Sperry Top Sider Men

Showing 170 sperry top sider men

Extra 20% Off 1 Item:MEMORIALDAY20

Sperry Gold Crepe Chukka Boot - Men's
Sperry Gold Crepe Chukka Boot - Men's 

You finally decided to start dressing like a grown-up, but now you're fretting even more because you can't remember the last time you wore anything but sandals on your feet. The Sperry Top-Sider Men's Gold Crepe Chukka Boots are as comfortable as your worn-out flip-flops, but look a whole lot nicer. Throw on a button-up and jeans, and you'll be turning heads right and left. Stylish shoes to impress your date Durable leather upper offers classic style Lambskin lining is super soft Ortholite footbed ensures all-day comfort Rubber soles add extra traction Upper Material leather Lining lambskin Closure lace Footbed Ortholite Sole rubber Recommended Use casual

Get Sale Alert

Extra 20% Off 1 Item:MEMORIALDAY20

Sperry Striper II LTT Leather Shoe - Men's
Sperry Striper II LTT Leather Shoe - Men's 

The Sperry Top-Sider Men's Striper II LTT Leather Shoe proves that you can be comfy and classy at the same time thanks to a sophisticated leather upper, classic styling, and a cushy Wave Comfort footbed. Plus, the non-marking rubber outsole with molded Wave-Siping facilitates superior wet and dry traction as you transition from the boathouse to the backyard barbecue. Classic boat shoe style meets modern comfort and performance Leather upper is equal parts comfy and durable Removable Wave Comfort footbed cushions every step Rubber outsole grips wet and dry surfaces alike Upper Material leather Lining mesh Closure lace Footbed Wave Comfort Midsole polyurethane Sole rubber, Wave Siping Recommended Use casual

Get Sale Alert

Free 2-Day Shipping $50+

Sperry Wahoo Chelsea Suede Boot - Men's
Sperry Wahoo Chelsea Suede Boot - Men's 

You're running late, your shirt's untucked, and you just spilled coffee on your light-wash jeans—thankfully you've got your Sperry Top-Sider Men's Wahoo Chelsea Suede Boots on your feet to distract everyone from the walking mess of destruction you feel like this morning. The durable suede upper and comfortable polyurethane midsole will make these your go-to kicks for just about everything. Stylish shoes to keep your look together Suede upper offers a classic look Polyurethane midsole keeps your feet comfortable all day Wave-Siping rubber sole provides traction Upper Material suede Closure slip-on Footbed polyurethane Sole Wave-Siping rubber Recommended Use casual

Get Sale Alert

Free 2-Day Shipping $50+

Sperry Cutwater Chukka Rubber Boot - Men's
Sperry Cutwater Chukka Rubber Boot - Men's 

Whether you’re taking the pup for a drizzly stroll or a frosty walk, the Sperry Top-Sider Men’s Cutwater Chukka Rubber Boot has you covered. The modern, sneaker look has technical features underneath, including a rubber upper to deflect the elements and an EVA foam footbed to absorb shock. The boot is fully lined with fleece to resist cold, so your toes stay toasty no matter how long Fluffy wants to walk. Sneaker vibe with boot-level features Wave-Siping outsole provides traction on slippery surfaces Molded rubber upper deflects moisture EVA foam footbed absorbs impact for comfort Rawhide laces are strong for an adjustable fit Upper Material rubber Lining fleece Closure lace Footbed EVA Sole Wave-Siping Recommended Use casual

Get Sale Alert

Free Shipping $100+

Sperry Authentic Original Boat Shoe
Sperry Authentic Original Boat Shoe 

Leather upper, rubber sole Mock toe Contrast leather construction Grommet-and-lace detail Slip-on Lightly padded footbed Imported

Get Sale Alert

Sperry contrast stitched boat shoes
Sperry contrast stitched boat shoes 

Dark brown leather contrast stitched boat shoes from Sperry Top-Sider featuring an almond toe, a branded insole, a slip-on style, stitching details and a flat rubber sole.

