In Men

sperry Shoes for men's

If the shoe fits, own it. Whether you're at a business function, barhopping or black tie, shoes make the man. Every occasion warrants a different silhouette from boots to loafers to oxfords. Wear a lu...

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Gold Cup Exeter ...

$180 $89.98
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Gold Cup Exeter Penny Loafer

A traditional penny loafer crafted with a classic moc-stitched toe in smooth, supple leather provides all-day support and comfort on a nonmarking sole. Style Name: Sperry Gold Cup Exeter Penny Loafer (Men). Style Number: 5642760 2. Available in stores.

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Gold Cup Exeter ...

$180 $89.98
Free shiping

Gold Cup Exeter Penny Loafer

A traditional penny loafer crafted with a classic moc-stitched toe in smooth, supple leather provides all-day support and comfort on a nonmarking sole. Style Name: Sperry Gold Cup Exeter Penny Loafer (Men). Style Number: 5642760 1. Available in stores.

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Gold Cup Exeter ...

$180 $89.98
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Gold Cup Exeter Penny Loafer

A notched penny strap and a neat apron toe bring classic, easy-to-wear detailing to a penny loafer styled for comfort with OrthoLite cushioning. Style Name: Sperry Gold Cup Exeter Penny Loafer (Men). Style Number: 5642869. Available in stores.

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Gold Cup Boat Sh...

$160 $79.98
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Gold Cup Boat Shoe

Rock the dock in a classic boat shoe constructed with a hand-sewn, moc-stitched toe, cushioned OrthoLite footbed and nonmarking sole. Style Name: Sperry Gold Cup Boat Shoe (Men). Style Number: 5642865. Available in stores.

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'Gold Cup - Auth...

$160 $79.98
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'Gold Cup - Authentic Original' Boat Shoe

The Gold Cup Collection takes the inimitable Sperry style to the next level with hand-burnished leathers, meticulous design and 18K gold-plate details for a touch of shine to seal the deal. Practical rawhide laces top a well-made boat shoe crafted in a classical silhouette and grounded with a siped sole for traction on wet surfaces. Style Name: Sperry 'Gold Cup - Authentic Original' Boat Shoe (Men). Style Number: 559464 2. Available in stores.

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Gold Cup Haven S...

$140 $69.98
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Gold Cup Haven Sneaker

Rawhide lacing ladders up the front of a sneaker styled with sporty tonal coloring in the upper and signature wave siping in the tread for wet-or-dry traction. Style Name: Sperry Gold Cup Haven Sneaker (Men). Style Number: 5480815. Available in stores.

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Gold Cup Haven S...

$140 $69.98
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Gold Cup Haven Sneaker

Rawhide lacing ladders up the front of a sneaker styled with sporty tonal coloring in the upper and signature wave siping in the tread for wet-or-dry traction. Style Name: Sperry Gold Cup Haven Sneaker (Men). Style Number: 5480815. Available in stores.

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Authentic Origin...

$99.95 $49.96
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Authentic Original Boat Shoe

Sail through the day in a classic design. The signature moc-stitched boat shoe in washable nubuck leather is engineered with a special nonmarking sole for dry and wet surfaces. Sail through the day in a classic design. Style Name: Sperry Authentic Original Boat Shoe (Men). Style Number: 5642753 1. Available in stores.

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Flex Deck Ltt Sn...

$74.95 $37.47
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Flex Deck Ltt Sneaker

Patented SON-R Technology provides natural sensory feedback in this tech sneaker built for lightweight comfort. Style Name: Sperry Flex Deck Ltt Sneaker (Men). Style Number: 5409112. Available in stores.

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Captains Slip-On

$74.95 $37.47
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Captains Slip-On

Suede and leather define a charming, nautical slip-on based on a 1935 design and updated with smart comfort technology. Wave siping on the sole ensures traction on wet surfaces. Style Name: Sperry Captains Slip-On (Men). Style Number: 5642868. Available in stores.

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Captains Slip-On

$74.95 $37.47
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Captains Slip-On

Suede and leather define a charming, nautical slip-on based on a 1935 design and updated with smart comfort technology. Wave siping on the sole ensures traction on wet surfaces. Style Name: Sperry Captains Slip-On (Men). Style Number: 5642868. Available in stores.

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Captain'S Cvo Sn...

