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Boat Shoes

Sneakers

Boots

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Gold Cup

Sandals

All Men's Shoes 391 Products

Men's Authentic Original 2-Eye Tri-Tone Boat Shoe

Sale Price$75.96 Regular Price$94.95

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Men's Striper II Storm CVO Waterproof Leather Sneaker

Sale Price$53.97 Regular Price$89.95

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Men's Gold Cup Cabo PLUSHWAVE Penny Loafer

Sale Price$143.96 Regular Price$159.95

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Free Gold Cup Shoe Care Kit with Purchase

2 Colors
Men's Authentic Original Playa Boat Shoe

Sale Price$75.96 Regular Price$94.95

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2 Colors
Men's Gold Cup Cabo PLUSHWAVE Penny Loafer

Sale Price$143.96 Regular Price$159.95

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Free Gold Cup Shoe Care Kit with Purchase

2 Colors
Men's Outer Banks 2-Eye Suede Boat Shoe

Sale Price$71.96 Regular Price$79.95

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4 Colors
Men's Gold Cup Meridian Croc Embossed Driver

Sale Price$143.96 Regular Price$179.95

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Free Gold Cup Shoe Care Kit with Purchase
Men's Striper Storm Hiker Boot

Sale Price$89.96 Regular Price$99.95

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6 Colors
Men's SeaCycled™ Striper II CVO Sneaker

Sale Price$58.46 Regular Price$64.95

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2 Colors
Men's Sperry x John Legend Signature PLUSHWAVE Boat Shoe

Sale Price$101.96 Regular Price$119.95

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Free Gold Cup Shoe Care Kit with Purchase

8 Colors
Men's Sperry x John Legend Soletide Sneaker

Sale Price$94.95 Regular Price$99.95

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Free Gold Cup Shoe Care Kit with Purchase

2 Colors
Men's Sperry x John Legend Signature PLUSHWAVE Boat Shoe

Sale Price$101.96 Regular Price$119.95

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Free Gold Cup Shoe Care Kit with Purchase

8 Colors
Men's Sperry x John Legend Signature PLUSHWAVE Boat Shoe

Sale Price$101.96 Regular Price$119.95

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Free Gold Cup Shoe Care Kit with Purchase

8 Colors
Men's Striper II CVO Baja Linen Sneaker

Sale Price$53.96 Regular Price$59.95

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3 Colors
Men's Sperry x John Legend Soletide Sneaker

Sale Price$94.95 Regular Price$99.95

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Free Gold Cup Shoe Care Kit with Purchase

2 Colors
Men's Gold Cup Authentic Original 2-Eye Croc Embossed Boat Shoe

Sale Price$127.96 Regular Price$159.95

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Free Gold Cup Shoe Care Kit with Purchase
Men's Striper Storm Hiker Boot

Sale Price$89.96 Regular Price$99.95

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6 Colors
Men's Striper II CVO Baja Linen Sneaker

Sale Price$53.96 Regular Price$59.95

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3 Colors
Men's Gold Cup Cabo PLUSHWAVE Slip On Loafer

Sale Price$143.96 Regular Price$159.95

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Free Gold Cup Shoe Care Kit with Purchase

2 Colors
Men's Sperry x John Legend Signature PLUSHWAVE Boat Shoe

Sale Price$101.96 Regular Price$119.95

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Free Gold Cup Shoe Care Kit with Purchase

8 Colors
Men's Gold Cup Cabo PLUSHWAVE Slip On Loafer

Sale Price$143.96 Regular Price$159.95

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Free Gold Cup Shoe Care Kit with Purchase

2 Colors
Men's Authentic Original Playa Boat Shoe

Sale Price$75.96 Regular Price$94.95

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2 Colors
Men's Cloud Authentic Original 3-Eye Leather Boat Shoe

Sale Price$112.00 Regular Price$140.00

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Men's Striper PLUSHWAVE CVO Checkmake Sneaker

Sale Price$80.96 Regular Price$89.95

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3 Colors
Men's Striper PLUSHWAVE CVO Checkmake Sneaker

