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2 for $99

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Today's Offers

Click offer codes below to apply in checkout. Tap offer codes below to apply in checkout.

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Purchase two select styles for the price of $99 with code 2FORYOU at checkout. Offer valid through May 22nd, 2022 at 11:59 PM ET. While supplies last. Offer does not apply on previous purchases, and cannot be combined with other offers. Offer applies to US orders only. Some restrictions may apply.

Purchase two select styles for the price of $99 with code 2FORYOU at checkout. Offer valid through May 22nd, 2022 at 11:59 PM ET. While supplies last. Offer does not apply on previous purchases, and cannot be combined with other offers. Offer applies to US orders only. Some restrictions may apply.

this weekend only!

2 for $99

Use code: 2FORYOU

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Get a free sneaker cleaner with any sneaker purchase with code CLEANSNEAKS at checkout. Offer expires June 30th, 2022 at 11:59PM PT. While supplies last. Excludes kids styles. Not valid on prior purchases. Offer valid only on Sperry.com. Valid on US orders only. Some restrictions may apply.

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With any
sneaker purchase.

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CLEANSNEAKS
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Introducing shop now, pay later with Affirm. Select Affirm at checkout to split your purchase into 3 interest-free payments!
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Free express shipping on full price Gold Cup styles. Offer automatically applied at checkout.

Gold Cup shoes in a variety of colors on slate and moss.

Free express shipping on all Gold Cup styles

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Get 20% off your next purchase when you refer a friend to Sperry.com. Your friend will receive 20% off their purchase of $75+ at Sperry.com. Please read all terms and conditions. Offer valid on US orders only. Some restrictions may apply.

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Featured Best Sellers

 
  • Authentic Original Boat Shoe, Sahara Leather, dynamic

    Men's Authentic Original Boat Shoe

    Sale Price $94.95
    Wishlist Added to Wishlist
    Quick Add
    7 Colors
    Sahara Leather
    Tan
    Oatmeal
    Amaretto
    Black
    Brown Buck
    Classic Brown
  • Authentic Original Boat Shoe, Tan, dynamic

    Men's Authentic Original Boat Shoe

    Sale Price $94.95
    Wishlist Added to Wishlist
    Quick Add
    7 Colors
    Sahara Leather
    Tan
    Oatmeal
    Amaretto
    Black
    Brown Buck
    Classic Brown
  • Authentic Original Boat Shoe, Amaretto, dynamic

    Men's Authentic Original Boat Shoe

    Sale Price $94.95
    Wishlist Added to Wishlist
    Quick Add
    7 Colors
    Sahara Leather
    Tan
    Oatmeal
    Amaretto
    Black
    Brown Buck
    Classic Brown
  • Authentic Original Boat Shoe, Brown Buck, dynamic

    Men's Authentic Original Boat Shoe

    Sale Price $94.95
    Wishlist Added to Wishlist
    Quick Add
    7 Colors
    Sahara Leather
    Tan
    Oatmeal
    Amaretto
    Black
    Brown Buck
    Classic Brown
  • Authentic Original Boat Shoe, Classic Brown, dynamic

    Men's Authentic Original Boat Shoe

    Sale Price $94.95
    Wishlist Added to Wishlist
    Quick Add
    7 Colors
    Sahara Leather
    Tan
    Oatmeal
    Amaretto
    Black
    Brown Buck
    Classic Brown
  • Authentic Original Boat Shoe, Oatmeal, dynamic

    Men's Authentic Original Boat Shoe

    Sale Price $94.95
    Wishlist Added to Wishlist
    Quick Add
    7 Colors
    Sahara Leather
    Tan
    Oatmeal
    Amaretto
    Black
    Brown Buck
    Classic Brown
  • Authentic Original Boat Shoe, Black, dynamic

    Men's Authentic Original Boat Shoe

    Sale Price $94.95
    Wishlist Added to Wishlist
    Quick Add
    7 Colors
    Sahara Leather
    Tan
    Oatmeal
    Amaretto
    Black
    Brown Buck
    Classic Brown
  • Striper II CVO Sneaker, Salt Washed Grey, dynamic

