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The Authentic
Original

The original boat shoe. An icon since 1937.

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Men's Classic A/O

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  • Boat Shoes (109)
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Featured Authentic Original

 
  • Authentic Original™ Boat Shoe, Sahara Leather, dynamic

    Men's Authentic Original™ Boat Shoe

    Sale Price $109.95
    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 $109.95
    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 $109.95
    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 $109.95
    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 $109.95
    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 $109.95
    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 $109.95
    Wishlist Added to Wishlist
    Quick Add
    7 Colors
    Sahara Leather
    Tan
    Oatmeal
    Amaretto
    Black
    Brown Buck
    Classic Brown
  • Sperry x Brooks Brothers Authentic Original™ 3-Eye Cup Boat Shoe, Navy, dynamic

    Men's Sperry x Brooks Brothers Authentic Original™ 3-Eye Cup Boat Shoe

    Sale Price $130.00
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Navy
    Orange
    Tan
  • Sperry x Brooks Brothers Authentic Original™ 3-Eye Cup Boat Shoe, Orange, dynamic

    Men's Sperry x Brooks Brothers Authentic Original™ 3-Eye Cup Boat Shoe

    Sale Price $130.00
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Navy
    Orange
    Tan
  • Sperry x Brooks Brothers Authentic Original™ 3-Eye Cup Boat Shoe, Tan, dynamic

    Men's Sperry x Brooks Brothers Authentic Original™ 3-Eye Cup Boat Shoe

    Sale Price $130.00
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Navy
    Orange
    Tan
  • Sperry x Brooks Brothers Authentic Original™ Kiltie Boat Shoe, Black/White, dynamic

    Men's Sperry x Brooks Brothers Authentic Original™ Kiltie Boat Shoe

    Sale Price $180.00
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black/White
    Classic Brown
  • Sperry x Brooks Brothers Authentic Original™ Kiltie Boat Shoe, Classic Brown, dynamic

    Men's Sperry x Brooks Brothers Authentic Original™ Kiltie Boat Shoe

    Sale Price $180.00
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black/White
    Classic Brown
  • Sperry x Brooks Brothers Authentic Original™ Boat Shoe, Pink Multi, dynamic

    Men's Sperry x Brooks Brothers Authentic Original™ Boat Shoe

    Sale Price $100.00
    Wishlist Added to Wishlist
    Quick Add
  • Sperry x Brooks Brothers Authentic Original™ Made in Maine Boat Shoe, Cordovan, dynamic

    Men's Sperry x Brooks Brothers Authentic Original™ Made in Maine Boat Shoe

    Sale Price $1,000.00
    Wishlist Added to Wishlist
    Quick Add
  • Authentic Original™ Gold Cup™ Woven Boat Shoe, Amaretto, dynamic

    Men's Authentic Original™ Gold Cup™ Woven Boat Shoe

    Sale Price $184.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Amaretto
    Black
    Tan
  • Authentic Original™ Gold Cup™ Woven Boat Shoe, Black, dynamic

    Men's Authentic Original™ Gold Cup™ Woven Boat Shoe

    Sale Price $184.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Amaretto
    Black
    Tan
  • Authentic Original™ Gold Cup™ Woven Boat Shoe, Tan, dynamic

    Men's Authentic Original™ Gold Cup™ Woven Boat Shoe

    Sale Price $184.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Amaretto
    Black
    Tan
  • Authentic Original™ Lug 3-Eye Boat Shoe, Tan, dynamic

    Men's Authentic Original™ Lug 3-Eye Boat Shoe

    Sale Price $129.95
    Wishlist Added to Wishlist
    Quick Add
  • Authentic Original™ Double Sole Penny Loafer, Blue Multi, dynamic

    Men's Authentic Original™ Double Sole Penny Loafer

    Sale Price $109.95
    Wishlist Added to Wishlist
    Quick Add
    4 Colors
    Blue Multi
    Brown
    Navy
    Red Multi
  • Authentic Original™ Double Sole Penny Loafer, Brown, dynamic

    Men's Authentic Original™ Double Sole Penny Loafer

    Sale Price $109.95
    Wishlist Added to Wishlist
    Quick Add
    4 Colors
    Blue Multi
    Brown
    Navy
    Red Multi
  • Authentic Original™ Double Sole Penny Loafer, Navy, dynamic

    Men's Authentic Original™ Double Sole Penny Loafer

    Sale Price $109.95
    Wishlist Added to Wishlist
    Quick Add
    4 Colors
    Blue Multi
    Brown
    Navy
    Red Multi
  • Authentic Original™ Double Sole Penny Loafer, Red Multi, dynamic

    Men's Authentic Original™ Double Sole Penny Loafer

    Sale Price $109.95
    Wishlist Added to Wishlist
    Quick Add
    4 Colors
    Blue Multi
    Brown
    Navy
    Red Multi
  • Authentic Original™ Nautical Boat Shoe, Tan Multi, dynamic

    Men's Authentic Original™ Nautical Boat Shoe

    Sale Price $109.95
    Wishlist Added to Wishlist
    Quick Add
  • Unisex Sperry x Rowing Blazers Cloud Authentic Original™ 3-Eye Vibram Boat Shoe, Brown, dynamic

    Unisex Sperry x Rowing Blazers Cloud Authentic Original™ 3-Eye Vibram Boat Shoe

    Sale Price $130.00
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Brown
    Ivory
    Navy
  • Unisex Sperry x Rowing Blazers Cloud Authentic Original™ 3-Eye Vibram Boat Shoe, Ivory, dynamic