Sale Price$80.96 Regular Price$89.95

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3 Colors
Men's Sperry x John Legend Signature PLUSHWAVE Boat Shoe

Sale Price$101.96 Regular Price$119.95

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Free Gold Cup Shoe Care Kit with Purchase

8 Colors
Men's Gold Cup Cabo PLUSHWAVE 4-Eye Oxford

Sale Price$143.96 Regular Price$159.95

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Free Gold Cup Shoe Care Kit with Purchase

3 Colors
Men's Bahama PLUSHWAVE Checkmate Sneaker

Sale Price$80.96 Regular Price$89.95

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Men's Authentic Original PLUSHWAVE Lug Chukka

Sale Price$116.96 Regular Price$129.95

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4 Colors
Men's Gold Cup Commodore PLUSHWAVE Chukka

Sale Price$170.96 Regular Price$189.95

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Free Gold Cup Shoe Care Kit with Purchase

2 Colors
Men's Authentic Original Tumbled Leather Boat Chukka

Sale Price$107.96 Regular Price$119.95

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2 Colors
Men's Cold Bay Duck Boot w/ Thinsulate™

Sale Price$107.96 Regular Price$119.95

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2 Colors
Men's Bahama II PLUSHWAVE Checkmate Sneaker

Sale Price$71.96 Regular Price$89.95

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Men's Gold Cup Commodore PLUSHWAVE Chukka

Sale Price$170.96 Regular Price$189.95

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Free Gold Cup Shoe Care Kit with Purchase

2 Colors
Men's Striper II CVO Ombre Sneaker

Sale Price$53.96 Regular Price$59.95

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Men's Cold Bay Duck Boot w/ Thinsulate™

Sale Price$107.96 Regular Price$119.95

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2 Colors
Men's Sperry x John Legend Commodore PLUSHWAVE Boot

Sale Price$179.96 Regular Price$199.95

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Free Gold Cup Shoe Care Kit with Purchase

3 Colors
Men's Striper PLUSHWAVE CVO Checkmake Sneaker

Sale Price$80.96 Regular Price$89.95

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3 Colors
Men's Moc-Sider Buffalo Check Slip On

Sale Price$34.99 Regular Price$69.95

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3 Colors
Men's Striper Storm Hiker Boot

Sale Price$89.96 Regular Price$99.95

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6 Colors
Unisex Cloud Linen Slip On Sneaker

Sale Price$89.96 Regular Price$99.95

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2 Colors
Men's Striper II CVO Baja Linen Sneaker

Sale Price$23.98 Regular Price$59.95

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Men's Cold Bay Chukka w/ Thinsulate™

Sale Price$43.98 Regular Price$109.95

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Unisex Cloud Captain's Wave Print Oxford

Sale Price$134.96 Regular Price$149.95

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2 Colors
Men's Cloud CVO Bandana Sneaker

Sale Price$81.00 Regular Price$90.00

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Men's Striper PLUSHWAVE Sneaker

Sale Price$80.96 Regular Price$99.95

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Men's Gold Cup Cabo PLUSHWAVE 4-Eye Oxford

Sale Price$143.96 Regular Price$159.95

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Free Gold Cup Shoe Care Kit with Purchase

3 Colors
Men's Cloud Authentic Original Tassel Loafer

Sale Price$160.00 Regular Price$200.00

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Men's Shoes

Build your own sea-inspired style from the ground up with our impressive assortment of adventure-ready and always-comfortable shoes for men. From flip flops to duck boots and everything in between, Sperry men's shoes help you put your best foot forward no matter the occasion. Hit the beach in our men's sandals or flip flops, or hit the deck in our Authentic Original men's boat shoe. Then hit the town in smart casual men's shoes like our Sojourn leather shoe, Gold Cup Kennebunk woven loafer or men's chukka boot, with a variety of colors and detailing options available. If you're looking for the perfect versatile men's shoes for jeans or shorts, our men's sneakers and boat shoes provide sleek styling and flexibility to suit any outfit and durable quality to suit any adventure. Wherever yours takes you, take your boldest steps yet with Sperry.