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Sperry Top-Sider Gold Cup Authentic Original Boat Shoe Men 9.5 Seahorse

Sperry Top-Sider Gold Cup Authentic Original Boat Shoe Men 9.5 Seahorse

The Authentic Original, elevated to the Gold Cup standard with soft lambskin linings, rich leather uppers, 18k gold-plated eyelets, and a classic leather welt construction for durability. With our 360° lacing system for a secure fit and razor-cut... more

$110.04

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Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Red, 8 M US

Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Red, 8 M US

Introducing a new driver with the premium look and feel of our gold cup collection and enhanced anti-shock and Vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$74.90

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Best Seller
Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Grey, 9 M US

Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Grey, 9 M US

Introducing a new driver with the premium look and feel of our gold cup collection and enhanced anti-shock and Vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$90.99

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Men's Sperry Top-Sider Gold Cup Victura 3-Eye Boat Sneaker - Navy

Men's Sperry Top-Sider Gold Cup Victura 3-Eye Boat Sneaker - Navy

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The Sperry Top-Sider Gold Cup Victura 3-Eye Boat Sneaker will add standout style to your casual outfit. This hand-sewn boat shoe features a removable OrthoLite® footbed that wicks away moisture and ensures shock-absorption with maximum breathability,... more

$104.95

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(175,000+)
Sperry Shoes | Sperry Gold Cup Wellingham Wt Sz 9 | Color: Blue/Tan | Size: 9

Sperry Shoes | Sperry Gold Cup Wellingham Wt Sz 9 | Color: Blue/Tan | Size: 9

Nwb, Never Worn Before! Comes With Dustbag! Sperry Gold Cup Wellingham Wingtip In Greennavytan. Memory Foam Soles. Mens Sz 9no Smells, Stains, Damage! more

$160.00

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Sperry Shoes | Blue Sperry Gold Cup Boat Shoe Size 10 | Color: Blue/White | Size: 10

Sperry Shoes | Blue Sperry Gold Cup Boat Shoe Size 10 | Color: Blue/White | Size: 10

Gently Used, Size 10 Men'S Blue Sperry Gold Cup Boat Shoe more

$25.00

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Sperrys Shoes | Brand New Buttery Grey Sperry Gold Cup Shoes Sz 11 | Color: Gray | Size: 11

Sperrys Shoes | Brand New Buttery Grey Sperry Gold Cup Shoes Sz 11 | Color: Gray | Size: 11

These Are Brand New Buttery Grey Lace Up Sperry Gold Cup Leather Shoes In Size 11. These Shoes Are Very Unique And Hard To Find. They Feel Like Butter. Get Your Bid In Before These Are Gone. They Will Match Many Colors Of The Wardrobe. more

$99.00

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Men's Sperry Top-Sider Gold Cup Authentic Original 2-Eye

Men's Sperry Top-Sider Gold Cup Authentic Original 2-Eye

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The Sperry Top-Sider Gold Cup Authentic Original 2-Eye Fairhaven Boat Shoe is a true icon of prep style. This lambskin-lined slip-on is designed with a hand-sewn construction and features an OrthoLite® insole for superior moisture-wicking comfort with... more

$139.95

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(175,000+)
Men's Sperry Top-Sider Gold Boat ASV - Cognac Leather Moc Toe

Men's Sperry Top-Sider Gold Boat ASV - Cognac Leather Moc Toe

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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, which serves to dampen shock and vibration. Unprecedented luxury meets the pinnacle... more

$124.95

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shoes.com

(175,000+)
Gold Cup A/o Lug Chukka - Brown - Sperry Top-Sider Boots

Gold Cup A/o Lug Chukka - Brown - Sperry Top-Sider Boots

Sperry Top-Sider Gold Cup A/o Lug Chukka - The Sperry Gold A/O Lug Chukka boots add a little more ruggedness to your seaside style. Premium leather upper for durable and lasting wear. Genuine hand-sewn construction for durable comfort. Traditional... more

$185.00 $148.00

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Gold Cup Exeter Chelsea - Black - Sperry Top-Sider Boots

Gold Cup Exeter Chelsea - Black - Sperry Top-Sider Boots

Sperry Top-Sider Gold Cup Exeter Chelsea - The Sperry Gold Exeter Chelsea is a classic style that will complement any look. Soft suede upper. Chelsea silhouette. Slip-on style with side gore panels for easy on and off. Soft leather lining for added... more

