Sperry Top-Sider Men's (9,696 RESULTS)

These boat shoes feature a saturated canvas upper with a tropical floral lining. The 360° lacing system delivers a comfortable, secure fit, with rustproof eyelets and genuine rawhide lace.... Men's Sperry Top-Sider A/O 3-Eye Canvas - Blue Canvas Moc Toe Shoes

Men's Sperry Top-Sider A/O 3-Eye...

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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...
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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
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The classic Billfish cupsole construction is now 28% lighter with a EVA midsole. The molded rubber bottom has "Adaptive Wave-Siping" for the ultimate traction on wet and dry surfaces, and a...
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Men's Sperry Top-Sider Billfish Ultralight 3-Eye - Ivory/Lime Leather Moc Toe Shoes

Men's Sperry Top-Sider Billfish...

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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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Free Shipping on all orders! Please keep in mind there may be some color transfer after first use. This is normal. Whether it's the work week or weekend, these classic slip-ons fit the... Sperry Top-Sider Tremont Kiltie Tassel Men's Slip on Shoes

Sperry Top-Sider Tremont Kiltie...

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$90.00 $42.99
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Sperry Top-Sider Men's Tremont Kiltie Tassel Black-Amaretto Shoes - 0717132
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Sperry Top-Sider Men's Tremont Kiltie Tassel Black-Amaretto Shoes, Size 10 M - 0717132

Sperry Top-Sider Men's Tremont Kiltie...

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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 11.5 M - 0197640

Sperry Top-Sider Men's Authentic...

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$85.00
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Stepped-up style emanates from a heartily handsome boat shoe laced with rough rawhide for a rustic touch. Color(s): navy. Brand: Sperry Top-Sider. Style Name: Sperry Top-Sider 'Authentic...
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Sperry Top-Sider 'Authentic Original - Boardwalk' Boat Shoe (Men)

Sperry Top-Sider 'Authentic Original...

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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'...

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$59.95
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Free Shipping Both Ways! Genuine handsewn tru-moc construction. Stain- and water-resistant leather for durable, lasting wear. Perfed dri-lex sock covers a shock-absorbing heel cup,...
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Sperry Top-Sider Authentic Original Men's Lace up casual Shoes - Sahara

Sperry Top-Sider Authentic Original...

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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...

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Free Shipping on all orders! The eye-catching color of the A/O 2-Eye Canvas Pop boat shoe by Sperry Top-Sider just adds to its classic nautical style. Genuine hand-sewn construction for...
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Sperry Top-Sider A/O 2-Eye Canvas Pop Men's Slip on Shoes

Sperry Top-Sider A/O 2-Eye Canvas Pop...

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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
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$67.99
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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 10M 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!Sturdy, rugged and in premium wool for cooler weather, these boat shoes feature 360#176 lacing for more stability. Their air mesh and...
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Sperry Top-Sider Billfish Wool 3-Eye Boat Shoe Size 8M Gray Wool Men's

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

Sperry Top-Sider
Sperry Top-Sider
$54.95

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Free Shipping On Every Order Through Mother's Day!Sperry Top-Sider introduces our revolutionary ASV Solution#153. The first performance boat shoe with innovative anti-shock/vibration...
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Sperry Top-Sider Billfish ASV Boat Shoe Size 15M Dark Brown Leather Men's Shoes

Sperry Top-Sider Billfish ASV Boat...

Sperry Top-Sider
Sperry Top-Sider
$94.99

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The iconic Authentic Original boat shoe from 1935 gets a style update this season. Colorblocking on premium, hand-sewn leather uppers will really kick up your look whether you're on board...
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Sperry Top-Sider Authentic Original Cyclone Leather 2-Eye Boat Shoe Size 9.5M Red Men's Shoes

Sperry Top-Sider Authentic Original...

Sperry Top-Sider
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$95.00

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Free Shipping On Every Order Through Mother's Day!Sperry Top-Sider's premium Gold Cup line has established itself as the luxurious standard for ultimate comfort and high style. Crafted from...
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Sperry Top-Sider Gold Cup Slide Sandal Size 10M Brown Leather Men's Shoes

Sperry Top-Sider Gold Cup Slide...

Sperry Top-Sider
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$120.00
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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
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$48.95

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Have a comfortable day walking around in these handsewn Leeward 2-Eye Moccasins by Sperry. Not only are they fashionable but they are also comfort your feet with a shock absorbing EVA heel...
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Men's Sperry Top-Sider Leeward 2-Eye - Brown Buc/Brown Moc Toe Shoes

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

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Molded EVA cushion midsole for all day, under foot comfort. Air-mesh upper panels for cool, breathable comfort around the foot. Genuine handsewn true-moc construction and padded tongue for...
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Men's Sperry Top-Sider Billfish 3-Eye - Dark Tan Moc Toe Shoes

Men's Sperry Top-Sider Billfish 3-Eye...

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Sperry Top-Sider Men's Sperry Cup 2-Eye Dark Brown Shoes - 0219238
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Sperry Top-Sider Men's Sperry Cup 2-Eye Dark Brown Shoes, Size 10 M - 0219238

Sperry Top-Sider Men's Sperry Cup...

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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. 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!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 9W Amaretto Men's Shoes

Sperry Top-Sider Tremont Kiltie...

Sperry Top-Sider
Sperry Top-Sider
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Sperry Top-Sider Men's Boat Oxford Wingtip Tan-Green Shoes - 10509505
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Sperry Top-Sider Men's Boat Oxford Wingtip Tan-Green Shoes, Size 7.5 M - 10509505

Sperry Top-Sider Men's Boat Oxford...

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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...

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$51.95
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A good-looking duck boot features waterproof, seam-sealed construction and warm Thinsulate lining to keep your feet dry and warm in the nastiest of weather. Rated for temperatures as low as...
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Sperry Top-Sider 'Cold Bay' Short Weatherproof Duck Boot

Sperry Top-Sider 'Cold Bay' Short...

Nordstrom
Sperry Top-Sider
$120.00
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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 10.5M 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!Soft hand-sewn leathers keep feet super-comfortable for a lengthy road trip, while brightly contrasting outsoles will rev up your look with...
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Sperry Top-Sider Wave Driver Convertible Moc Size 9.5M Linen Leather Men's

Sperry Top-Sider Wave Driver...

Sperry Top-Sider
Sperry Top-Sider
$48.95

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The iconic Authentic Original shoe from 1935, gets an update for the season with printed anchors inspired from the classic sailor's tatoo
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Sperry Top-Sider Authentic Original Anchor Tattoo 2-Eye Boat Shoe Size 7M Tan Anchor Leather Men's Shoes

Sperry Top-Sider Authentic Original...

Sperry Top-Sider
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$74.99

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