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Paul Sperry, founder of Sperry was an avid sailor with a passion for adventure. He was an inventor, a sailor and an intrepid explorer. An independent...

Sperry Top-Sider

Sperry Top-Sider Mens Shoes

Sperry Top-Sider Avenue Duck Boot (Men's)
New!
Sale
Sperry Top-Sider Avenue Duck Boot(Men's) -Black Synthetic
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Sperry Top-Sider Avenue Duck Boot(Men's) -Black/Amaretto Leather
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Sperry Top-Sider Avenue Duck Boot(Men's) -Brown Wool
Sale
Sperry Top-Sider Avenue Duck Boot(Men's) -Grey Wool
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Sperry Top-Sider Avenue Duck Boot(Men's) -Olive Synthetic
Sale
Sperry Top-Sider Avenue Duck Boot(Men's) -Tan/Brown
Sale
$79.95 - $99.95
$100.00 - $110.00 up to 20% off
Sperry Top-Sider Authentic Original Boat Shoe (Men's)
New!
Sale
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Brown Full Grain Leather
New
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Grey Full Grain Leather
New
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Blue Leather/Textile
Sale
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Brown Leather/Pullup
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Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Burgundy/Grey Leather
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Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Grey Leather/Pullup
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Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Grey/Blue Leather
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Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Navy Leather/Pullup
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Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Navy Leather/Textile
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Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Navy/Seafoam Leather
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Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Navy/White Stripe Fabric/Textile
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Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Olive/Tan Leather
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Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Tan Leather/Pullup
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Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Brown/Brown
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Classic Brown
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Sahara
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Black/Amaretto
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Amaretto
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Oatmeal
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Black/Black
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Grey Suede
New
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Navy Full Grain Leather
New
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Navy Leather
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Navy/Navy Suede
New
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Olive/Gum Textile
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Sand/Sand Suede
New
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Tan
Sperry Top-Sider Authentic Original Boat Shoe(Men's) -Taupe Full Grain Leather
New
$59.95 - $99.95
$85.00 - $100.00 up to 29% off
Sperry Top-Sider Leeward 2-Eye (Men's)
New!
Sale
Sperry Top-Sider Leeward 2-Eye(Men's) -Sahara
Sale
Sperry Top-Sider Leeward 2-Eye(Men's) -Brown Buc/Brown
$84.95
$95.00 11% off
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe (Men's)
New!
Sale
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Brown/Navy Full Grain Leather
New
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Ginger Full Grain Leather
New
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Brown Full Grain Leather
Sale
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Brown/Olive Full Grain Leather
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Burgundy/Brown Full Grain Leather
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Charcoal Full Grain Leather
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Grey/Navy Nubuck
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Navy/Gum Full Grain Leather
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Navy/Red Full Grain Leather
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Navy/Red Nubuck
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Navy/Tan Nubuck
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Steel/Tan Full Grain Leather
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Tan Nubuck
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Tan/Brown Nubuck
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Black/Amaretto Leather
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Brown Leather
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Navy Full Grain Leather
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Navy/Grey Full Grain Leather
New
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Tan/Gum Full Grain Leather
