Sperry Top-Sider Men's (14,550 RESULTS)

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... Sperry Gold Cup Authentic Original 2-Eye Boat Shoe Tan/BrownLeather, Size 8W Men's Shoes

Sperry Gold Cup Authentic Original...

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$150.00 $114.99
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Featuring a versatile laceless construction, the Striper CVO Salt-Washed Twill shoe features a detachable polyurethane insole with the Wave Comfort Foot System™ for optimum comfort all day... Men's Sperry Top-Sider Striper CVO Salt-Washed Twill - Navy Twill Fashion Sneakers

Men's Sperry Top-Sider Striper CVO...

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Sperry Top-Sider
$59.95
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Durable full-grain leather shapes a mid-cut chukka boot splashed with boat-shoe styling and featuring genuine hand-sewn construction and a slip-resistant rubber sole. Color(s): grey. Brand:...
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Men's Sperry Top-Sider 'Gold Cup' Chukka Boot, Size 8.5 M - Grey

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

Nordstrom
Sperry Top-Sider
$170.00 $84.98
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Sperry Top-Sider Men's Bahama 2-Eye Khaki-Oyster Shoes - 0561043
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Sperry Top-Sider Men's Bahama 2-Eye Khaki-Oyster Shoes, Size 7.5 M - 0561043

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

TheShoeMart
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$59.95
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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 - Sahara Lace Up Shoes

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

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$77.95
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Sperry Top-Sider Men's Navigator Venetian Amaretto Shoes - 0238212
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Sperry Top-Sider Men's Navigator Venetian Amaretto Shoes, Size 13 M - 0238212

Sperry Top-Sider Men's Navigator...

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$89.95
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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... Sperry Authentic Original Color Pop Gore Boat Shoe BrownPink/Leather, Size 13M Men's Shoes

Sperry Authentic Original Color Pop...

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$90.00 $64.99

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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... Sperry Dockyard Sport Chukka Boot DarkBrown, Size 11.5M Men's Shoes

Sperry Dockyard Sport Chukka Boot...

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Sperry Top-Sider
$130.00 $99.99

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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 Dockyard Sport Chukka Boot DarkBrown, Size 10.5M Men's Shoes

Sperry Dockyard Sport Chukka Boot...

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Sperry Top-Sider
$130.00 $99.99

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The Gold Cup Collection has reached new heights. Our original design, engineered with meticulous craftsmanship, has been combined with our revolutionary ASV Solution#153; which serves to...
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Sperry Gold Cup ASV Dress Casual Venetian DarkBrownLeather, Size 11.5W Men's Shoes

Sperry Gold Cup ASV Dress Casual...

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$170.00
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Purchase a Gift CardHaving trouble finding the perfect size? Send a Gift Card - the perfect fit!Gift cards can only be shipped within the United States and be redeemed online at...
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Sperry Sperry Gift Card e-GiftCard, Size

Sperry Sperry Gift Card e-GiftCard,...

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Sperry Top-Sider
$100.00
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The classic winter boot is now styled to the next level as part of the Gold Cup Collection. The Gold Bay Boot features premium seam-sealed waterproof leather uppers and are lined with...
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Sperry Gold Cup Gold Bay Boot DarkBrown, Size 10.5M Men's Shoes

Sperry Gold Cup Gold Bay Boot...

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$250.00 $179.99
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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... Sperry Tremont Kiltie Tassel Loafer Amaretto, Size 11.5M Men's Shoes

Sperry Tremont Kiltie Tassel Loafer...

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

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The classic winter boot is now styled to the next level as part of the Gold Cup Collection. The Gold Bay Boot features premium seam-sealed waterproof leather uppers and are lined with...
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Sperry Gold Cup Gold Bay Boot DarkBrown, Size 7M Men's Shoes

Sperry Gold Cup Gold Bay Boot...

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Sperry Cup follows the tradition of fine craftsmanship with hand-sewn construction in soft premium leather. Look for seasonal updates including contrasting outsoles and unique color mixes... Sperry Sperry Cup 2-Eye Boat Sneaker DarkBrownLeather, Size 9M Men's

Sperry Sperry Cup 2-Eye Boat Sneaker...

Sperry Top-Sider
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$90.00 $54.95

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Purchase a Gift CardHaving trouble finding the perfect size? Send a Gift Card - the perfect fit!Gift cards can only be shipped within the United States and be redeemed online at...
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Sperry Sperry Gift Card e-GiftCard, Size

Sperry Sperry Gift Card e-GiftCard,...

Sperry Top-Sider
Sperry Top-Sider
$75.00

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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 Tremont Kiltie Tassel Loafer Amaretto, Size 10.5W Men's Shoes

Sperry Tremont Kiltie Tassel Loafer...

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

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A classic from the Sperry Top-Sider archives, the Captain's Oxford unique styling makes this an enduring favorite for old and new sailors alike! Sperry Cloud Logo Canvas Captain's Oxford WhiteCanvas, Size 9M Men's Shoes

Sperry Cloud Logo Canvas Captain's...

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$90.00 $64.99

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The Made in Maine collection of footwear is hand stitched by artisans in Maine, using U.S. sourced leather and the finest materials. Handcrafted with a commitment to quality, Sperry... Sperry Authentic Original Boat Shoe by Made in Maine MahoganyLeather, Size 11.5M Men's Shoes

Sperry Authentic Original Boat Shoe...

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$250.00 $184.99
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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 Cold Bay Boot Navy/DarkBrown, Size 10M Men's Shoes

Sperry Cold Bay Boot Navy/DarkBrown,...

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$150.00 $114.99
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Sturdy and rugged boat shoes feature 360� lacing for more stability. Their air mesh and perforated upper panels, along with enhanced shock-absorbing soles, help feet stay comfortable all... Sperry Billfish 3-Eye Boat Shoe DarkTan, Size 7M Men's Shoes

Sperry Billfish 3-Eye Boat Shoe...

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$100.00
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In 1935 Paul Sperry invented the first sailing shoe, and we've been busy re-inventing it ever since! We work with the US Sailing Team to be sure we design shoes for even the most extreme... Sperry Submersible Boot Black/Gray, Size 8M Men's Shoes

Sperry Submersible Boot Black/Gray,...

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$80.00 $59.95

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Comfortable, trendy, and classic are all ways to describe the Cruz Suede Slip-On Sneaker. Whether you are going out with friends or hitting the boardwalk, this sneaker has you covered.
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Sperry Cruz Suede Slip-On Sneaker TaupeSuede, Size 7M Men's Shoes

Sperry Cruz Suede Slip-On Sneaker...

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$70.00

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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...
  •  
Sperry Tremont Kiltie Tassel Loafer Amaretto, Size 8.5M Men's Shoes

Sperry Tremont Kiltie Tassel Loafer...

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

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With enhanced comfort and support, the Mako is the worlds first boat shoe as rugged as a shark. Sperry Mako 2-Eye Canoe Moc Boat Shoe Coffee, Size 8M Men's Shoes

Sperry Mako 2-Eye Canoe Moc Boat Shoe...

Sperry Top-Sider
Sperry Top-Sider
$98.00

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