$190.00 $171.00

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Gold Cup Elite Lace Boot Orleans - Brown - Sperry Top-Sider Boots

Gold Cup Elite Lace Boot Orleans - Brown - Sperry Top-Sider Boots

Sperry Top-Sider Gold Cup Elite Lace Boot Orleans - The Sperry® Elite Lace Boot Orleans oxford-style boots have a sleek, professional-inspired design that will elevate both casual and more stylish looks. Waterproof premium leather upper. Traditional... more

$215.00 $151.00

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Sperry Blue/Red Gold Cup Authentic Original A/O Boat Shoes

Sperry Blue/Red Gold Cup Authentic Original A/O Boat Shoes

Sperry Gold Cup Authentic Original A/O Boat Shoes. A true icon of prep style, the Authentic Original boat shoes by Sperry feature premium full-grain leather uppers in a genuine, hand-sewn moccasin construction. These are updated with lambskin linings... more

$160.00 $69.99

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Sperry Blue/Red Gold Cup Authentic Original A/O Boat Shoes

Sperry Blue/Red Gold Cup Authentic Original A/O Boat Shoes

Sperry Gold Cup Authentic Original A/O Boat Shoes. A true icon of prep style, the Authentic Original boat shoes by Sperry feature premium full-grain leather uppers in a genuine, hand-sewn moccasin construction. These are updated with lambskin linings... more

$160.00 $69.99

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Sperry Blue/Red Gold Cup Authentic Original A/O Boat Shoes

Sperry Blue/Red Gold Cup Authentic Original A/O Boat Shoes

Sperry Gold Cup Authentic Original A/O Boat Shoes. A true icon of prep style, the Authentic Original boat shoes by Sperry feature premium full-grain leather uppers in a genuine, hand-sewn moccasin construction. These are updated with lambskin linings... more

$160.00 $69.99

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Sperry Top-Sider Gold Cup Harpswell Driver

Sperry Top-Sider Gold Cup Harpswell Driver

Introducing a new Driver with the premium look and feel of our Gold Cup collection and enhanced anti-shock and vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$252.00

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Sperry Top-Sider Gold Cup Harpswell Driver

Sperry Top-Sider Gold Cup Harpswell Driver

Introducing a new Driver with the premium look and feel of our Gold Cup collection and enhanced anti-shock and vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$252.00

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Sperry Top-Sider Gold Cup Harpswell Driver

Sperry Top-Sider Gold Cup Harpswell Driver

Introducing a new Driver with the premium look and feel of our Gold Cup collection and enhanced anti-shock and vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$252.00

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Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Grey, 11.5 M US

Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Grey, 11.5 M US

Introducing a new driver with the premium look and feel of our gold cup collection and enhanced anti-shock and Vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$90.97

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Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Grey, 8 M US

Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Grey, 8 M US

Introducing a new driver with the premium look and feel of our gold cup collection and enhanced anti-shock and Vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$90.97

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Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Red, 12 W US

Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Red, 12 W US

Introducing a new driver with the premium look and feel of our gold cup collection and enhanced anti-shock and Vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$65.31

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Sperry Men's Gold Cup Richfield LTT Sneaker, Grey 10 M US

Sperry Men's Gold Cup Richfield LTT Sneaker, Grey 10 M US

For a sneaker to join your lineup, it’s got to offer something groundbreaking. Our richfield doesn’t compromise style and comfort, making it a first-round-pick contender. This lightweight sneaker elevated style will have you steady stepping without the... more

$154.95

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Sperry Men's Gold Cup Cheshire Oxford Suede, Cement, 7 M US

Sperry Men's Gold Cup Cheshire Oxford Suede, Cement, 7 M US

Go big, right? We gave our captain’s oxford The gold cup treatment—think lambskin lining and hand finished, ultra-soft uppers—for style at ease From happy hour to golden hour. more

$69.95

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Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Grey, 8.5 W US

Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Grey, 8.5 W US

Introducing a new driver with the premium look and feel of our gold cup collection and enhanced anti-shock and Vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$127.50

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Sperry Men's Gold Cup Exeter Penny Loafer, Black 13 M US

Sperry Men's Gold Cup Exeter Penny Loafer, Black 13 M US

Add a penny if you'd like. You may not need it, though—with a luxe lambskin lining and extreme comfort, The cool-factor of this casual loafer already adds up to a million bucks. more

$62.99

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Sperry Men's Gold Cup Richfield LTT Sneaker, Grey, 9.5 M US