$64.95 $32.47
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Captain'S Cvo Sneaker

Rich wool construction elevates an archive-inspired sneaker featuring a lightweight and flexible sole with wave-siped traction for wet surfaces. Style Name: Sperry Captain'S Cvo Sneaker (Men). Style Number: 5642754 1. Available in stores.

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'Baitfish' Sanda...

$49.95
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'Baitfish' Sandal

Worn leather adds to the rugged appeal of a nautical sandal crafted with a signature razor-siped sole for added traction. Style Name: Sperry 'Baitfish' Sandal (Men). Style Number: 967350. Available in stores.

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Essex Venetian L...

$120
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Essex Venetian Loafer

Smooth leather and hand-sewn construction define a classic Venetian loafer with smart arch support for comfort. Style Name: Sperry Essex Venetian Loafer (Men). Style Number: 5443991. Available in stores.

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Cloud Perforated...

$200
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Cloud Perforated Oxford

A curvy wingtip traced by a band of pin dot perforations furthers the sporty-casual attitude of an oxford detailed with contrast striping in the heel. Style Name: Sperry Cloud Perforated Oxford (Men). Style Number: 5484731. Available in stores.

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Gold Cup Authent...

$160
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Gold Cup Authentic Original Boat Shoe

Color-blocked styling distinguishes a versatile boat shoe hand sewn from durable leather and built with 360-degree lacing for a secure fit. An OrthoLite footbed and supple lambskin lining ensure all-day comfort. Style Name: Sperry Gold Cup Authentic Original Boat Shoe (Men). Style Number: 5480816. Available in stores.

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'Billfish' Boat ...

$99.95
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'Billfish' Boat Shoe

Durable boat shoe features nylon mesh quarter panels and a padded tongue for comfort and breathability. Superior foot support and stability features enhance the fit. Style Name: Sperry 'Billfish' Boat Shoe (Men). Style Number: S00653. Available in stores.

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Gold Cup Gamefis...

$170
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Gold Cup Gamefish Boat Shoe

A full-length, removable foam footbed means supreme comfort in an updated boat shoe with Adaptive Wave-Siping for traction on wet surfaces. Style Name: Sperry Gold Cup Gamefish Boat Shoe (Men). Style Number: 5443992. Available in stores.

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Striper 2 Cvo Sn...

$59.95
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Striper 2 Cvo Sneaker

A stripped-down sneaker steeped in seaside influences is made from durable canvas and outfitted with a cushioned footbed for comfort. Style Name: Sperry Striper 2 Cvo Sneaker (Men). Style Number: 5443990 1. Available in stores.

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Authentic Origin...

$94.95
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Authentic Original Boat Shoe

Rich leather construction defines a classic boat shoe featuring an OrthoLite heel cup and arch support for all-day comfort. The sole features Razor-Cut Wave-Siping for reliable traction. Style Name: Sperry Authentic Original Boat Shoe (Men). Style Number: 5493868. Available in stores.

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Flex Deck Cvo Sn...

$69.95
Free shiping

Watertown Waterp...

$170
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Striper 2 Cvo Sn...

$59.95
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Watertown Waterp...

$160
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Wahoo Cvo Baja S...

$54.95
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Essex Penny Loaf...

$120
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Essex Penny Loaf...

$120
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Gold Cup Exeter ...

$180
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Striper Ii Low T...

$74.95
Free shiping

Cup Boat Shoe

$94.95
Free shiping

'Baitfish' Sanda...

$49.95
Free shiping

Gold Cup Captain...

$190
Free shiping

Gold Cup - Authe...

$160
Free shiping

Original Suede B...

$99.95
Free shiping

Striper Ii Low T...

$74.95
Free shiping

Striper Ii Low T...

$74.95
Free shiping

Striper Ii Sneak...

$74.95
Free shiping

Hamilton Ii Driv...

$99.95
Free shiping

Gold Cup Llt Sne...

$155
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'Billfish' Boat ...

$99.95
Free shiping

Striper 2 Boat S...

$59.95
Free shiping

'Hampden' Penny ...

$99.95
Free shiping

'Authentic Origi...

$94.95
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'Gold Cup - Auth...

$160
Free shiping

'Authentic Origi...

$94.95
Free shiping

'Authentic Origi...

$94.95
Free shiping

'Gold Cup - Auth...

$160
Free shiping

'Authentic Origi...

$94.95
Free shiping