    Unisex Sperry x Rowing Blazers Cloud Authentic Original™ 3-Eye Vibram Boat Shoe

    Sale Price $130.00
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Brown
    Ivory
    Navy
  • Unisex Sperry x Rowing Blazers Cloud Authentic Original™ 3-Eye Vibram Boat Shoe, Navy, dynamic

    Unisex Sperry x Rowing Blazers Cloud Authentic Original™ 3-Eye Vibram Boat Shoe

    Sale Price $130.00
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Brown
    Ivory
    Navy
  • Unisex Sperry x Pleasures Authentic Original™ 3-Eye Vibram Boat Shoe, Black, dynamic

    Unisex Sperry x Pleasures Authentic Original™ 3-Eye Vibram Boat Shoe

    Sale Price $140.00
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Blue
  • Unisex Sperry x Pleasures Authentic Original™ 3-Eye Vibram Boat Shoe, Blue, dynamic

    Unisex Sperry x Pleasures Authentic Original™ 3-Eye Vibram Boat Shoe

    Sale Price $140.00
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Blue
  • Sperry x Herschel Authentic Original™ Lug 3-Eye, Black, dynamic

    Men's Sperry x Herschel Authentic Original™ Lug 3-Eye

    Sale Price $129.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Tan
  • Sperry x Herschel Authentic Original™ Lug 3-Eye, Tan, dynamic

    Men's Sperry x Herschel Authentic Original™ Lug 3-Eye

    Sale Price $129.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Tan
  • Sperry x Herschel Authentic Original™ Lug Chukka, Black, dynamic

    Men's Sperry x Herschel Authentic Original™ Lug Chukka

    Sale Price $159.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Tan
  • Sperry x Herschel Authentic Original™ Lug Chukka, Tan, dynamic

    Men's Sperry x Herschel Authentic Original™ Lug Chukka

    Sale Price $159.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Tan
  • Authentic Original™ Veg Re-Tan Leather Boat Shoe, Java, dynamic

    Men's Authentic Original™ Veg Re-Tan Leather Boat Shoe

    Sale Price $109.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Java
    Navy
    Tan
  • Authentic Original™ Veg Re-Tan Leather Boat Shoe, Navy, dynamic

    Men's Authentic Original™ Veg Re-Tan Leather Boat Shoe

    Sale Price $109.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Java
    Navy
    Tan
  • Authentic Original™ Veg Re-Tan Leather Boat Shoe, Tan, dynamic

    Men's Authentic Original™ Veg Re-Tan Leather Boat Shoe

    Sale Price $109.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Java
    Navy
    Tan
  • Authentic Original™ Cross Lace Leather Boat Shoe, Grey, dynamic

    Men's Authentic Original™ Cross Lace Leather Boat Shoe

    Sale Price $109.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Grey
    Navy
    Tan
  • Authentic Original™ Cross Lace Leather Boat Shoe, Navy, dynamic

    Men's Authentic Original™ Cross Lace Leather Boat Shoe

    Sale Price $109.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Grey
    Navy
    Tan
  • Authentic Original™ Cross Lace Leather Boat Shoe, Tan, dynamic

    Men's Authentic Original™ Cross Lace Leather Boat Shoe

    Sale Price $109.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Grey
    Navy
    Tan
  • Gold Cup™ Authentic Original™ Boat Shoe, Blue, dynamic

    Men's Gold Cup™ Authentic Original™ Boat Shoe

    Sale Price $174.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Blue
    Tan
    White
  • Gold Cup™ Authentic Original™ Boat Shoe, Tan, dynamic

    Men's Gold Cup™ Authentic Original™ Boat Shoe

    Sale Price $174.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Blue
    Tan
    White
  • Gold Cup™ Authentic Original™ Boat Shoe, White, dynamic

    Men's Gold Cup™ Authentic Original™ Boat Shoe

    Sale Price $174.95
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  • Authentic Original™ Whitewashed Boat Shoe, Black, dynamic

    Men's Authentic Original™ Whitewashed Boat Shoe

    Sale Price $109.95
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    3 Colors
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    Light Blue
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  • Authentic Original™ Whitewashed Boat Shoe, Light Blue, dynamic

    Men's Authentic Original™ Whitewashed Boat Shoe

    Sale Price $109.95
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    3 Colors
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    Taupe
  • Authentic Original™ Whitewashed Boat Shoe, Taupe, dynamic

    Men's Authentic Original™ Whitewashed Boat Shoe

    Sale Price $109.95
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    3 Colors
    Black
    Light Blue
    Taupe

Men's Classic A/O

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Recommended Products

Sperry Authentic Original for Men

There's nothing like an original. The Sperry Classic A/O has embodied our passion for the seafaring life for over 70 years, as well as a passion for innovation that endures to this day. From classic, hand-sewn leather construction to modern materials and styles, the Authentic Original men's boat shoe continues to set the standard for comfort and style both on and off the water. Go for the iconic, classic brown leather look of our Sperry original 2-eye boat shoe, or step it up with one of our chukka boots, featuring an elevated look along with our Authentic Original styling. Color options from deep red to bright yellow make the Sperry A/O classic as expressive as you are, or you can even design your own for a one-of-a-kind look that's 100% you. With a heritage as long and proud as the Sperry brand itself, our Authentic Original men's boat shoe will be there to help you through life's adventures, as long as you keep diving into them.

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