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Shoes 237 Products

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  • Slip Ons (34)
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  • Chukkas (5)
  • Duck Boots (12)
  • Lace Ups (42)
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  • Oxfords (9)
Material
  • Canvas (16)
  • Leather (56)
  • Suede (29)
  • Nylon (3)
  • Rubber (20)
  • Nubuck (8)
  • Soft suede; berber faux fur lining (3)
  • Suede upper; pile faux fur lining (2)
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Featured Shoes

 
  • Authentic Original Boat Shoe, Sahara Leather, dynamic

    Men's Authentic Original Boat Shoe

    Sale Price C$ 130.00
    Quick Add
    7 Colors
    Sahara Leather
    Tan
    Oatmeal
    Amaretto
    Black
    Brown Buc Brown
    Classic Brown
  • Striper II CVO Pride Sneaker, White Multi, dynamic

    Men's Striper II CVO Pride Sneaker

    Sale PriceC$ 67.99 Regular PriceC$ 85.00
    Quick Add
  • Authentic Original Boat Shoe, Amaretto, dynamic

    Men's Authentic Original Boat Shoe

    Sale Price C$ 130.00
    Quick Add
    7 Colors
    Sahara Leather
    Tan
    Oatmeal
    Amaretto
    Black
    Brown Buc Brown
    Classic Brown
  • Leeward 2-Eye Boat Shoe, Sahara, dynamic

    Men's Leeward 2-Eye Boat Shoe

    Sale Price C$ 125.00
    Quick Add
  • Float Slide Sandal, Navy, dynamic

    Men's Float Slide Sandal

    Sale Price C$ 55.00
    Quick Add
    5 Colors
    Black
    Grey
    Navy
    Taupe
    White
  • Authentic Original Float Boat Shoe, Navy, dynamic

    Men's Authentic Original Float Boat Shoe

    Sale Price C$ 60.00
    Quick Add
    4 Colors
    Black
    Grey
    Navy
    White
  • Bahama Storm Boot, Tan Leather, dynamic

    Men's Bahama Storm Boot

    Sale PriceC$ 76.99 Regular PriceC$ 140.00
    Quick Add
  • Striper II CVO Sneaker, Salt Washed Navy, dynamic

    Men's Striper II CVO Sneaker

    Sale Price C$ 80.00
    Quick Add
    5 Colors
    Salt Washed Black
    Salt Washed Chino
    Salt Washed Grey
    Salt Washed Navy
    Salt Washed White
  • Soletide 2-Eye Sneaker, White, dynamic

    Men's Soletide 2-Eye Sneaker

    Sale PriceC$ 87.99 Regular PriceC$ 110.00
    Quick Add
    2 Colors
    Grey
    White
  • Billfish 3-Eye Boat Shoe, Dark Tan, dynamic

    Men's Billfish 3-Eye Boat Shoe

    Sale Price C$ 150.00
    Quick Add
    2 Colors
    Tan Beige
    Dark Tan
  • Authentic Original Boat Shoe, Classic Brown, dynamic

    Men's Authentic Original Boat Shoe

    Sale Price C$ 130.00
    Quick Add
    7 Colors
    Sahara Leather
    Tan
    Oatmeal
    Amaretto
    Black
    Brown Buc Brown
    Classic Brown
  • Authentic Original PLUSHWAVE 2.0 Boat Shoe, Ivory, dynamic

    Men's Authentic Original PLUSHWAVE 2.0 Boat Shoe

    Sale PriceC$ 127.99 Regular PriceC$ 160.00
    Quick Add
    3 Colors
    Grey
    Ivory
    Tan
  • Dock PLUSHWAVE Slide Sandal, Black, dynamic

    Men's Dock PLUSHWAVE Slide Sandal

    Sale PriceC$ 55.99 Regular PriceC$ 70.00
    Quick Add
  • Gold Cup Authentic Original Suede Boat Shoe, Tan, dynamic

    Men's Gold Cup Authentic Original Suede Boat Shoe

    Sale PriceC$ 159.99 Regular PriceC$ 200.00
    Quick Add
    2 Colors
    Navy
    Tan
  • Moc-Sider Premium Slip On, Black, dynamic

    Men's Moc-Sider Premium Slip On

    Sale PriceC$ 95.99 Regular PriceC$ 160.00
    Quick Add
    3 Colors
    Black
    Brown
    Ivory
  • Dock PLUSHWAVE Slide Sandal, Tan, dynamic

    Men's Dock PLUSHWAVE Slide Sandal

    Sale PriceC$ 55.99 Regular PriceC$ 70.00
    Quick Add
    2 Colors
    Sand
    Tan
  • Gold Cup Authentic Original PLUSHWAVE 2.0 Boat Shoe, Grey, dynamic

    Men's Gold Cup Authentic Original PLUSHWAVE 2.0 Boat Shoe

    Sale PriceC$ 183.99 Regular PriceC$ 230.00
    Quick Add
    3 Colors
    Grey
    Navy
    Tan
  • Gold Cup Commodore PLUSHWAVE Oxford, Taupe Nubuck, dynamic

