Sperry Men's Fashion

+ Save this search
Showing 1305 Men's Fashion filtered to 1 brand

Free Shipping $100+

Sperry Authentic Original Water Resistant 2-Eye Boat Shoe
Sperry Authentic Original Water Resistant 2-Eye Boat Shoe

Sizing: True to size. M=medium width\rLeather upper, rubber sole inchesr Round moc toe Lace-up Cushioned insole Wraparound lacing detail Water resistant Imported

Get Sale Alert

Free Shipping $100+

Sperry Authentic Original Water Resistant 2-Eye Boat Shoe
Sperry Authentic Original Water Resistant 2-Eye Boat Shoe

Sizing: True to size. M=medium width\rLeather upper, rubber sole inchesr Round moc toe Lace-up Cushioned insole Wraparound lacing detail Water resistant Imported

Get Sale Alert

Free Shipping $100+

Sperry Gold Wingtip Oxford
Sperry Gold Wingtip Oxford

Sizing: True to size. \r\r Round wingtip toe Lace-up vamp Brogue detail Contrast construction Imported

Get Sale Alert

Free Shipping $100+

Sperry Wahoo Chelsea Sneaker
Sperry Wahoo Chelsea Sneaker

Sizing: True to size.Suede upper, manmade sole Round toe Suede construction Dual side goring Back pull-tab Pull-on Imported

Get Sale Alert

Sperry Men's Tarpon Ultralite Boat Shoe
Sperry Men's Tarpon Ultralite Boat Shoe

Color/material: grey leather Design details: memory foam insole Lightly padded insole Man-made sole Imported

Get Sale Alert

Free Delivery & Returns

Sperry Authentic Original Burnished-Leather Boat Shoes
Sperry Authentic Original Burnished-Leather Boat Shoes

Tanned to a ruddy, burnished hue aptly called 'amaretto' after the rich Italian liqueur, these supple leather Sperry Top-Sider boat shoes have a particularly distinguished feel. Hand-sewn and durably constructed in the label's signature 'Tru-Moc' style, this stain and water-resistant pair is a dapper choice whether on-deck or ashore - the non-marking rubber soles offer a secure stride and optimum shock-absorption. Shown here with an A.P.C. jacket, Gitman Vintage shirt, AMI trousers and Oliver Spencer holdall. - - Deep-brown burnished-leather - Contrast leather laces, designer emblems, rubber soles - Lace-up - Available in other colours

Get Sale Alert

Sperry Men's A/O Boat Shoe
Sperry Men's A/O Boat Shoe

Stay true to the nautical trend with the A/O boat shoe from Sperry Top-Sider. These leather slip-ons are ideal for a day on land or at the lake! Leather upper Slip-on with 360° lacing system Round toe Leather lining Cushioned footbed Non-marking rubber sole Imported

Get Sale Alert

Free Shipping $100+

Sperry Authentic Original Genuine Shearling Lined Chukka
Sperry Authentic Original Genuine Shearling Lined Chukka

Sizing: True to size.Leather upper, genuine shearling lining (origin: China), manmade sole Moc toe Lace-up vamp Leather construction Side lacing and grommet detail Genuine shearling lining Back pull-tab Imported

Get Sale Alert

Sperry Men's Gold Moc Leather Chukka
Sperry Men's Gold Moc Leather Chukka

Color/material: amaretto leather Design details: gold-tone eyelets Lace-up closure Lightly padded insole Rubber sole with traction Imported

Get Sale Alert

Free Shipping $100+

Sperry Tarpon Ultralite Boat Shoe
Sperry Tarpon Ultralite Boat Shoe

Sizing: True to size. M=medium widthLeather upper, manmade sole Moc toe Two-eye lace-up vamp closure 360 secure fit with rustproof grommets Mesh details Slip-on Memory foam footbed Non-marking lightweight grip sole Imported

Get Sale Alert

Free Shipping $100+

Sperry Gold Cup Authentic Original Boat Shoe
Sperry Gold Cup Authentic Original Boat Shoe