Sperry Men's Gold Cup Richfield LTT Sneaker, Grey, 9.5 M US

For a sneaker to join your lineup, it’s got to offer something groundbreaking. Our richfield doesn’t compromise style and comfort, making it a first-round-pick contender. This lightweight sneaker elevated style will have you steady stepping without the... more

$99.00

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Sperry Men's Gold Cup Regatta Cross Strap Slide Sandal, Brown, 11 M US

Sperry Men's Gold Cup Regatta Cross Strap Slide Sandal, Brown, 11 M US

Every guy needs a sidekick. And here’s the sandal version of that friend you want at every party. Dressed up in gold cup-style luxe leather, it’s got your style and comfort covered (even if small talk gets painful). more

$65.99

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Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Grey, 10.5 W US

Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Grey, 10.5 W US

Introducing a new driver with the premium look and feel of our gold cup collection and enhanced anti-shock and Vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$110.76

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Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Grey, 13 W US

Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Grey, 13 W US

Introducing a new driver with the premium look and feel of our gold cup collection and enhanced anti-shock and Vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$118.73

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Sperry Men's Gold Cup Exeter Penny Loafer, Black, 13 W US

Sperry Men's Gold Cup Exeter Penny Loafer, Black, 13 W US

Add a penny if you'd like. You may not need it, though—with a luxe lambskin lining and extreme comfort, The cool-factor of this casual loafer already adds up to a million bucks. more

$124.95

FREE shipping

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Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Red, 9 W US

Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Red, 9 W US

Introducing a new driver with the premium look and feel of our gold cup collection and enhanced anti-shock and Vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$119.75

FREE shipping

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Sperry Men's Gold Cup Richfield LTT Sneaker, Grey, 8.5 M US

Sperry Men's Gold Cup Richfield LTT Sneaker, Grey, 8.5 M US

For a sneaker to join your lineup, it’s got to offer something groundbreaking. Our richfield doesn’t compromise style and comfort, making it a first-round-pick contender. This lightweight sneaker elevated style will have you steady stepping without the... more

$99.00

FREE shipping

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Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Red, 11.5 M US

Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Red, 11.5 M US

Introducing a new driver with the premium look and feel of our gold cup collection and enhanced anti-shock and Vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$42.48

FREE shipping

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Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Grey, 14 M US

Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Grey, 14 M US

Introducing a new driver with the premium look and feel of our gold cup collection and enhanced anti-shock and Vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$118.73

FREE shipping

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Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Grey, 7 M US

Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Grey, 7 M US

Introducing a new driver with the premium look and feel of our gold cup collection and enhanced anti-shock and Vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$78.92

FREE shipping

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Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Red, 10 W US

Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Red, 10 W US

Introducing a new driver with the premium look and feel of our gold cup collection and enhanced anti-shock and Vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$147.14

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Sperry Men's Gold Cup Gamefish 3-Eye Boat Shoe, Dark Brown 13 M US

Sperry Men's Gold Cup Gamefish 3-Eye Boat Shoe, Dark Brown 13 M US

Those that love the a/o will love the Gamefish. This pair has been elevated to the gold cup standard for style and comfort with an extra eyelet for even more foot-hugging support. Its lightweight construction and shock-absorbing midsole provide all-day... more

$122.27

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Sperry Men's Gold Cup Regatta Cross Strap Slide Sandal, Brown, 10 M US

Sperry Men's Gold Cup Regatta Cross Strap Slide Sandal, Brown, 10 M US

Every guy needs a sidekick. And here’s the sandal version of that friend you want at every party. Dressed up in gold cup-style luxe leather, it’s got your style and comfort covered (even if small talk gets painful). more

$65.99

FREE shipping

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Sperry Men's Gold Cup Exeter Tassel Penny Loafer, Brown 8 M US

Sperry Men's Gold Cup Exeter Tassel Penny Loafer, Brown 8 M US

It’s the little things that make a look. Like the tassels on this luxe loafer, which start out as a flat piece of cut leather, carefully hand-rolled and hand-stitched to perfection. You know what they say: the debonair is in the details. more

$129.89

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Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Red, 13 M US

Sperry Men's Gold Cup Harpswell Nubuck Driver with ASV, Red, 13 M US

Introducing a new driver with the premium look and feel of our gold cup collection and enhanced anti-shock and Vibration (ASV) technology. A premium hand-sewn leather upper features a versatile slip-on design, with luxurious lambskin linings for... more

$50.98

FREE shipping

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