    Men's Gold Cup Commodore PLUSHWAVE Oxford

    Sale PriceC$ 137.99 Regular PriceC$ 250.00
    Quick Add
    2 Colors
    Tan Nubuck
    Taupe Nubuck
  • Cold Bay Rubber Chelsea Boot, Black, dynamic

    Men's Cold Bay Rubber Chelsea Boot

    Sale Price C$ 120.00
    Quick Add
    3 Colors
    Black
    Brown
    Olive
  • SeaCycled™ Soletide Sneaker, Natural, dynamic

    Men's SeaCycled™ Soletide Sneaker

    Sale PriceC$ 87.99 Regular PriceC$ 110.00
    Quick Add
  • Float Slide Sandal, Black, dynamic

    Men's Float Slide Sandal

    Sale Price C$ 55.00
    Quick Add
    5 Colors
    Black
    Grey
    Navy
    Taupe
    White
  • Gold Cup Striper PLUSHWAVE CVO Sneaker, Soft Tan, dynamic

    Men's Gold Cup Striper PLUSHWAVE CVO Sneaker

    Sale Price C$ 200.00
    Quick Add
    2 Colors
    Soft Tan
    White
  • Gold Cup Authentic Original Boat Shoe, Navy, dynamic

    Men's Gold Cup Authentic Original Boat Shoe

    Sale Price C$ 220.00
    Quick Add
    3 Colors
    Brown
    Navy
    Tan
  • Authentic Original Float Boat Shoe, Grey, dynamic

    Men's Authentic Original Float Boat Shoe

    Sale Price C$ 60.00
    Quick Add
    4 Colors
    Black
    Grey
    Navy
    White
  • Bahama Storm Boot, Black/Buffalo Check, dynamic

    Men's Bahama Storm Boot

    Sale PriceC$ 79.99 Regular PriceC$ 140.00
    Quick Add
  • Eagle Ray Strap Sandal, Charcoal, dynamic

    Men's Eagle Ray Strap Sandal

    Sale Price C$ 140.00
    Quick Add
  • Sperry x John Legend Signature PLUSHWAVE Boat Shoe, Lilac, dynamic

    Men's Sperry x John Legend Signature PLUSHWAVE Boat Shoe

    Sale PriceC$ 109.99 Regular PriceC$ 160.00
    Quick Add
    4 Colors
    Gunmetal
    Lilac
    Rust
    Sand
  • PLUSHWAVE Dock Flip Flop, Black, dynamic

    Men's PLUSHWAVE Dock Flip Flop

    Sale Price C$ 70.00
    Quick Add
    2 Colors
    Black
    Brown
  • Saltwater Duck Boot, Black/Amaretto, dynamic

    Men's Saltwater Duck Boot

    Sale PriceC$ 87.99 Regular PriceC$ 160.00
    Quick Add
    5 Colors
    Black/Amaretto
    Black/Black
    Brown/Coffee
    Brown/Navy
    Tan/Caramel
  • Water Strider, GREY, dynamic

    Men's Water Strider

    Sale Price C$ 80.00
    Quick Add
    4 Colors
    Black
    GREY
    NAVY
    White
  • Gold Cup Authentic Original Boat Shoe, Tan, dynamic

    Men's Gold Cup Authentic Original Boat Shoe

    Sale Price C$ 220.00
    Quick Add
    3 Colors
    Brown
    Navy
    Tan
  • Gold Cup Authentic Original PLUSHWAVE 2.0 Boat Shoe, Navy, dynamic

    Men's Gold Cup Authentic Original PLUSHWAVE 2.0 Boat Shoe

    Sale PriceC$ 183.99 Regular PriceC$ 230.00
    Quick Add
    3 Colors
    Grey
    Navy
    Tan
  • Gold Cup Authentic Original PLUSHWAVE 2.0 Boat Shoe, Tan, dynamic

    Men's Gold Cup Authentic Original PLUSHWAVE 2.0 Boat Shoe

    Sale PriceC$ 183.99 Regular PriceC$ 230.00
    Quick Add
    3 Colors
    Grey
    Navy
    Tan
  • Authentic Original Float Boat Shoe, Black, dynamic

    Men's Authentic Original Float Boat Shoe

    Sale Price C$ 60.00
    Quick Add
    4 Colors
    Black
    Grey
    Navy
    White
  • Cold Bay Duck Boot w/ Thinsulate™, Taupe/Navy, dynamic

    Men's Cold Bay Duck Boot w/ Thinsulate™

    Sale PriceC$ 93.99 Regular PriceC$ 170.00
    Quick Add
    2 Colors
    Tan/Brown
    Taupe/Navy
  • Avenue Embossed Duck Boot, Grey/Black, dynamic

    Men's Avenue Embossed Duck Boot

    Sale PriceC$ 82.99 Regular PriceC$ 150.00
    Quick Add
    2 Colors
    Grey/Black
    Tan/Brown
  • Outer Banks Twin Gore Washed Sneaker, Grey, dynamic