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -White Full Grain Leather
New
$94.95 - $159.95
$95.00 - $160.00 up to 30% off
Sperry Top-Sider Billfish Ultralite 3-Eye 652324 (Men's)
New!
Sale
Sperry Top-Sider Billfish Ultralite 3-Eye 652324(Men's) -Grey/Black
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Sperry Top-Sider Billfish Ultralite 3-Eye 652324(Men's) -Tan/Green
Sale
$79.95
$110.00 27% off
Sperry Top-Sider Boatyard (Men's)
New!
Sale
Sperry Top-Sider Boatyard(Men's) -Tan/Beige Leather/Mesh
$124.95
Sperry Top-Sider Decoy Shearling Duck Boot (Men's)
New!
Sale
Sperry Top-Sider Decoy Shearling Duck Boot(Men's) -Red Plaid/Black Full Grain Leather
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Sperry Top-Sider Decoy Shearling Duck Boot(Men's) -Tan Suede
Sale
$111.95
$159.95 30% off
Sperry Top-Sider Gold Cup Ultralite 2-Eye Boat Shoe with ASV (Men's)
New!
Sale
Sperry Top-Sider Gold Cup Ultralite 2-Eye Boat Shoe with ASV(Men's) -Cognac Leather
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Sperry Top-Sider Gold Cup Ultralite 2-Eye Boat Shoe with ASV(Men's) -Tan Leather
Sale
$152.99
$170.00 10% off
Sperry Top-Sider Gold Sport Casual 1-Eye with ASV (Men's)
New!
Sale
Sperry Top-Sider Gold Sport Casual 1-Eye with ASV(Men's) -Grand Canyon Nubuck/Leather
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Sperry Top-Sider Gold Sport Casual 1-Eye with ASV(Men's) -Tan Leather
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Sperry Top-Sider Gold Sport Casual 1-Eye with ASV(Men's) -Tan Nubuck/Leather
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Sperry Top-Sider Gold Sport Casual 1-Eye with ASV(Men's) -Grey Nubuck
$115.99 - $154.95
$154.95 - $155.00 up to 25% off
Sperry Top-Sider A/O 2-Eye Winter Boat Shoe (Men's)
New!
Sale
Sperry Top-Sider A/O 2-Eye Winter Boat Shoe(Men's) -Black Leather
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Sperry Top-Sider A/O 2-Eye Winter Boat Shoe(Men's) -Caramel Leather
Sale
$126.00
$140.00 10% off
Sperry Top-Sider Watertown LTT Hiking Boot (Men's)
New!
Sale
Sperry Top-Sider Watertown LTT Hiking Boot(Men's) -Brown Suede
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Sperry Top-Sider Watertown LTT Hiking Boot(Men's) -Dark Brown Full Grain Leather
$144.00 - $159.95
$160.00 up to 10% off
Sperry Top-Sider Cold Bay Sport Duck Boot with Vibram Arctic Grip (Men's)
New!
Sale
Sperry Top-Sider Cold Bay Sport Duck Boot with Vibram Arctic Grip(Men's) -Black Leather
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Sperry Top-Sider Cold Bay Sport Duck Boot with Vibram Arctic Grip(Men's) -Taupe Leather
Sale
$104.95 - $139.95
$180.00 - $199.95 up to 42% off
Sperry Top-Sider Gold Cup Twin Gore Loafer (Men's)
New!
Sale
Sperry Top-Sider Gold Cup Twin Gore Loafer(Men's) -Black Leather
Sale
Sperry Top-Sider Gold Cup Twin Gore Loafer(Men's) -Brown Leather
Sale
$114.95 - $134.99
$149.95 up to 23% off
Sperry Top-Sider Bahama 2 Eye (Men's)
New!
Sale
Sperry Top-Sider Bahama 2 Eye(Men's) -Dark Grey Wool
Sperry Top-Sider Bahama 2 Eye(Men's) -Grey Canvas
Sperry Top-Sider Bahama 2 Eye(Men's) -Grey Wool
$59.95 - $69.95
Sperry Top-Sider Striper II LTT Sneaker (Men's)
New!
Sale
Sperry Top-Sider Striper II LTT Sneaker(Men's) -Grey LTT Suede
New
Sperry Top-Sider Striper II LTT Sneaker(Men's) -Navy LTT Suede
New
Sperry Top-Sider Striper II LTT Sneaker(Men's) -White Full Grain Leather
Sale
Sperry Top-Sider Striper II LTT Sneaker(Men's) -Black Full Grain Leather
Sperry Top-Sider Striper II LTT Sneaker(Men's) -Tan Full Grain Leather
Sperry Top-Sider Striper II LTT Sneaker(Men's) -White Textile/Canvas
$55.99 - $74.95
$75.00 up to 25% off
Sperry Top-Sider Captains CVO Sneaker (Men's)
New!
Sale
Sperry Top-Sider Captains CVO Sneaker(Men's) -Grey/Translucent Textile
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Sperry Top-Sider Captains CVO Sneaker(Men's) -Navy/Translucent Textile
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Sperry Top-Sider Captains CVO Sneaker(Men's) -Olive Fabric/Textile
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Sperry Top-Sider Captains CVO Sneaker(Men's) -Wine Fabric/Textile
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Sperry Top-Sider Captains CVO Sneaker(Men's) -Black Fabric/Textile
Sperry Top-Sider Captains CVO Sneaker(Men's) -Black Wool
Sperry Top-Sider Captains CVO Sneaker(Men's) -Burgundy Wool
Sperry Top-Sider Captains CVO Sneaker(Men's) -Cement Wool
Sperry Top-Sider Captains CVO Sneaker(Men's) -Cream/Translucent Textile
Sperry Top-Sider Captains CVO Sneaker(Men's) -Light Grey Fabric/Textile
Sperry Top-Sider Captains CVO Sneaker(Men's) -Navy Fabric/Textile
Sperry Top-Sider Captains CVO Sneaker(Men's) -Navy Wool
Sperry Top-Sider Captains CVO Sneaker(Men's) -Red/Translucent Textile
Sperry Top-Sider Captains CVO Sneaker(Men's) -White Fabric/Textile
$39.97 - $64.95
$60.00 - $65.00 up to 33% off
Sperry Top-Sider Overlook Smoking Loafer (Men's)
New!
Sale
Sperry Top-Sider Overlook Smoking Loafer(Men's) -Black Pony Leather
Sperry Top-Sider Overlook Smoking Loafer(Men's) -Burgundy Pony Leather
Sperry Top-Sider Overlook Smoking Loafer(Men's) -Grey Wool
Sperry Top-Sider Overlook Smoking Loafer(Men's) -Houndstooth Textile
Sperry Top-Sider Overlook Smoking Loafer(Men's) -Navy Corduroy
$109.95 - $129.95