Get Sale Alert

Sperry low top sneakers
Sperry low top sneakers 

Pale yellow cotton low top sneakers from Sperry Top-Sider featuring a round toe, a lace fastening, a branded insole and a flat rubber sole.

Get Sale Alert

Sperry low top sneakers
Sperry low top sneakers 

Faded red cotton low top sneakers from Sperry Top-Sider featuring a round toe, a lace fastening, a branded insole and a flat rubber sole.

Get Sale Alert

Sperry low top sneakers
Sperry low top sneakers 

Off-white cotton low top sneakers from Sperry Top-Sider featuring a round toe, a lace fastening, a branded insole and a flat rubber sole.

Get Sale Alert

Up to 50% off

Sperry hi boat sneakers
Sperry hi boat sneakers 

Black suede hi boat sneakers from Sperry Top-Sider.

Get Sale Alert

Sperry low top sneakers
Sperry low top sneakers 

Dark blue cotton low top sneakers from Sperry Top-Sider featuring a round toe, a lace fastening, a branded insole and a flat rubber sole.

Get Sale Alert

Extra 20% Off 1 Item:MEMORIALDAY20

Sperry Billfish Loafer - Men's
Sperry Billfish Loafer - Men's 

Sophisticated loafer made of supple leather and breathable mesh Molded cushioning with shock-absorbing heel cup Wave Siping sole offers traction on or off the yacht Upper Material [body] leather, [panels] synthetic mesh Closure lace Footbed EVA Midsole EVA Sole rubber Recommended Use boating, casual, beach

Get Sale Alert

Extra 20% Off 1 Item:MEMORIALDAY20

Sperry A/O 2-Eye Loafer - Men's
Sperry A/O 2-Eye Loafer - Men's 

Often imitated, never duplicated could be the tagline for the A/O 2-Eye Loafers from Sperry Top-Sider. Since 1935, these casual boat shoes have been seen on the decks of everything from small row boats to massive cruise ships and all the seaside bars and restaurants in between. Genuine hand-sewn leather upper is durable without compromising comfort 360-degree lacing system provides a secure fit with slip-on convenience Shock-absorbing EVA heel-cup for added comfort and stability Non-marking rubber outsole with Wave-Siping grips in both wet and dry environments Upper Material leather Sole rubber Midsole EVA Lacing standard Recommended Use casual, sailing

Get Sale Alert

Extra 20% Off 1 Item:MEMORIALDAY20

Sperry Mako 2-Eye Shoe - Men's
Sperry Mako 2-Eye Shoe - Men's 

Upper Material leather Closure lace Midsole EVA Sole non-marking rubber Recommended Use casual

Get Sale Alert

Extra 20% Off 1 Item:MEMORIALDAY20

Sperry Striper II CVO Washed Shoe - Men's
Sperry Striper II CVO Washed Shoe - Men's 

Upper Material canvas Closure lace Footbed polyurethane Sole non-marking rubber Recommended Use casual

Get Sale Alert

Extra 20% Off 1 Item:MEMORIALDAY20

Sperry Flex Deck CVO Shoe - Men's
Sperry Flex Deck CVO Shoe - Men's 

Lightweight, breathable, quick-dry mesh upper Adjustable bungee lace Removable EVA footbed Son-R Technology Hydro Grip rubber sole with Adaptive Wave-Siping design Upper Material mesh Closure bungee lace Last vulcanized Footbed removable EVA Midsole Son-R technology Sole Hydro-Grip Rubber, Adaptive Wave-Siping Recommended Use casual

Get Sale Alert

Extra 20% Off 1 Item:MEMORIALDAY20

Sperry 7 Seas 3-Eye Shoe - Men's
Sperry 7 Seas 3-Eye Shoe - Men's 

Upper Material hydrophobic mesh Closure lace Sole non-marking rubber Recommended Use casual

Get Sale Alert

Extra 20% Off 1 Item:MEMORIALDAY20

Sperry Caspian Leather Shoe - Men's
Sperry Caspian Leather Shoe - Men's 

Casual boat shoe with lightweight comfort and versatile style Genuine handsewn leather upper ensure durability and comfort Suede footbed delivers a plush ride with every step Blown rubber outsole grips slick, wet terrain Upper Material leather Closure 360-degree lacing Footbed suede Sole blown rubber Recommended Use casual