    Men's Outer Banks Twin Gore Washed Sneaker

    Sale PriceC$ 59.99 Regular PriceC$ 90.00
    Quick Add
    3 Colors
    Blue
    Grey
    Ivory
  • Authentic Original PLUSHWAVE 2.0 Boat Shoe, Grey, dynamic

    Men's Authentic Original PLUSHWAVE 2.0 Boat Shoe

    Sale PriceC$ 127.99 Regular PriceC$ 160.00
    Quick Add
    3 Colors
    Grey
    Ivory
    Tan
  • Authentic Original Float Boat Shoe, White, dynamic

    Men's Authentic Original Float Boat Shoe

    Sale Price C$ 60.00
    Quick Add
    4 Colors
    Black
    Grey
    Navy
    White
  • SeaCycled™ Soletide Racy Sneaker, Taupe, dynamic

    Men's SeaCycled™ Soletide Racy Sneaker

    Sale Price C$ 110.00
    Quick Add
    4 Colors
    Black
    Green
    Navy
    Taupe
  • Gold Cup Striper PLUSHWAVE CVO Brogue Sneaker, Black, dynamic

    Men's Gold Cup Striper PLUSHWAVE CVO Brogue Sneaker

    Sale PriceC$ 159.99 Regular PriceC$ 200.00
    Quick Add
    3 Colors
    Black
    Ivory
    Tan
  • Sperry x JAWS Striper II CVO Sneaker, White, dynamic

    Men's Sperry x JAWS Striper II CVO Sneaker

    Sale Price C$ 85.00
    Quick Add
  • Soletide 2-Eye Sneaker, Grey, dynamic

    Men's Soletide 2-Eye Sneaker

    Sale PriceC$ 87.99 Regular PriceC$ 110.00
    Quick Add
    2 Colors
    Grey
    White
  • Moc-Sider Suede Mule, Black, dynamic

    Men's Moc-Sider Suede Mule

    Sale PriceC$ 79.99 Regular PriceC$ 100.00
    Quick Add
    3 Colors
    Black
    Grey
    Tan
  • Billfish 3-Eye Boat Shoe, Tan Beige, dynamic

    Men's Billfish 3-Eye Boat Shoe

    Sale Price C$ 150.00
    Quick Add
    2 Colors
    Tan Beige
    Dark Tan
  • SeaCycled™ Captain's Moc Slip On, GREY, dynamic

    Men's SeaCycled™ Captain's Moc Slip On

    Sale PriceC$ 67.99 Regular PriceC$ 85.00
    Quick Add
    6 Colors
    BLACK
    CREAM
    GREY
    NAVY
    OLIVE
    ORANGE
  • Outer Banks Twin Gore Washed Sneaker, Ivory, dynamic

    Men's Outer Banks Twin Gore Washed Sneaker

    Sale PriceC$ 59.99 Regular PriceC$ 90.00
    Quick Add
    3 Colors
    Blue
    Grey
    Ivory
  • Striper II Twin Gore Pride Slip On Sneaker, White Multi, dynamic

    Men's Striper II Twin Gore Pride Slip On Sneaker

    Sale PriceC$ 67.99 Regular PriceC$ 85.00
    Quick Add

Filter By:

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237 Products

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  • Men's (233)
  • Unisex (4)

Size

  • 4
  • 4.5
  • 5
  • 5.5
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  • 7.5
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  • 8.5
  • 9
  • 9.5
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  • 14
  • 15
  • 16

Width

  • Slim (3)
  • Medium (234)
  • Wide (26)
  • Extra Wide (5)
Colour
  • Black
  • Blue
  • Brown
  • Cream
  • Gray
  • Green
  • Orange
  • Purple
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Style
  • Slip Ons (34)
  • Sneakers (1)
  • Boots (28)
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  • Rain Boots (2)
  • Sandals (14)
  • Boat Shoes (70)
  • Chukkas (5)
  • Duck Boots (12)
  • Lace Ups (42)
  • Mules (5)
  • Oxfords (9)
Material
  • Canvas (16)
  • Leather (56)
  • Suede (29)
  • Nylon (3)
  • Rubber (20)
  • Nubuck (8)
  • Soft suede; berber faux fur lining (3)
  • Suede upper; pile faux fur lining (2)
  • Textile (1)

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Express your adventurous, maritime-inspired style with each step in men's shoes from Sperry. Whether you're looking for quality leather boat shoes to keep you secure and stylish on deck, rugged waterproof shoes to keep your feet dry in tough conditions, or comfortable sneakers in a vibrant pattern to express your sea-inspired style, you'll find a seaworthy pick at Sperry. Each pair of Sperry casual men's loafers is carefully constructed to embrace an enduring style—and to offer an amazing feel underfoot. From cool canvas boat shoes to iconic leather casual shoes to colorful sailing shoes for men and more, shop Sperry for men's shoes built for intrepid adventurers.

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