Sizing: True to size. M=standard widthLeather and suede upper, manmade sole Round moc toe Contrasting leather and suede construction Lace-up Memory foam insole Wraparound lacing detail Imported

Get Sale Alert

Free Shipping $100+

Sperry Gold Wingtip Derby
Sperry Gold Wingtip Derby

A sporty hybrid derby is goes from day to night with the comfort of an EVA padded footbed, a trendy wedge sole, and a classic wingtip toe.Leather upper, manmade sole Sizing: True to size. Wingtip toe Leather construction Open lacing Brogued detailing Double welt stitching Removable insole Grip sole Imported

Get Sale Alert

Free Shipping $100+

Sperry Billfish UltraLite 3-Eye Boat Shoe
Sperry Billfish UltraLite 3-Eye Boat Shoe

Sizing: True to size. M=medium width\rLeather and textile upper, rubber sole inchesr Round moc toe Contrasting construction Lace-up Cushioned insole Wraparound lacing detail Welted heel counter Imported

Get Sale Alert

Sperry Men's Halyard Laceless Slip-On Sneaker
Sperry Men's Halyard Laceless Slip-On Sneaker

The Halyard slip-on laceless sneaker from Sperry Top-Sider lets you call the shots on whether to use laces or not, leaving you in control of your style. Canvas upper Laceless slip-on design Padded collar and tongue Cushioned footbed Siped rubber sole for excellent dry/wet traction Imported

Get Sale Alert

Sperry Men's Leeward Boat Shoe
Sperry Men's Leeward Boat Shoe

Jump on board the boat shoe trend with Leeward from Sperry Top-Sider! This handsome slip-on deck shoe is the perfect pairing of sporty and casual. Stain and water resistant leather for durable and lasting wear Genuine hand-sewn tru-moc construction for comfort 360° lacing system&trade for a secure fit Rust proof eyelets Round moc toe Shock absorbing EVA heel cup for added comfort Non-marking rubber outsole with razor-cut wave-siping&trade for ultimate dry / wet traction Imported

Get Sale Alert

Sperry Men's Gold A/O Camino Leather Boat Shoe
Sperry Men's Gold A/O Camino Leather Boat Shoe

Color/material: tan and brown leather Design details: gold-tone eyelets Lightly padded insole Rubber sole with traction Imported

Get Sale Alert

Sperry Men's A/O Wedge Suede Chukka Boot
Sperry Men's A/O Wedge Suede Chukka Boot

Color/material: grey suede Lace-up closure Lightly padded insole Rubber sole with traction Imported

Get Sale Alert

Free Delivery & Returns

Sperry Authentic Original Leather Boat Shoes
Sperry Authentic Original Leather Boat Shoes

Though they're often associated with mid-century preppy style, Sperry Top-Sider 's boat shoes were first sold in 1935. We can thank the timeless design for its longevity and the company's commitment to quality. This supple leather pair features the signature non-slip rubber soles for a double dose of practicality and coastal style. Shown here with a Gitman Vintage shirt, Gant Rugger jacket and Levi's Vintage Clothing jeans. - - Navy leather - Contrast leather laces, designer emblems, off-white rubber soles - Lace-up - Available in other colours

Get Sale Alert

Sperry Men's A/O Amaretto Boat Shoe
Sperry Men's A/O Amaretto Boat Shoe

Go for a classic look with the A/O Amaretto boat shoe from Sperry Top-Sider. Whether or land or on water, these slip-ons are the perfect go-to. Leather upper Slip-on with 360° lacing system Round moc toe Leather lining Cushioned footbed Non-marking rubber sole Imported

Get Sale Alert

Free Shipping $100+

Sperry A/O Lug II Waterproof Leather Boot
Sperry A/O Lug II Waterproof Leather Boot

Sizing: True to sizeLeather upper, manmade sole Bike toe Lace-up vamp closure Hand-sewn waterproof leather and waterproof construction 360 secure fit with grommets Pull-up strap Approx. 6 inches" shaft height Non-marking heavy lug sole Imported