    Men's Striper II CVO Sneaker

    Sale Price $59.95
    Wishlist Added to Wishlist
    Quick Add
    5 Colors
    Salt Washed Black
    Salt Washed Chino
    Salt Washed Grey
    Salt Washed Navy
    Salt Washed White
  • Striper II CVO Sneaker, Salt Washed White, dynamic

    Men's Striper II CVO Sneaker

    Sale Price $59.95
    Wishlist Added to Wishlist
    Quick Add
    5 Colors
    Salt Washed Black
    Salt Washed Chino
    Salt Washed Grey
    Salt Washed Navy
    Salt Washed White
  • Striper II CVO Sneaker, Salt Washed Navy, dynamic

    Men's Striper II CVO Sneaker

    Sale Price $59.95
    Wishlist Added to Wishlist
    Quick Add
    5 Colors
    Salt Washed Black
    Salt Washed Chino
    Salt Washed Grey
    Salt Washed Navy
    Salt Washed White
  • Striper II CVO Sneaker, Salt Washed Black, dynamic

    Men's Striper II CVO Sneaker

    Sale Price $59.95
    Wishlist Added to Wishlist
    Quick Add
    5 Colors
    Salt Washed Black
    Salt Washed Chino
    Salt Washed Grey
    Salt Washed Navy
    Salt Washed White
  • Striper II CVO Sneaker, Salt Washed Chino, dynamic

    Men's Striper II CVO Sneaker

    Sale Price $59.95
    Wishlist Added to Wishlist
    Quick Add
    5 Colors
    Salt Washed Black
    Salt Washed Chino
    Salt Washed Grey
    Salt Washed Navy
    Salt Washed White
  • Bahama II Sneaker, Salt Washed Grey/Navy, dynamic

    Men's Bahama II Sneaker

    Sale Price $59.95
    Wishlist Added to Wishlist
    Quick Add
    5 Colors
    Salt Washed Grey/Navy
    Salt Washed Navy
    Salt Washed Navy/Khaki
    Salt Washed Oyster/Khaki
    Salt Washed White
  • Bahama II Sneaker, Salt Washed Navy, dynamic

    Men's Bahama II Sneaker

    Sale Price $59.95
    Wishlist Added to Wishlist
    Quick Add
    5 Colors
    Salt Washed Grey/Navy
    Salt Washed Navy
    Salt Washed Navy/Khaki
    Salt Washed Oyster/Khaki
    Salt Washed White
  • Bahama II Sneaker, Salt Washed Oyster/Khaki, dynamic

    Men's Bahama II Sneaker

    Sale Price $59.95
    Wishlist Added to Wishlist
    Quick Add
    5 Colors
    Salt Washed Grey/Navy
    Salt Washed Navy
    Salt Washed Navy/Khaki
    Salt Washed Oyster/Khaki
    Salt Washed White
  • Bahama II Sneaker, Salt Washed White, dynamic

    Men's Bahama II Sneaker

    Sale Price $59.95
    Wishlist Added to Wishlist
    Quick Add
    5 Colors
    Salt Washed Grey/Navy
    Salt Washed Navy
    Salt Washed Navy/Khaki
    Salt Washed Oyster/Khaki
    Salt Washed White
  • Bahama II Sneaker, Salt Washed Navy/Khaki, dynamic

    Men's Bahama II Sneaker

    Sale Price $59.95
    Wishlist Added to Wishlist
    Quick Add
    5 Colors
    Salt Washed Grey/Navy
    Salt Washed Navy
    Salt Washed Navy/Khaki
    Salt Washed Oyster/Khaki
    Salt Washed White
  • Gold Cup Authentic Original Boat Shoe, Brown, dynamic

    Men's Gold Cup Authentic Original Boat Shoe

    Sale Price $164.95
    Wishlist Added to Wishlist
    Quick Add
    Free Gold Cup Shoe Care Kit with Purchase
    3 Colors
    Brown
    Navy
    Tan
  • Gold Cup Authentic Original Boat Shoe, Tan, dynamic

    Men's Gold Cup Authentic Original Boat Shoe

    Sale Price $164.95
    Wishlist Added to Wishlist
    Quick Add
    Free Gold Cup Shoe Care Kit with Purchase
    3 Colors
    Brown
    Navy
    Tan
  • Gold Cup Authentic Original Boat Shoe, Navy, dynamic

