1. Home
  2. Men
  3. Collections
  4. Gold Cup Luxury

Men's Gold Cup Shoes

63 Products

Filter

Filter By:

Filter

63 Products

Size/Width

Size

Width

Color
+ Show More - Show Less
Material
Collection

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

    $63.98 $159.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    2 Colors
    Brown
    Tan

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

    $63.98 $159.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    2 Colors
    Brown
    Tan
  • Premium, full-grain leathers in a hand-sewn moccasin construction.

  • Men's Gold Cup Authentic Original Orleans Boat Shoe

    $103.97 $159.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    4 Colors
    Amaretto
    Black
    Grey
    Tan

  • Men's Gold Cup Authentic Original Orleans Boat Shoe

    $103.97 $159.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    4 Colors
    Amaretto
    Black
    Grey
    Tan

  • Men's Gold Cup Authentic Original Orleans Boat Shoe

    $103.97 $159.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    4 Colors
    Amaretto
    Black
    Grey
    Tan

  • Men's Gold Cup Authentic Original Orleans Boat Shoe

    $103.97 $159.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    4 Colors
    Amaretto
    Black
    Grey
    Tan

  • Men's Gold Cup Meridian Driver

    $179.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    3 Colors
    Black
    Navy
    Tan
  • Premium leather uppers and soft lambskin linings that wear better over time.

  • Men's Gold Cup Meridian Driver

    $179.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    3 Colors
    Black
    Navy
    Tan
  • Anti-Shock and Vibration (ASV) technology reduces the effects of shock by up to 30%.

  • Men's Gold Cup Striper PLUSHWAVE CVO Sneaker

    $90.97 $139.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    3 Colors
    Soft Grey
    Soft Tan
    White

  • Men's Gold Cup Striper PLUSHWAVE CVO Sneaker

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

  • Men's Gold Cup Striper PLUSHWAVE CVO Sneaker

    $139.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    3 Colors
    Soft Grey
    Soft Tan
    White
  • Lambskin linings and Ortholite® insert provide all-day comfort

  • Men's Gold Cup Authentic Original 2-Eye Burnished Leather Boat Shoe

    $103.97 $159.95
    Wishlist
    Free Express Shipping on Gold Cup Styles

  • Men's Gold Cup Harpswell 1-Eye Driver

    $164.95
    Wishlist
    Free Express Shipping on Gold Cup Styles

  • Men's Gold Cup Authentic Original Boat Shoe

    $159.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    3 Colors
    Brown
    Navy
    Tan
  • Rubber heel and full rubber non-marking outsole.

  • Men's Gold Cup Authentic Original Boat Shoe

    $159.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    3 Colors
    Brown
    Navy
    Tan

  • Men's Gold Cup Authentic Original Boat Shoe

    $159.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    3 Colors
    Brown
    Navy
    Tan

  • Men's Gold Cup Authentic Original Seaside Boat Shoe

    $63.98 $159.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    3 Colors
    Lanyard
    Stern
    Twig

  • Men's Gold Cup Authentic Original Seaside Boat Shoe

    $103.97 $159.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    3 Colors
    Lanyard
    Stern
    Twig
  • Signature Sperry rawhide laces feature our 360 degree Lacing System for a customized fit.

  • Men's Gold Cup Authentic Original Seaside Boat Shoe

    $103.97 $159.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    3 Colors
    Lanyard
    Stern
    Twig

  • Men's Gold Cup Davenport Driver

    $164.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    2 Colors
    Black
    Tan

  • Men's Gold Cup Davenport Driver

    $164.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    2 Colors
    Black
    Tan

  • Men's Gold Cup Richfield PLUSHWAVE Sneaker

    $154.95
    Wishlist
    Free Express Shipping on Gold Cup Styles

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

    $374.95
    Wishlist
    Free Express Shipping on Gold Cup Styles

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

    $374.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    2 Colors
    Navy/Tan
    Tan

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

    $374.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    2 Colors
    Navy/Tan
    Tan

  • Men's Gold Cup Handcrafted in Maine Penny Loafer

    $374.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    2 Colors
    Brown
    Navy/Brown

  • Men's Gold Cup Handcrafted in Maine Penny Loafer

    $374.95
    Wishlist
    Free Express Shipping on Gold Cup Styles
    2 Colors
    Brown
    Navy/Brown

  • Men's Gold Cup ASV 2-Eye Boat Shoe

    $179.95
    Wishlist
    Free Express Shipping on Gold Cup Styles

  • Men's Gold Cup Authentic Original Cross Lace Boat Shoe

    $63.98 $159.95
    Wishlist
    Free Express Shipping on Gold Cup Styles

  • Men's Gold Cup Boat Shoe w/ ASV

    $179.95
    Wishlist
    Free Express Shipping on Gold Cup Styles

  • Men's Gold Cup Handcrafted in Maine Penny Loafer

    $374.95
    Wishlist
    Free Express Shipping on Gold Cup Styles