Get Sale Alert

Free Shipping $100+

Sperry Authentic Original Nubuck Surplus Boot
Sperry Authentic Original Nubuck Surplus Boot

Sizing: True to size. M=standard widthNubuck and textile upper, textile lining, rubber sole Moc toe Nubuck construction with canvas contrast Lace-up vamp with wrap-around laces Back pull tab Cushioned footbed Lug sole Approx. 6 inches" shaft height Imported

Get Sale Alert

Free Shipping $100+

Sperry Halyard LTT Canvas Sneaker
Sperry Halyard LTT Canvas Sneaker

Sizing: True to size.Textile upper and lining, rubber sole Round toe Canvas construction Lace-up style Padded collar Memory foam insole All-around bumper Grip sole Imported

Get Sale Alert

Free Shipping $100+

Sperry Leeward Boat Shoe
Sperry Leeward Boat Shoe

Sizing: True to size.\rLeather upper, manmade sole \r\r inchesr Round moc toe inchesr Leather construction inchesr Lace-up closure inchesr Ortholite insole inchesr Wraparound lacing detail inchesr Ribbed midsole inchesr Imported

Get Sale Alert

Free Shipping $100+

Sperry Authentic Original Lug Boat Chukka Boot
Sperry Authentic Original Lug Boat Chukka Boot

Sizing: True to size.Leather upper, rubber sole \r\r Round moc toe Topstitched detail Lace-up vamp closure Leather construction Lightly padded collar and footbed Lug sole Approx. 4.5 inches" shaft height Imported

Get Sale Alert

Free Shipping $100+

Sperry Authentic Original 2-Eye Boat Shoe
Sperry Authentic Original 2-Eye Boat Shoe

Sizing: True to size.Leather upper, manmade sole Round moc toe 2-eyelet lace-up Wraparound lacing Lightly padded footbed Rubber bumper midsole Grip sole Imported

Get Sale Alert

Free Shipping $100+

Sperry Leeward 2-Eye Boat Shoe - Wide Width Available
Sperry Leeward 2-Eye Boat Shoe - Wide Width Available

Sizing: True to size. W=wide widthLeather upper, rubber sole \r\r Moc toe Lace-up vamp Wraparound lacing Slip-on Lightly padded footbed Rubber bumper and sole Imported

Get Sale Alert

Free Shipping $100+

Sperry Billfish UltraLite 3-Eye Boat Shoe
Sperry Billfish UltraLite 3-Eye Boat Shoe

Sizing: True to size. M=medium widthLeather and textile upper, rubber sole Round moc toe Contrasting construction Lace-up Cushioned insole Wraparound lacing detail Welted heel counter Imported

Get Sale Alert

Free Shipping $100+

Sperry Authentic Original 2-Eye Boat Shoe
Sperry Authentic Original 2-Eye Boat Shoe

Sizing: True to size.Leather upper, manmade sole \r\r Moc toe 2-eye vamp Hidden goring Side lacing and grommet detail Leather construction Slip-on Imported

Get Sale Alert

Free Shipping $100+

Sperry Cutter Alpine Sneaker
Sperry Cutter Alpine Sneaker

Sizing: True to size.Textile upper, manmade sole Round toe Lace-up vamp Padded tongue and collar Memory foam insole Gum sole Imported

Get Sale Alert

Free Shipping $100+

Sperry Gold Cup Authentic Original Boat Shoe
Sperry Gold Cup Authentic Original Boat Shoe

Sizing: True to size.Leather and suede upper, manmade sole Moc toe 2-eye lace-up vamp Side lacing and grommet detail Leather construction Suede trim Imported

Get Sale Alert

Free Shipping $100+

Sperry Cutwater Waterproof Nubuck Boot
Sperry Cutwater Waterproof Nubuck Boot

Sizing: True to size. M=standard widthNubuck and rubber upper, textile lining, rubber sole Round toe Nubuck construction with rubber and textile contrast Lace-up vamp Back pull tab Thinsulate(TM) insulation Cushioned footbed Grip sole Waterproof Approx. 4.25 inches" shaft height Imported

