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The Gold Cup Collection

Delivering superior craftsmanship,
comfort, and style.

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Men's Gold Cup Shoes

41 Products
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41 Products

Size/Width

Size

  • 7
  • 7.5
  • 8
  • 8.5
  • 9
  • 9.5
  • 10
  • 10.5
  • 11
  • 11.5
  • 12
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Width

  • Medium (41)
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Color
  • Black
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Style
  • Boat Shoes (28)
  • Boots (2)
  • Loafers (6)
  • Sneakers (5)

Featured Gold Cup Luxury

 
  • 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
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Blue
    Tan
    White
  • Gold Cup™ Commodore PLUSHWAVE™ Chelsea Boot, Black, dynamic

    Men's Gold Cup™ Commodore PLUSHWAVE™ Chelsea Boot

    Sale Price $209.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Tan
  • Gold Cup™ Commodore PLUSHWAVE™ Chelsea Boot, Tan, dynamic

    Men's Gold Cup™ Commodore PLUSHWAVE™ Chelsea Boot

    Sale Price $209.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Tan
  • Sperry x Sunspel. Handcrafted in Maine with impeccable details for a unique, one-of-a-kind experience.
  • Gold Cup™ Authentic Original™ Burnished Boat Shoe, Black, dynamic

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

    Sale Price $169.95
    Wishlist Added to Wishlist
    Quick Add
    4 Colors
    Black
    Olive
    Red
    Tan
  • Gold Cup™ Authentic Original™ Burnished Boat Shoe, Olive, dynamic

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

    Sale Price $169.95
    Wishlist Added to Wishlist
    Quick Add
    4 Colors
    Black
    Olive
    Red
    Tan
  • Gold Cup™ Authentic Original™ Burnished Boat Shoe, Red, dynamic

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

    Sale Price $169.95
    Wishlist Added to Wishlist
    Quick Add
    4 Colors
    Black
    Olive
    Red
    Tan
  • Gold Cup™ Authentic Original™ Burnished Boat Shoe, Tan, dynamic

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

    Sale Price $169.95
    Wishlist Added to Wishlist
    Quick Add
    4 Colors
    Black
    Olive
    Red
    Tan
  • Gold Cup™ Authentic Original™ PLUSHWAVE™ 2.0 Boat Shoe, Brown, dynamic

    Men's Gold Cup™ Authentic Original™ PLUSHWAVE™ 2.0 Boat Shoe

    Sale Price $179.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Brown
    Tan
  • Gold Cup™ Authentic Original™ PLUSHWAVE™ 2.0 Boat Shoe, Tan, dynamic

    Men's Gold Cup™ Authentic Original™ PLUSHWAVE™ 2.0 Boat Shoe

    Sale Price $179.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Brown
    Tan
  • Gold Cup™ Striper PLUSHWAVE™ CVO Nubuck Sneaker, BLACK, dynamic

    Men's Gold Cup™ Striper PLUSHWAVE™ CVO Nubuck Sneaker

    Sale Price$134.99 Regular Price$149.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    BLACK
    NATURAL
  • Gold Cup™ Striper PLUSHWAVE™ CVO Nubuck Sneaker, NATURAL, dynamic

    Men's Gold Cup™ Striper PLUSHWAVE™ CVO Nubuck Sneaker

    Sale Price$134.99 Regular Price$149.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    BLACK
    NATURAL
  • Gold Cup™ Authentic Original™ PLUSHWAVE™ Cup Boat Shoe, BLACK, dynamic

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

    Sale Price$109.99 Regular Price$139.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    BLACK
    IVORY
  • Gold Cup™ Authentic Original™ PLUSHWAVE™ Cup Boat Shoe, IVORY, dynamic

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

    Sale Price$109.99 Regular Price$139.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    BLACK
    IVORY
  • Gold Cup™ Authentic Original™ Nubuck Boat Shoe, Grey, dynamic

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

    Sale Price $169.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Grey
    Navy
  • Gold Cup™ Authentic Original™ Nubuck Boat Shoe, Navy, dynamic

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

    Sale Price $169.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Grey
    Navy
  • Gold Cup™ Striper PLUSHWAVE™ CVO Brogue Sneaker, Ivory, dynamic

    Men's Gold Cup™ Striper PLUSHWAVE™ CVO Brogue Sneaker

    Sale Price$99.99 Regular Price$139.95
    Wishlist Added to Wishlist
    Quick Add
  • Gold Cup™ Authentic Original™ Glove Leather Boat Shoe, Navy, dynamic

    Men's Gold Cup™ Authentic Original™ Glove Leather Boat Shoe

    Sale Price$95.99 Regular Price$159.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Navy
    Tan
  • Gold Cup™ Authentic Original™ Glove Leather Boat Shoe, Tan, dynamic

    Men's Gold Cup™ Authentic Original™ Glove Leather Boat Shoe

    Sale Price$95.99 Regular Price$159.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Navy
    Tan
  • Gold Cup™ Striper PLUSHWAVE™ CVO Sneaker, Soft Tan, dynamic

    Men's Gold Cup™ Striper PLUSHWAVE™ CVO Sneaker

    Sale Price $154.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Soft Tan
    White
  • Gold Cup™ Striper PLUSHWAVE™ CVO Sneaker, White, dynamic

    Men's Gold Cup™ Striper PLUSHWAVE™ CVO Sneaker

    Sale Price $154.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Soft Tan
    White
  • Gold Cup™ Meridian Driver, Black, dynamic

