Sneaker (Men)

Sperry Top-Sider 'Striper Cvo'...

Nordstrom
Sperry Top-Sider
$59.95
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Free Shipping Both Ways! A unique balance of comfort and good looks. These lightweight shoes are packed with rugged features and a sporty, casual style. Full grain, oil-tanned leather upper...
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Sperry Top-Sider Santa Cruz Thong Men's Sandals - Tan

Sperry Top-Sider Santa Cruz Thong...

Zappos.com
Sperry Top-Sider
$54.95
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The Gold Cup Collection takes the inimitable Sperry style to the next level with hand-burnished leathers, meticulous design and 18K gold-plate details for a touch of shine to seal the deal....
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Sperry Top-Sider 'Gold Cup - Authentic Original' Boat Shoe (Nordstrom Exclusive) (Men)

Sperry Top-Sider 'Gold Cup -...

Nordstrom
Sperry Top-Sider
$150.00
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Casual meets sophisticated in the Bahama 2 Eye shoe by Sperry Top Sider. Features a canvas upper with nautical lacing, moc toe stitching, and two eyelet lacing for a personalized fit
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Sperry Top Sider Mens Bahama 2 Eye Canvas Casual Shoes

Sperry Top Sider Mens Bahama 2 Eye...

Overstock.com
Sperry Top-Sider
$72.99
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Free Shipping Both Ways! Dependable comfort and clean, classic good looks. Corner stitched Euro-Comfort construction for ultimate comfort and flexibility. Combined with vulcanized...
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Sperry Top-Sider Largo Slip On Men's Slip on Shoes - Taupe Suede

Sperry Top-Sider Largo Slip On Men's...

Zappos.com
Sperry Top-Sider
$69.95
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Sperry Top-Siders signature Authentic Original boat shoes possess sophisticated, timeless style. These shoes feature a leather or fabric upper in a classic nautical style with rustproof...
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Sperry Top Sider Mens A/o 2 Eye Black Casual Shoes (size 8.5)

Sperry Top Sider Mens A/o 2 Eye Black...

Overstock.com
Sperry Top-Sider
$95.99
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Free Shipping On Every Order Through Mother's Day!Jeffrey New York provides a designer twist to an American Original. Sperry's iconic silhouette paired with Jeffrey's signature flare has...
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Sperry Top-Sider Sedona Moccasin Boot by Jeffrey Size 9.5M Sand Suede Men's Shoes

Sperry Top-Sider Sedona Moccasin Boot...

Sperry Top-Sider
Sperry Top-Sider
$98.99

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Since 1935, Authentic Original boat shoes have been a favorite of those who spent time in, on or around the sea. This season the iconic A/O gets an update in a relaxed slip-on style with...
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Sperry Top-Sider Authentic Original Color Pop Gore Boat Shoe Size 11M Black / Blue Leather Men's

Sperry Top-Sider Authentic Original...

Sperry Top-Sider
Sperry Top-Sider
$48.95

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Free Shipping On Every Order Through Mother's Day!Slip on a dress casual style and be prepared to make a statement. Built from a heritage brand, Sperry designs emanate smartness while... Sperry Top-Sider Tremont Kiltie Tassel Loafer Size 10M Amaretto Men's Shoes

Sperry Top-Sider Tremont Kiltie...

Sperry Top-Sider
Sperry Top-Sider
$69.99

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Tumbled, relaxed leather uppers in an elevated chukka style will keep your feet going through casual Friday and all weekend long.
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Sperry Top-Sider Cloud Logo Authentic Original Boat Chukka Boot Size 11.5M Tan / Dark Brown Leather Men's

Sperry Top-Sider Cloud Logo Authentic...

Sperry Top-Sider
Sperry Top-Sider
$57.95

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Free Shipping On Every Order Through Mother's Day!Slip on a dress casual style and be prepared to make a statement. Built from a heritage brand, Sperry designs emanate smartness while...
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Sperry Top-Sider Tremont Kiltie Tassel Loafer Size 10.5W Amaretto Men's Shoes

Sperry Top-Sider Tremont Kiltie...

Sperry Top-Sider
Sperry Top-Sider
$69.99

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Free Shipping On Every Order Through Mother's Day!The Cloud Logo line captures iconic Sperry style with a trendier and more current vibe. Many Cloud Logo styles are limited editions, so get...
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Sperry Top-Sider Cloud Logo Razorfish Boat Shoe Size 11M Orange Ombre Cork Men's

Sperry Top-Sider Cloud Logo Razorfish...