Get Sale Alert

Free Shipping $100+

Sperry Cutwater Suede Waterproof Boot
Sperry Cutwater Suede Waterproof Boot

Sizing: True to size. M=standard widthSuede and rubber upper, textile lining, rubber sole \r\r Round toe Suede construction with rubber and felt contrast Lace-up vamp Back pull tab Thinsulate(TM) insulation Cushioned footbed Grip sole Waterproof Approx. 4.25 inches" shaft height Imported

Get Sale Alert

Free Delivery & Returns

Sperry Authentic Original Leather Boat Shoes
Sperry Authentic Original Leather Boat Shoes

These 'Authentic Original' Sperry Top-Sider boat shoes are made from classic brown leather, finished with hand-sewn moccasin-construction stitching for durability and a considered, artisanal look. The EVA heel cups are highly shock absorbent and the non-marking rubber outsole offers exceptional traction in slippery conditions. Shown here with a Club Monaco cardigan, Michael Kors T-shirt and Polo Ralph Lauren trousers. - - Brown leather - Contrast leather laces, designer emblems, off-white rubber soles - Lace-up

Get Sale Alert

Sperry Men's Halyard 2 Chambray Boat Shoe
Sperry Men's Halyard 2 Chambray Boat Shoe

You don't have to be on a boat to rock the Halyard 2 from Sperry Top-Sider! With a plush memory foam footbed for comfortable wear, these boat shoes will have you sailing through the summer in style! Fabric upper 360° lacing system Round moc toe Padded collar & tongue Canvas lining Removable cushioned insole Rubber sole Imported

Get Sale Alert

Sperry Men's Gold Cup A/O Boat Shoe
Sperry Men's Gold Cup A/O Boat Shoe

Rock a nautical inspired look with the Gold Cup A/O boat shoe from Sperry Top-Sider! With a soft leather lining and plush footbed, this slip-on can handle any of your adventures! Leather upper Slip-on with hidden elastic panel 360° lacing detail Round moc toe Leather lining Cushioned footbed Non-marking rubber sole Imported

Get Sale Alert

Sperry Men's A/O 2 Eye Boat Shoe
Sperry Men's A/O 2 Eye Boat Shoe

Go for a classic look with the handsome A/O Eye boat shoe from Sperry Top-Sider. This slip-on is perfect for a day on land or water with its leather upper and non-marking rubber sole. Leather upper Slip-on with 360° degree lacing detail Round moc toe Leather lining Cushioned insole Non-marking rubber sole Imported

Get Sale Alert

Sperry Men's A/O 2 Eye Boat Shoe
Sperry Men's A/O 2 Eye Boat Shoe

Go for the classic boat shoe look with the handsome A/O 2 Eye boat shoe from Sperry Top-Sider. This leather boat shoe is perfect for a day on land or on the water! Leather upper 360° leather lacing detail Leather lining Non-marking rubber sole with wave siping for excellent wet/dry traction Imported

Get Sale Alert

Sperry Men's Leeward Leather Boat Shoe
Sperry Men's Leeward Leather Boat Shoe

Color/material: navy leather Design details: grey and white laces Moderately padded footbed Man-made sole Imported

Get Sale Alert

Sperry Men's Element Suede Chukka Boot
Sperry Men's Element Suede Chukka Boot

Color/material: brown suede Design details: contrast stitching Lace-up closure Lightly padded insole Rubber sole with traction Please note: All measurements are approximate and were taken from a size 9; slight variations may occur. Imported

Get Sale Alert

Up To 20% Off: BIG

Sperry Men's A/O 2 Eye Orleans Wax Leather Loafers Men's Shoes
Sperry Men's A/O 2 Eye Orleans Wax Leather Loafers Men's Shoes

These classic boat shoes from Sperry feature genuine hand-sewn leather uppers with true moccasin construction to ensure longevity of wear as well as a functional 360° lacing system to deliver a comfortable, secure fit.

Get Sale Alert
Top