Get Sale Alert

Extra 20% Off 1 Item:MEMORIALDAY20

Sperry Avenue Duck Boot - Men's
Sperry Avenue Duck Boot - Men's 

You'll almost be looking forward to cold, rainy days when you have the Sperry Men's Avenue Duck Boot sitting in your closet. That's because it features waterproof construction to keep your feet dry in rain or snow, and it's lined with thermal insulation to help them stay toasty. Plus, the stylish design means you'll look good whether you're walking in the woods or strolling around town. Stain- and water-resistant leather upper Sealed seams Thermal insulation Non-marking lugged rubber outsole Wave-Siping tread Upper Material stain and water-resistant leather Waterproofing taped seams Lining Thermal insulation Sole rubber Recommended Use casual wear

Get Sale Alert

Extra 20% Off 1 Item:MEMORIALDAY20

Sperry Gold A/O 2-Eye Shoe - Men's
Sperry Gold A/O 2-Eye Shoe - Men's 

An adventure-ready shoe All leather uppers for years of comfortable wear Memory Foam for arch support Lined with lambskin for plush comfort Adjustable 360-degree lacing system Upper Material leather Lining lambskin Closure slip on Footbed memory foam Sole non-marking latex Recommended Use casual

Get Sale Alert

Extra 20% Off 1 Item:MEMORIALDAY20

Sperry Sea Kite Sport Moc Shoe - Men's
Sperry Sea Kite Sport Moc Shoe - Men's 

The Sperry Men's Sea Kite Sport Moc Shoe combines classic boat shoe styling with sea-worthy performance. Mesh panels in the upper and a mesh lining help this shoe dry quickly, and the EVA footbed offers cushy comfort when you're on your feet all day. It's also equipped with Sperry's Wave-Siping tread, which disperses water to prevent slipping on wet decks and docks. Water-resistant leather and mesh upper Mesh lining Removable EVA footbed Non-marking rubber outsole Wave-Siping tread Upper Material water-resistant leather, mesh Footbed removable EVA Sole rubber Recommended Use casual wear, boating

Get Sale Alert

Extra 20% Off 1 Item:MEMORIALDAY20

Sperry Captains CVO Shoe - Men's
Sperry Captains CVO Shoe - Men's 

Classic boat shoe with updated look from the 1935 original Soft lining is as durable as it is comfortable Polyester laces hold up through hard wear Removable, contoured footbed is full-length for all-day comfort Flexible, lightweight outsole has Wave-Siping for wet traction Upper Material textile Closure polyester laces Footbed removable, contoured Sole Wave-Siping Recommended Use casual

Get Sale Alert

Free 2-Day Shipping $50+

Sperry Billfish Ultralite 3-Eye Loafer - Men's
Sperry Billfish Ultralite 3-Eye Loafer - Men's 

Leather, nubuck, and mesh upper 360-degree lacing system EVA midsole Non-marking rubber outsole Patent-pending Adaptive Wave-Siping tread Upper Material leather, nubuck, mesh Closure 360-degree lacing system Midsole EVA Sole non-marking rubber Recommended Use casual

Get Sale Alert

Free 2-Day Shipping $50+

Sperry Paul Sojourn Duck Chukka Boot - Men's
Sperry Paul Sojourn Duck Chukka Boot - Men's 

A versatile boot for cool, wet conditions Duck toe construction with nubuck leather upper Interior neoprene bootie offers a secure fit Removable compression molded EVA footbed for comfort EVA midsole provides lightweight cushioning and shock absorption Molded rubber outsole for traction on wet and dry surfaces Lace closure for a secure, personalized fit Upper Material rubber, nubuck Closure lace Footbed EVA Midsole EVA Sole non-marking rubber with wave-siping Recommended Use casual

