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Sperry Top-Sider Men's (13,367 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 Tan/DarkBrownLeather, Size 11M Men's

Sperry Top-Sider Cloud Logo Authentic...

Sperry Top-Sider
Sperry Top-Sider
$105.00 $57.95

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Dockyard Sport Chukka makes you agile with its lightweight EVA midsole. This Genuine Hand-Sewn Tru-Moc Construction is designed for durable comfort. Shock absorbing EVA heel cup and padded... Men's Sperry Top-Sider Dockyard Sport Chukka - Dark Brown Leather Boots

Men's Sperry Top-Sider Dockyard Sport...

Shoebuy.com
Sperry Top-Sider
$129.95
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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 Amaretto, Size 10M Men's Shoes

Sperry Top-Sider Tremont Kiltie...

Sperry Top-Sider
Sperry Top-Sider
$90.00 $69.99

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Sperry Top-Sider Men's Avenue Duck Toggle Black-Amaretto Shoes - STS10103
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Sperry Top-Sider Men's Avenue Duck Toggle Black-Amaretto Shoes, Size 10.5 M - STS10103

Sperry Top-Sider Men's Avenue Duck...

TheShoeMart
Sperry Top-Sider
$94.95
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Free Shipping Both Ways! Fall weather can call for a drizzle, so be stylishly prepared for the weather in the Sperry Top-Sider Avenue Duck 3-Eye shoe. Upper made of leather and rubber....
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Sperry Top-Sider Avenue Duck 3-Eye Men's Lace up casual Shoes

Sperry Top-Sider Avenue Duck 3-Eye...

Zappos.com
Sperry Top-Sider
$95.00
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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
$54.95
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Free Shipping on all orders! This Sperry Top-Sider chukka is perfect for both the office and even more casual events with friends. Leather upper. Traditional lacing for a preferred fit.... Sperry Top-Sider Gold Bellingham Chukka w/ASV Men's Lace-up Boots

Sperry Top-Sider Gold Bellingham...

6pm.com
Sperry Top-Sider
$195.00 $107.99
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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 10.5 M - 0775528

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

TheShoeMart
Sperry Top-Sider
$59.95
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Free Shipping Both Ways! Stroll the decks of your latest ocean cruise or wander amongst the ruins of your favorite ancient city in total comfort and style with the Gold Cup ASV Boothbay... Sperry Top-Sider Gold Cup ASV Boothbay Venetian Loafer Men's Slip on Shoes

Sperry Top-Sider Gold Cup ASV...

Zappos.com
Sperry Top-Sider
$170.00
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Hand-sewn canvas shapes a leather-trimmed boat shoe grounded with a wave-siped sole for exceptional wet/dry traction. Color(s): light grey. Brand: Sperry Top-Sider. Style Name: Sperry...
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Men's Sperry Top-Sider 'Bahama' Boat Shoe

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

Nordstrom
Sperry Top-Sider
$64.95 $32.47
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Coated canvas provides a rugged update to a classic two-eyelet boat shoe featuring genuine hand-sewn construction and a durable leather collar. Color(s): black. Brand: Sperry Top-Sider....
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Men's Sperry Top-Sider 'Bahama' Boat Shoe

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

Nordstrom
Sperry Top-Sider
$64.95 $32.47
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Free Shipping on all orders! Stay comfortably stylish no matter where you go when you wear the Outer Banks Thong by Sperry Top-Sider. Full grain leather upper. Fabric lining provides added...
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Sperry Top-Sider Outer Banks Thong Men's Sandals

Sperry Top-Sider Outer Banks Thong...

6pm.com
Sperry Top-Sider
$55.00 $27.99
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Free Shipping On Every Order Through Mother's Day!Finely crafted traditional wing tip oxfords with brogue details take on a modern vibe with contrasting outsoles and laces. The Gold Cup...
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Sperry Top-Sider Gold Cup Bellingham ASV Wingtip Oxford Navy/Tan/GreenLeather, Size 7M Men's Shoes

Sperry Top-Sider Gold Cup Bellingham...

Sperry Top-Sider
Sperry Top-Sider
$180.00 $134.99
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Free Shipping On Every Order Through Mother's Day!This style is currently unavailable - Check back with us soon!
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Sperry Top-Sider Avenue Duck Boot NavyLeather/Tan, Size 7M Men's Shoes

Sperry Top-Sider Avenue Duck Boot...

Sperry Top-Sider
Sperry Top-Sider
$110.00
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Free Shipping On Every Order Through Mother's Day!This style is currently unavailable - Check back with us soon!
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Sperry Top-Sider Avenue Duck Boot OxbloodLeather, Size 9M Men's Shoes

Sperry Top-Sider Avenue Duck Boot...

Sperry Top-Sider
Sperry Top-Sider
$100.00 $74.99

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Free Shipping On Every Order Through Mother's Day!This style is currently unavailable - Check back with us soon!
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Sperry Top-Sider Avenue Duck Boot OxbloodLeather, Size 8M Men's Shoes

Sperry Top-Sider Avenue Duck Boot...

