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Top Results
Women's Angelfish Boat Shoe
$79.95 $89.95
Men's Authentic Original Leather Boat Shoe
$94.95
Women's Crest Vibe Sneaker
$59.95
Women's Saltwater Duck Boot
$99.95 $129.95
Women's Saltwater Tall Cozy Leather Duck Boot
$111.99 $159.95
Women's Authentic Original Boat Shoe
$94.95
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Top Results
Women's Angelfish Boat Shoe
$79.95 $89.95
Men's Authentic Original Leather Boat Shoe
$94.95
Women's Crest Vibe Sneaker
$59.95
Women's Saltwater Duck Boot
$99.95 $129.95
Women's Saltwater Tall Cozy Leather Duck Boot
$111.99 $159.95
Women's Authentic Original Boat Shoe
$94.95
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  • Authentic Original Leather Boat Shoe, Sahara Leather, dynamic

    Men's Authentic Original Leather Boat Shoe

    $94.95
    Add to Favorites
    6 Colors
    Sahara Leather
    Oatmeal
    Amaretto
    Black
    Brown Buck
    Classic Brown
  • Authentic Original Leather Boat Shoe, Classic Brown, dynamic

    Men's Authentic Original Leather Boat Shoe

    $94.95
    Add to Favorites
    6 Colors
    Sahara Leather
    Oatmeal
    Amaretto
    Black
    Brown Buck
    Classic Brown
  • Authentic Original Leather Boat Shoe, Brown Buck, dynamic

    Men's Authentic Original Leather Boat Shoe

    $94.95
    Add to Favorites
    6 Colors
    Sahara Leather
    Oatmeal
    Amaretto
    Black
    Brown Buck
    Classic Brown
  • Authentic Original Leather Boat Shoe, Oatmeal, dynamic

    Men's Authentic Original Leather Boat Shoe

    $94.95
    Add to Favorites
    6 Colors
    Sahara Leather
    Oatmeal
    Amaretto
    Black
    Brown Buck
    Classic Brown
  • Gold Cup Harpswell Driver, Tan, dynamic

    Men's Gold Cup Harpswell Driver

    $164.95
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    Free Express Shipping on Gold Cup Styles
  • Hampden Venetian Loafer, Black, dynamic

    Men's Hampden Venetian Loafer

    $99.95
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    2 Colors
    Black
    Sahara
  • Hampden Venetian Loafer, Sahara, dynamic

    Men's Hampden Venetian Loafer

    $99.95
    Add to Favorites
    2 Colors
    Black
    Sahara
  • Gold Cup Authentic Original Boat Shoe, Tan, dynamic

    Men's Gold Cup Authentic Original Boat Shoe

    $159.95
    Add to Favorites
    Free Express Shipping on Gold Cup Styles
    3 Colors
    Brown
    Navy
    Tan
  • Gold Cup Authentic Original Boat Shoe, Brown, dynamic

    Men's Gold Cup Authentic Original Boat Shoe

    $159.95
    Add to Favorites
    Free Express Shipping on Gold Cup Styles
    3 Colors
    Brown
    Navy
    Tan
  • Gold Cup Authentic Original Boat Shoe, Navy, dynamic

    Men's Gold Cup Authentic Original Boat Shoe

    $159.95
    Add to Favorites
    Free Express Shipping on Gold Cup Styles
    3 Colors
    Brown
    Navy
    Tan
  • Regatta Flip Flop, Brown/Tan, dynamic

    Men's Regatta Flip Flop

    $59.95
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    2 Colors
    Brown/Tan
    Tan/Linen
  • Regatta Flip Flop, Tan/Linen, dynamic

    Men's Regatta Flip Flop

    $59.95
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    2 Colors
    Brown/Tan
    Tan/Linen
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Material
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  • $25 - $50
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  • $75 - $100
  • $100 & Up
Collection
  • Authentic Original
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  • Striper

Recommended Products

Popular Men's Casual Shoes

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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