Get Sale Alert

Free 2-Day Shipping $50+

Sperry Cutwater Deck Boot - Men's
Sperry Cutwater Deck Boot - Men's 

Sneaker-inspired boot for wet weather Rugged sneaker outsole for traction Leather and rubber upper deflects water Thinsulate in the upper and footbed to contain heat Fleece-lined upper for cozy feet Upper Material [face fabric] full-grain leather, rubber, [insulation] Thinsulate Lining fleece Closure lace Footbed EVA, removable Recommended Use casual

Get Sale Alert

Extra 20% Off 1 Item:MEMORIALDAY20

Sperry Cold Bay Waterproof Ice+ Boot - Men's
Sperry Cold Bay Waterproof Ice+ Boot - Men's 

Cold weather boots designed for tough conditions Waterproof leather and rubber shell keep your feet dry Fully lined with warm thermal insulation for cold winter days Arctic Grip Technology soles offer advanced grip on wet ice Molded footbed offers comfort for long days at sea Rawhide laces provide a precise and durable fit Upper Material leather, rubber shell Waterproofing PU membrane Insulation Thinsulate Closure lace Footbed EVA, removable Sole Vibram Arctic Grip Recommended Use casual

Get Sale Alert

Extra 20% Off: REAL

Sperry Boat Shoes
Pre-owned
Sperry Boat Shoes 

Creme, tan and brown leather Sperry round-toe boat shoes with logo at sides and counters, rubber soles and lace-tie closures at uppers.

Get Sale Alert

Free Shipping $35+

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

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 $35+

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

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

Free Shipping $35+

Sperry Leeward Boat Shoe - Men's
Sperry Leeward Boat Shoe - Men's 

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 Loafers
Sperry Loafers 

SPERRY TOP-SIDER Loafers. logo, solid color, round toeline, leather sole, unlined, flat, laces, openwork, contains non-textile parts of animal origin, boat shoes, small sized. Soft Leather

Get Sale Alert

Sperry Loafers
Sperry Loafers 

SPERRY TOP-SIDER Loafers. canvas, logo, solid color, laces, round toeline, flat, fabric inner, rubber sole, lifestyle, boat shoes, small sized. Textile fibers

Get Sale Alert

Sperry Sneakers
Sperry Sneakers 

SPERRY TOP-SIDER Sneakers. denim, logo, solid color, laces, round toeline, flat, fabric inner, rubber sole, small sized. 100% Textile fibers

Get Sale Alert

Sperry Sneakers
Sperry Sneakers 

SPERRY TOP-SIDER Sneakers. canvas, logo, floral design, laces, round toeline, lined interior, rubber cleated sole, flat, small sized. Textile fibers

Get Sale Alert

Sperry Sneakers
Sperry Sneakers 

SPERRY TOP-SIDER Sneakers. plain weave, logo, camouflage design, laces, round toeline, fabric inner, rubber sole, contains non-textile parts of animal origin, flat, small sized. Textile fibers

Get Sale Alert

Sperry Loafers
Sperry Loafers 

SPERRY TOP-SIDER Loafers. logo, solid color, round toeline, leather sole, unlined, flat, laces, openwork, contains non-textile parts of animal origin, boat shoes, small sized. Soft Leather

Get Sale Alert

Sperry Loafers
Sperry Loafers 

SPERRY TOP-SIDER Loafers. flat, rubber sole, no appliqués, solid color, round toeline, leather lining, contains non-textile parts of animal origin, boat shoes, small sized. Soft Leather

Get Sale Alert

Sperry Loafers
Sperry Loafers 

SPERRY TOP-SIDER Loafers. canvas, logo, solid color, laces, round toeline, flat, fabric inner, rubber sole, lifestyle, small sized. Textile fibers

Get Sale Alert

Sperry Loafers
Sperry Loafers 

SPERRY TOP-SIDER Loafers. canvas, logo, solid color, laces, round toeline, flat, fabric inner, rubber sole, lifestyle, small sized. Textile fibers

Get Sale Alert

Sperry Loafers
Sperry Loafers 

SPERRY TOP-SIDER Loafers. sueded effect, lacing, solid color, laces, round toeline, leather lining, rubber sole, flat, contains non-textile parts of animal origin, boat shoes, small sized. Soft Leather

Get Sale Alert
Top
Feedback