Sperry Top-Sider Men's (13,225 RESULTS)

This fall the classic boat shoe takes on a new approach to color blocking with subtle camo printed outsoles
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Sperry Top-Sider Authentic Original Camo 2-Eye Boat Shoe Brown/Green, Size 9.5M Men's Shoes

Sperry Top-Sider Authentic Original...

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

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Hand-sewn leather with moccasin construction features a shock-absorbing EVA heel cup for comfort and a nonmarking, siped rubber sole for traction while on deck. Color(s): tan. Brand: Sperry...
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Men's Sperry Top-Sider 'Authentic Original' Leather Boat Shoe

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

Nordstrom
Sperry Top-Sider
$87.95 $65.96
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Free Shipping Both Ways! No matter if you are braving the freezing sea air or the the cold city streets, the Avenue Duck Boot from Sperry Top-Sider will keep you cozy and steady on your... Sperry Top-Sider Avenue Duck Boot Men's Lace-up Boots

Sperry Top-Sider Avenue Duck Boot...

Zappos.com
Sperry Top-Sider
$110.00
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Sperry Top-Sider Men's Leeward Venetian Tan Shoes - 0770677
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Sperry Top-Sider Men's Leeward Venetian Tan Shoes, Size 12 M - 0770677

Sperry Top-Sider Men's Leeward...

TheShoeMart
Sperry Top-Sider
$87.95
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Free Shipping Both Ways! The Dockyard Oxford Chukka from Sperry Top-Sider has a modern nautical look that works both in the city and by the sea. Premium leather upper. Genuine hand-sewn...
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Sperry Top-Sider Dockyard Oxford Chukka Men's Lace-up Boots

Sperry Top-Sider Dockyard Oxford...

Zappos.com
Sperry Top-Sider
$125.00
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Weathered leather is formed into a handsome one-eye boat shoe laced with contrast rawhide and featuring a wave-siped sole for traction. Color(s): dark brown, grey, navy. Brand: Sperry... Men's Sperry Top-Sider 'Authentic Original' Boat Shoe

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

Nordstrom
Sperry Top-Sider
$89.95
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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...
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Sperry Top-Sider Tremont Kiltie Tassel Men's Slip on Shoes

Sperry Top-Sider Tremont Kiltie...

6pm.com
Sperry Top-Sider
$90.00 $62.99
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Free Shipping on all orders! Your escape from the city won't be complete until you put on your beach-friendly Bahama 2-Eye Leather/Canvas boat shoes by Sperry Top-Sider! ; Soft leather and...
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Sperry Top-Sider Bahama 2-Eye Leather/Canvas Men's Shoes

Sperry Top-Sider Bahama 2-Eye...

6pm.com
Sperry Top-Sider
$65.00 $32.99
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These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in...
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Sperry Top-Sider Dockyard Sport Chukka Boot DarkBrown, Size 10.5M Men's Shoes

Sperry Top-Sider Dockyard Sport...

Sperry Top-Sider
Sperry Top-Sider
$130.00
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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 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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These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in...
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Sperry Top-Sider Dockyard Sport Chukka Boot DarkBrown, Size 11M Men's Shoes

Sperry Top-Sider Dockyard Sport...

Sperry Top-Sider
Sperry Top-Sider
$130.00
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The iconic boat shoe elevates style to the next level as part of the Gold Cup Collection. Their finely tooled premium leather uppers are sewn by hand and lined with luxuriously soft...
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Sperry Top-Sider Gold Cup Authentic Original 2-Eye Boat Shoe Tan/BrownLeather, Size 8W Men's Shoes

Sperry Top-Sider Gold Cup Authentic...

Sperry Top-Sider
Sperry Top-Sider
$150.00 $114.99
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These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in...
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Sperry Top-Sider Dockyard Sport Chukka Boot DarkBrown, Size 11.5M Men's Shoes

Sperry Top-Sider Dockyard Sport...

Sperry Top-Sider
Sperry Top-Sider
$130.00
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Slip on a dress casual style and be prepared to make a statement. Built from a heritage brand, Sperry designs emanate smartness while maintaining durable comfort. Classic comfort and...
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Sperry Top-Sider Tremont Kiltie Tassel Loafer Amaretto, Size 11.5M Men's Shoes

Sperry Top-Sider Tremont Kiltie...

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

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Slip on a dress casual style and be prepared to make a statement. Built from a heritage brand, Sperry designs emanate smartness while maintaining durable comfort. Classic comfort and...
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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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These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in...
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Sperry Top-Sider Dockyard Sport Chukka Boot DarkBrown, Size 8M Men's Shoes

Sperry Top-Sider Dockyard Sport...

Sperry Top-Sider
Sperry Top-Sider
$130.00
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Finely crafted traditional wing tip oxfords with brogue details take on a modern vibe with contrasting outsoles and laces. The Gold Cup Collection features premium hand-sewn leather uppers...
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Sperry Top-Sider Gold Cup Bellingham ASV Wingtip Oxford Brown/Ivory/TaupeLeather, Size 12M Men's Shoes

Sperry Top-Sider Gold Cup Bellingham...

Sperry Top-Sider
Sperry Top-Sider
$180.00 $134.99
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Slip on a dress casual style and be prepared to make a statement. Built from a heritage brand, Sperry designs emanate smartness while maintaining durable comfort. Classic comfort and...
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Sperry Top-Sider Santa Cruz Slide Sandal Chocolate, Size 9W Men's Shoes

Sperry Top-Sider Santa Cruz Slide...

Sperry Top-Sider
Sperry Top-Sider
$60.00

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This is the jacket to see you through fall. Featuring a special fill that provides maximum warmth (without the bulk) and a contrast lining for a subtle pop of color, you can seriously wear...
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Sperry Top-Sider Harbor Puffer Jacket Olive, Size M Men's

Sperry Top-Sider Harbor Puffer Jacket...

Sperry Top-Sider
Sperry Top-Sider
$175.00 $105.00

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Slip on a dress casual style and be prepared to make a statement. Built from a heritage brand, Sperry designs emanate smartness while maintaining durable comfort. Classic comfort and...
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Sperry Top-Sider Tremont Kiltie Tassel Loafer BlackAmaretto, Size 12W Men's Shoes

Sperry Top-Sider Tremont Kiltie...

Sperry Top-Sider
Sperry Top-Sider
$90.00

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The Ultralite has the perks of the classic Billfish, but it's 28% lighter. Look for seasonal color choices that include contrasting soles and laces. Plus, hand-sewn construction in soft,...
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Sperry Top-Sider Billfish Ultralite 3-Eye Boat Shoe Navy/Gray, Size 7.5M Men's Shoes

Sperry Top-Sider Billfish Ultralite...

Sperry Top-Sider
Sperry Top-Sider
$100.00 $69.99

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Boat shoe meets slipper in a lightweight, breathable slip-on perfect for warm weather
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Sperry Top-Sider Shore Leave Canvas Slip-On Shoe BlackCanvas, Size 9.5M Men's Shoes

Sperry Top-Sider Shore Leave Canvas...

Sperry Top-Sider
Sperry Top-Sider
$70.00 $54.99

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Sperry Top-Sider introduces our revolutionary ASV Solution#153. The first performance boat shoe with innovative anti-shock/vibration technology for non-stop comfort that rocks it on the...
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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

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From the frigid seas to the frozen streets, your feet will give a warm welcome to the Cold Bay boots.
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Sperry Top-Sider Cold Bay Boot Brown/Tan, Size 10M Men's Shoes

Sperry Top-Sider Cold Bay Boot...

Sperry Top-Sider
Sperry Top-Sider
$150.00
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