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Men's Sperrys

Put your best foot forward with stylish men’s Sperry shoes. From casual kicks to dressier shoes, discover Sperry men’s shoes for almost any occasion. Explore traditional neutrals plus loads of color and print combinations.

For everyday, your shoe game should mimic your surroundings. Boat shoes or drivers are perfect to slip-on when your shoes have to work from day to night. If you need something more chill, step it up with modern sneakers—think low-tops, slip-ons and more. Always consider the weather when you’re getting dressed every morning. When it’s super warm out, sandals from the brand are a great option. Cold? Keep your feet warm with duck boots lined with cozy fabric to help trap heat.

Let’s talk about the office! Your entire work wardrobe should be professional from head to toe. If you work in a laidback environment, then, again, consider boat shoes. They’re more polished thanks sneakers, but still give off relaxed vibes. For a traditional office (or formal occasion), revisit drivers as your dress shoe of choice.

Whatever style you choose, every man should have at least one pair of black or brown dress shoes. Explore your fave styles done in leather, faux leather, suede, canvas and more. Shop men’s Sperry shoes and more men’s shoes at Macy’s.

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  • Sperry Since 1935
  • 14 items in Sperry

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    • 5 colors
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      Sperry Men's Authentic Original A/O Boat Shoe
      $95.00
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    • 2 colors
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      Sperry Men's Billfish 3-Eye Boat Shoe
      $100.00
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      (113)
    • 3 colors
      Sperry Men's A/O 2-Eye Daytona Boat Shoes
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      $100.00
      Sale $65.00 - 69.99
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    • 2 colors
      Sperry Men's Striper II Twin Gore Leather Slip-On Sneakers, Created for Macy's
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      $75.00
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    • 3 colors
      Sperry Men's Hampden Venetian Loafer
      $100.00
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      (44)
    • 2 colors
      Sperry Men's Drift Boat Shoes
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      $60.00
      Sale $44.99
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    • 2 colors
      Sperry Men's Outerbanks Thong Sandals
      $55.00
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    • 2 colors
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      Sperry Men's Striper Slip-On Sneakers
      $60.00
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    • 4 colors
      Sperry Men's Striper II CVO Nautical Sneakers
      $60.00
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    • Sperry Men's Camden Oxford Canvas Shoes
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      $90.00
      Sale $69.99
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    • Sperry Men's Camden Oxford Canvas Shoes
      $90.00
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    • 2 colors
      Sperry Men's Essex Penny Loafers
      $120.00
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      (2)
    • 4 colors
      NEW! Sperry Men's Striper II LTT Nautical Sneakers
      $75.00
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    • Sperry Men's Essex Venetian Loafers
      $120.00
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    • Showing All 14 Items