Sperry Top-Sider
Sperry Top-Sider
$51.95

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Tumbled, relaxed leather uppers in an elevated chukka style will keep your feet going through casual Friday and all weekend long.
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Sperry Top-Sider Cloud Logo Authentic Original Boat Chukka Boot Size 12M Tan / Dark Brown Leather Men's

Sperry Top-Sider Cloud Logo Authentic...

Sperry Top-Sider
Sperry Top-Sider
$57.95

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This fall, the iconic boat shoe gets an update in premium leather with a white washing technique that gives uppers a relaxed weathered look. Contrasting laces and color mixes add even more...
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Sperry Top-Sider Cloud Logo Authentic Original White Washed Boat Shoe Size 7M Gray / Brown White Washed Men's Shoes

Sperry Top-Sider Cloud Logo Authentic...

Sperry Top-Sider
Sperry Top-Sider
$64.99

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Free Shipping On Every Order Through Mother's Day!The Gold Cup Collection features premium hand-sewn leather uppers and luxurious Lambskin linings. Seasonal style updates include...
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Sperry Top-Sider Gold Cup Bellingham ASV Chukka Boot Size 7M Tan Suede Men's

Sperry Top-Sider Gold Cup Bellingham...

Sperry Top-Sider
Sperry Top-Sider
$106.95
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Free Shipping On Every Order Through Mother's Day!With enhanced comfort and support, the Mako is the worlds first boat shoe as rugged as a shark. Sperry Top-Sider Mako 2-Eye Canoe Moc Boat Shoe Size 9W Coffee Men's Shoes

Sperry Top-Sider Mako 2-Eye Canoe Moc...

Sperry Top-Sider
Sperry Top-Sider
$90.00

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Own the Original, but with a trendier spin. American Original meets Enduring Style with this urban take on our classic silhouette. The Cloud line is for those who love our commitment to...
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Sperry Top-Sider Cloud Logo Authentic Original Padded Collar 3-Eye Boat Shoe Size 10M Olive Plaid Oil Cloth Men's

Sperry Top-Sider Cloud Logo Authentic...

Sperry Top-Sider
Sperry Top-Sider
$69.95

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Featuring true espadrille construction with jute wrap and durable rope outsole, the gorgeous Espadrille 2-Eye Canvas shoe has a genuine rawhide lace for an appealing look.
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Men's Sperry Top-Sider Espadrille 2-Eye Canvas - Navy Canvas Moc Toe Shoes

Men's Sperry Top-Sider Espadrille...

Shoebuy.com
Sperry Top-Sider
$79.95
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Dual density bottom with cushion midsole provides under-foot comfort. Padded tongue and collar for added comfort. Genuine handsewn tru-moc construction with floater leather for durable...
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Men's Sperry Top-Sider Mako 2-Eye Canoe Moc - Coffee Moc Toe Shoes

Men's Sperry Top-Sider Mako 2-Eye...

Shoebuy.com
Sperry Top-Sider
$89.95
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The iconic Authentic Original boat shoe from 1935 gets a style update this season. Country Flag inspired colors & hand-sewn leather uppers will really kick up your look whether you're on...
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Sperry Top-Sider Authentic Original Flag Day 2-Eye Boat Shoe Size 7M Green / Blue Leather Men's Shoes

Sperry Top-Sider Authentic Original...

Sperry Top-Sider
Sperry Top-Sider
$95.00

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Corner stitched "Euro-comfort" construction for ultimate comfort and flexibility. Full length, removable footbed for all-day under-foot comfort. Combined with vulcanized construction for...
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Men's Sperry Top-Sider Largo Slip On - Taupe Suede Perfs Slip-on Shoes

Men's Sperry Top-Sider Largo Slip On...

Shoebuy.com
Sperry Top-Sider
$69.95
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Free Shipping On Every Order Through Mother's Day!Slip on a pair of nautically inspired sandals and watch your troubles melt away. From lounging on the beach to a day in the backyard, these...
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Sperry Top-Sider Baitfish Thong Sandal Size 8M Tan Leather Men's Shoes

Sperry Top-Sider Baitfish Thong...

Sperry Top-Sider
Sperry Top-Sider
$50.00

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