Sperry Top-Sider
Sperry Top-Sider
$100.00 $74.99

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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 Navigator Venetian Tan, Size 12M Men's Shoes

Sperry Top-Sider Navigator Venetian...

Sperry Top-Sider
Sperry Top-Sider
$90.00 $69.99

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Classic Bahama 2-eye boat shoes now come in soft and durable washable suede nubuck. So if you drip, drop or dribble on your Bahamas, just wash them in the machine, let them air dry and...
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Sperry Top-Sider Bahama Washable 2-Eye Boat Shoe TanWashableNubuck, Size 10.5M Men's Shoes

Sperry Top-Sider Bahama Washable...

Sperry Top-Sider
Sperry Top-Sider
$90.00 $64.99

28%

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Free Shipping On Every Order Through Mother's Day!The search for comfortable shoes built for durable, lasting wear is over. If you're looking for classic comfort kicks that will propel you... Sperry Top-Sider Boat Lite 2-Eye Boat Shoe Black/DarkGray, Size 7M Men's Shoes

Sperry Top-Sider Boat Lite 2-Eye Boat...

Sperry Top-Sider
Sperry Top-Sider
$95.00 $64.99

32%

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The Authentic Original has an updated and elevated look for fall. The Authentic Original Waterproof Lug Chukka Boot blends the seasonal details for the season, and embodies life near and... Sperry Top-Sider Authentic Original Waterproof Lug Chukka Boot Black, Size 9M Men's Shoes

Sperry Top-Sider Authentic Original...

Sperry Top-Sider
Sperry Top-Sider
$130.00
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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 Amaretto, Size 10W Men's Shoes

Sperry Top-Sider Tremont Kiltie...

Sperry Top-Sider
Sperry Top-Sider
$90.00 $69.99

Added to Favorites

Free Shipping On Every Order Through Mother's Day!Sperry Cup follows the tradition of fine craftsmanship with hand-sewn construction in soft premium leather. Look for seasonal updates...
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Sperry Top-Sider Sperry Cup 2-Eye Boat Sneaker DarkBrownLeather, Size 10M Men's

Sperry Top-Sider Sperry Cup 2-Eye...

Sperry Top-Sider
Sperry Top-Sider
$90.00 $54.95

39%

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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 DarkBrownLeather, Size 15M Men's Shoes

Sperry Top-Sider Billfish ASV Boat...

Sperry Top-Sider
Sperry Top-Sider
$120.00 $94.99

Added to Favorites

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 Amaretto, Size 10.5W Men's Shoes

Sperry Top-Sider Tremont Kiltie...

Sperry Top-Sider
Sperry Top-Sider
$90.00 $69.99

Added to Favorites

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 Santa Cruz Thong Sandal Chocolate, Size 9M Men's

Sperry Top-Sider Santa Cruz Thong...

Sperry Top-Sider
Sperry Top-Sider
$55.00 $29.95

46%

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Free Shipping On Every Order Through Mother's Day!Like their name, these soft and cozy slippers were made for rest and relaxation. Premium suede uppers feature boat shoe styling. Rubber...
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Sperry Top-Sider R&R Moc Slipper DarkBrownSuede, Size 9.5M Men's

Sperry Top-Sider R&R Moc Slipper...

Sperry Top-Sider
Sperry Top-Sider
$70.00 $42.95

39%

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Style never looked this effortless. Sperry's vulcanized products provide a stylish, no-slip grip for every possible adventure. Look for seasonal updates with the hottest materials and...
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Sperry Top-Sider Bahama 2-Eye Boat Shoe Black, Size 15M Men's Shoes

Sperry Top-Sider Bahama 2-Eye Boat...

Sperry Top-Sider
Sperry Top-Sider
$60.00 $44.99

25%

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Free Shipping On Every Order Through Mother's Day!Like their name, these soft and cozy slippers were made for rest and relaxation. Premium suede uppers feature boat shoe styling. Rubber...
  •  
Sperry Top-Sider R&R Moc Slipper DarkBrownSuede, Size 8.5M Men's

Sperry Top-Sider R&R Moc Slipper...

Sperry Top-Sider
Sperry Top-Sider
$70.00 $42.95

39%

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Free Shipping On Every Order Through Mother's Day!Classic kiltie details top finely crafted leather uppers to offer the right relaxed polish for an afternoon by the sea. Signature Sperry...
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Sperry Top-Sider Wave Driver Kiltie Moc BlackLeather, Size 11M Men's

Sperry Top-Sider Wave Driver Kiltie...

Sperry Top-Sider
Sperry Top-Sider
$110.00 $43.95

60%

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Free Shipping On Every Order Through Mother's Day!As part of The Gold Cup Collection, these classic twin-gore slip-ons feature premium hand-sewn burnished leather uppers and luxurious...
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Sperry Top-Sider Gold Cup Bellingham ASV Slip-On Oxford BrownLeather, Size 8.5M Men's Shoes

Sperry Top-Sider Gold Cup Bellingham...

Sperry Top-Sider
Sperry Top-Sider
$180.00
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