    Men's Gold Cup Authentic Original Boat Shoe

    Sale Price $164.95
    Wishlist Added to Wishlist
    Quick Add
    Free Gold Cup Shoe Care Kit with Purchase
    3 Colors
    Brown
    Navy
    Tan
  • Cold Bay Duck Boot w/ Thinsulate™, Taupe/Navy, dynamic

    Men's Cold Bay Duck Boot w/ Thinsulate™

    Sale Price$107.96 Regular Price$119.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Tan/Brown
    Taupe/Navy
  • Cold Bay Duck Boot w/ Thinsulate™, Tan/Brown, dynamic

    Men's Cold Bay Duck Boot w/ Thinsulate™

    Sale Price $119.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Tan/Brown
    Taupe/Navy
  • Cold Bay Chukka w/ Thinsulate™, Brown/Coffee, dynamic

    Men's Cold Bay Chukka w/ Thinsulate™

    Sale Price $109.95
    Wishlist Added to Wishlist
    Quick Add
  • Authentic Original Suede Boat Shoe, Grey, dynamic

    Men's Authentic Original Suede Boat Shoe

    Sale Price $94.95
    Wishlist Added to Wishlist
    Quick Add
    2 for $99 with code 2FORYOU
    4 Colors
    Blue
    Grey
    Orange
    Tan
  • Authentic Original Suede Boat Shoe, Tan, dynamic

    Men's Authentic Original Suede Boat Shoe

    Sale Price $94.95
    Wishlist Added to Wishlist
    Quick Add
    2 for $99 with code 2FORYOU
    4 Colors
    Blue
    Grey
    Orange
    Tan
  • Authentic Original Suede Boat Shoe, Blue, dynamic

    Men's Authentic Original Suede Boat Shoe

    Sale Price $94.95
    Wishlist Added to Wishlist
    Quick Add
    2 for $99 with code 2FORYOU
    4 Colors
    Blue
    Grey
    Orange
    Tan
  • Authentic Original Suede Boat Shoe, Orange, dynamic

    Men's Authentic Original Suede Boat Shoe

    Sale Price $94.95
    Wishlist Added to Wishlist
    Quick Add
    2 for $99 with code 2FORYOU
    4 Colors
    Blue
    Grey
    Orange
    Tan
  • Moc-Sider Premium Slip On, Brown, dynamic

    Men's Moc-Sider Premium Slip On

    Sale Price $119.95
    Wishlist Added to Wishlist
    Quick Add
    2 for $99 with code 2FORYOU
    3 Colors
    Black
    Brown
    Ivory
  • Moc-Sider Premium Slip On, Black, dynamic

    Men's Moc-Sider Premium Slip On

    Sale Price $119.95
    Wishlist Added to Wishlist
    Quick Add
    2 for $99 with code 2FORYOU
    3 Colors
    Black
    Brown
    Ivory
  • Moc-Sider Premium Slip On, Ivory, dynamic

    Men's Moc-Sider Premium Slip On

    Sale Price $119.95
    Wishlist Added to Wishlist
    Quick Add
    2 for $99 with code 2FORYOU
    3 Colors
    Black
    Brown
    Ivory
  • Saltwater Nylon Duck Boot, Black, dynamic

    Men's Saltwater Nylon Duck Boot

    Sale Price$95.96 Regular Price$119.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Navy
  • Saltwater Nylon Duck Boot, Navy, dynamic

    Men's Saltwater Nylon Duck Boot

    Sale Price$103.96 Regular Price$119.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Navy
  • Gold Cup Cabo PLUSHWAVE Penny Loafer, Tan, dynamic

    Men's Gold Cup Cabo PLUSHWAVE Penny Loafer

    Sale Price$143.96 Regular Price$159.95
    Wishlist Added to Wishlist
    Quick Add
    Free Gold Cup Shoe Care Kit with Purchase
    2 Colors
    Navy
    Tan
  • Davenport 1-Eye Driver, Dark Tan, dynamic

    Men's Davenport 1-Eye Driver

    Sale Price $99.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Black
    Dark Tan
    Navy
  • Gold Cup Cabo PLUSHWAVE Penny Loafer, Navy, dynamic

