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Men's Gold Cup Shoes

73 Products

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73 Products

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  • Men's Gold Cup Authentic Original Lug Chukka

    $110.97 $184.95
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  • Men's Gold Cup Harpswell Penny Loafer

    $114.97 $164.95
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  • Premium, full-grain leathers in a hand-sewn moccasin construction.

  • Men's Gold Cup Authentic Original Nautical Boat Shoe

    $79.97 $159.95
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    3 Colors
    Grey Multi
    Navy Multi
    Tan Multi

  • Men's Gold Cup Cabo PLUSHWAVE Penny Loafer

    $95.97 $159.95
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    2 Colors
    Navy
    Tan

  • Men's Gold Cup Meridian Croc Embossed Driver

    $89.97 $179.95
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  • Men's Gold Cup Authentic Original Lug Chukka

    $110.97 $184.95
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  • Men's Gold Cup Commodore PLUSHWAVE Oxford

    $89.97 $179.95
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    2 Colors
    Tan Nubuck
    Taupe Nubuck

  • Men's Gold Cup Cabo PLUSHWAVE 4-Eye Oxford

    $79.97 $159.95
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    3 Colors
    Grey Suede
    Sand Suede
    Tan Suede
  • Premium leather uppers and soft lambskin linings that wear better over time.

  • Men's Gold Cup Richfield PLUSHWAVE Sneaker

    $107.97 $154.95
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  • Men's Gold Cup Harpswell 1-Eye Driver

    $164.95
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  • Men's Gold Cup Cabo PLUSHWAVE 4-Eye Oxford

    $79.97 $159.95
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    3 Colors
    Grey Suede
    Sand Suede
    Tan Suede
  • Anti-Shock and Vibration (ASV) technology reduces the effects of shock by up to 30%.

  • Men's Gold Cup Commodore PLUSHWAVE Oxford

    $89.97 $179.95
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    2 Colors
    Tan Nubuck
    Taupe Nubuck

  • Men's Gold Cup Authentic Original Boat Shoe

    $159.95
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    3 Colors
    Brown
    Navy
    Tan

  • Men's Gold Cup Authentic Original Nautical Boat Shoe

    $79.97 $159.95
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    3 Colors
    Grey Multi
    Navy Multi
    Tan Multi
  • Lambskin linings and Ortholite® insert provide all-day comfort

  • Men's Gold Cup Cabo PLUSHWAVE Slip On Loafer

    $79.97 $159.95
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    2 Colors
    Blue Nubuck
    Bone Nubuck

  • Men's Gold Cup Striper PLUSHWAVE CVO Croc Leather Sneaker

    $69.97 $139.95
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    3 Colors
    Black
    Brown
    Navy

  • Men's Gold Cup Cabo PLUSHWAVE Slip On Loafer

    $79.97 $159.95
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    2 Colors
    Blue Nubuck
    Bone Nubuck
  • Rubber heel and full rubber non-marking outsole.

  • Men's Gold Cup Cabo PLUSHWAVE Penny Loafer

    $95.97 $159.95
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    2 Colors
    Navy
    Tan

  • Men's Gold Cup Striper PLUSHWAVE CVO Croc Leather Sneaker

    $69.97 $139.95
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    3 Colors
    Black
    Brown
    Navy

  • Men's Gold Cup Meridian Driver

    $179.95
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    3 Colors
    Black
    Navy
    Tan
  • Signature Sperry rawhide laces feature our 360 degree Lacing System for a customized fit.

  • Men's Gold Cup Authentic Original Nautical Boat Shoe

    $79.97 $159.95
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    Free Express Shipping on Gold Cup Styles
    3 Colors
    Grey Multi
    Navy Multi
    Tan Multi

  • Men's Gold Cup Striper PLUSHWAVE CVO Sneaker

    $139.95
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    2 Colors
    Soft Tan
    White

  • Men's Gold Cup Meridian Driver

    $179.95
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    3 Colors
    Black
    Navy
    Tan

  • Men's Gold Cup Striper PLUSHWAVE CVO Croc Leather Sneaker

    $69.97 $139.95
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    3 Colors
    Black
    Brown
    Navy

  • Men's Gold Cup Davenport Driver

    $164.95
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    2 Colors
    Black
    Tan

  • Men's Gold Cup Cabo PLUSHWAVE 4-Eye Oxford

    $79.97 $159.95
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    Free Express Shipping on Gold Cup Styles
    3 Colors
    Grey Suede
    Sand Suede
    Tan Suede

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

    $374.95
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  • Men's Gold Cup Commodore PLUSHWAVE Chukka

    $189.95
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    2 Colors
    Black
    Tan

  • Men's Gold Cup Striper PLUSHWAVE CVO Sneaker

    $139.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    2 Colors
    Soft Tan
    White