    Men's Gold Cup™ Meridian Driver

    Sale Price $179.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Tan
  • Gold Cup™ Meridian Driver, Tan, dynamic

    Men's Gold Cup™ Meridian Driver

    Sale Price $179.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Tan
  • Gold Cup™ Handcrafted in Maine 1-Eye Driver, Tan, dynamic

    Men's Gold Cup™ Handcrafted in Maine 1-Eye Driver

    Sale Price $374.95
    Wishlist Added to Wishlist
    Quick Add
  • Gold Cup™ Handcrafted in Maine Boat Shoe, Grey Tri-Tone, dynamic

    Men's Gold Cup™ Handcrafted in Maine Boat Shoe

    Sale Price $374.95
    Wishlist Added to Wishlist
    Quick Add
  • Gold Cup™ Authentic Original™ Rivingston Boat Shoe, Grey, dynamic

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

    Sale Price $169.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Grey
    Navy
    Tan
  • Gold Cup™ Authentic Original™ Rivingston Boat Shoe, Navy, dynamic

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

    Sale Price $169.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Grey
    Navy
    Tan
  • Gold Cup™ Authentic Original™ Rivingston Boat Shoe, Tan, dynamic

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

    Sale Price $169.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Grey
    Navy
    Tan
  • Gold Cup™ Authentic Original™ Handcrafted in Maine Tri-Tone Boat Shoe, Navy/Red/Ivory, dynamic

    Men's Gold Cup™ Authentic Original™ Handcrafted in Maine Tri-Tone Boat Shoe

    Sale Price $374.95
    Wishlist Added to Wishlist
    Quick Add
  • Gold Cup™ Harpswell 1-Eye Driver, Tan, dynamic

    Men's Gold Cup™ Harpswell 1-Eye Driver

    Sale Price $174.95
    Wishlist Added to Wishlist
    Quick Add
  • Gold Cup™ Boat Shoe w/ ASV™, Cymbal, dynamic

    Men's Gold Cup™ Boat Shoe w/ ASV™

    Sale Price $189.95
    Wishlist Added to Wishlist
    Quick Add
  • Gold Cup™ Authentic Original™ Handcrafted in Maine Boat Shoe, Brown, dynamic

    Men's Gold Cup™ Authentic Original™ Handcrafted in Maine Boat Shoe

    Sale Price $374.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Brown
    Navy
    Natural
  • Gold Cup™ Authentic Original™ Handcrafted in Maine Boat Shoe, Navy, dynamic

    Men's Gold Cup™ Authentic Original™ Handcrafted in Maine Boat Shoe

    Sale Price $374.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Brown
    Navy
    Natural
  • Gold Cup™ Authentic Original™ Handcrafted in Maine Boat Shoe, Natural, dynamic

    Men's Gold Cup™ Authentic Original™ Handcrafted in Maine Boat Shoe

    Sale Price $374.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Brown
    Navy
    Natural
  • Gold Cup™ Handcrafted in Maine 1-Eye Driver, Brown, dynamic

    Men's Gold Cup™ Handcrafted in Maine 1-Eye Driver

    Sale Price $374.95
    Wishlist Added to Wishlist
    Quick Add
  • Gold Cup™ Davenport Driver, Tan, dynamic

    Men's Gold Cup™ Davenport Driver

    Sale Price $174.95
    Wishlist Added to Wishlist
    Quick Add
  • Gold Cup™ Authentic Original™ Boat Shoe, Brown, dynamic

    Men's Gold Cup™ Authentic Original™ Boat Shoe

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

    Men's Gold Cup™ Authentic Original™ Boat Shoe

    Sale Price $174.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Brown
    Navy
    Tan
  • 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
    Brown
    Navy
    Tan
  • Gold Cup™ ASV™ Boat Shoe, Amaretto Leather, dynamic

    Men's Gold Cup™ ASV™ Boat Shoe

    Sale Price $189.95
    Wishlist Added to Wishlist
    Quick Add

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41 Products

Size/Width

Size

  • 7
  • 7.5
  • 8
  • 8.5
  • 9
  • 9.5
  • 10
  • 10.5
  • 11
  • 11.5
  • 12
  • 13
  • 14
  • 15

Width

  • Medium (41)
  • Wide (11)
Color
  • Black
  • Blue
  • Brown
  • Cream
  • Green
  • Grey
  • Red
  • Tan
  • White
Style
  • Boat Shoes (28)
  • Boots (2)
  • Loafers (6)
  • Sneakers (5)

Recommended Products

Men's Sperry Gold Cup

Dress the part when you seek out epic experiences with the iconic quality, craftsmanship, and style of Sperry Gold Cup Collection shoes for men. The Gold Cup Collection offers iconic Sperry leather shoe styles—including Authentic Original boat shoes, boots, loafers, chukkas, duck boots, and sneakers—interpreted to create an instant effect that communicates understated luxury. Select from an array of Sperry Gold Cup shoes in upscale designs in must-have colors, materials, and finishes; select Sperry Gold Cup shoes also incorporate various other high-end features, like luxurious lambskin lining, high-performance Anti-Shock and Vibration technology, memory foam footbeds, and gold-plated eyelets. From dress shoes to casual shoes, the Sperry Gold Cup Collection has an exceptional shoe to suit your needs in lavish style.

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