    Men's Gold Cup Cabo PLUSHWAVE Penny Loafer

    Sale Price$143.96 Regular Price$159.95
    Wishlist Added to Wishlist
    Quick Add
    Free Gold Cup Shoe Care Kit with Purchase
    2 Colors
    Navy
    Tan
  • Davenport 1-Eye Driver, Black, dynamic

    Men's Davenport 1-Eye Driver

    Sale Price $99.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Black
    Dark Tan
    Navy
  • Davenport 1-Eye Driver, Navy, dynamic

    Men's Davenport 1-Eye Driver

    Sale Price $99.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Black
    Dark Tan
    Navy
  • Striper PLUSHWAVE Sneaker, White, dynamic

    Men's Striper PLUSHWAVE Sneaker

    Sale Price$80.96 Regular Price$99.95
    Wishlist Added to Wishlist
    Quick Add
  • Avenue Embossed Duck Boot, Tan/Brown, dynamic

    Men's Avenue Embossed Duck Boot

    Sale Price $109.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Grey/Black
    Olive/Brown
    Tan/Brown
  • Avenue Embossed Duck Boot, Grey/Black, dynamic

    Men's Avenue Embossed Duck Boot

    Sale Price$98.96 Regular Price$109.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Grey/Black
    Olive/Brown
    Tan/Brown
  • Avenue Embossed Duck Boot, Olive/Brown, dynamic

    Men's Avenue Embossed Duck Boot

    Sale Price$98.96 Regular Price$109.95
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    3 Colors
    Grey/Black
    Olive/Brown
    Tan/Brown
  • Saltwater Duck Boot, Brown/Coffee, dynamic

    Men's Saltwater Duck Boot

    Sale Price $99.95
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    5 Colors
    Black/Amaretto
    Black/Black
    Brown/Coffee
    Brown/Navy
    Tan/Caramel
  • Saltwater Duck Boot, Black/Amaretto, dynamic

    Men's Saltwater Duck Boot

    Sale Price$89.96 Regular Price$99.95
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    5 Colors
    Black/Amaretto
    Black/Black
    Brown/Coffee
    Brown/Navy
    Tan/Caramel
  • Saltwater Duck Boot, Black/Black, dynamic

    Men's Saltwater Duck Boot

    Sale Price $99.95
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    5 Colors
    Black/Amaretto
    Black/Black
    Brown/Coffee
    Brown/Navy
    Tan/Caramel
  • Saltwater Duck Boot, Brown/Navy, dynamic

    Men's Saltwater Duck Boot

    Sale Price $99.95
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    Quick Add
    5 Colors
    Black/Amaretto
    Black/Black
    Brown/Coffee
    Brown/Navy
    Tan/Caramel
  • Saltwater Duck Boot, Tan/Caramel, dynamic

    Men's Saltwater Duck Boot

    Sale Price $99.95
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    5 Colors
    Black/Amaretto
    Black/Black
    Brown/Coffee
    Brown/Navy
    Tan/Caramel
  • Davenport Penny Loafer, Tan, dynamic

    Men's Davenport Penny Loafer

    Sale Price $99.95
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  • Soletide 2-Eye Sneaker, White, dynamic

    Men's Soletide 2-Eye Sneaker

    Sale Price $74.95
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    2 Colors
    Grey
    White

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Embark on your day's adventures with the best casual shoes for men from Sperry underfoot, giving you a comfortable, stylish, and seafaring footing. Sperry's array of best-selling casual shoes and boots for men are the best of the best, coveted by like-minded modern-day explorers that lead the way with the most popular men's shoes. Shop Sperry's best-sellers, including timeless classics like our Authentic Original 2-eye boat shoes, chukka boots, and duck boots. Our men's best sellers also include the latest must-have popular men's casual shoes like our ultra-comfortable Striper sneakers, Billfish 3-eye boat shoes, and more. Whether you're looking for a adventurer-tested wet-weather boot to help your brave the elements or you're looking for a laid-back-yet-stylish boat shoe to wear on the dock, Sperry has the best casual shoes for men to take you from land to sea and back again in enduring style.

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