Sperry 2 Eye Original Gold Cup Topsider

$259.99

The Authentic Original mid 90’s release Gold Cup topsider, the cornerstone of prep style, is a must-have icon. Expertly hand-sewn with premium materials and time-tested craftsmanship, they offer legendary wet/dry traction. Setting the standard for boat shoes, they’re classic, cool, and undeniably timeless—an essential staple for every wardrobe.

$259.99

The Authentic Original is a true icon of prep style. First released in the ’90s as the Sperry Gold Cup, this fully cushioned, leather-lined boat shoe set a new standard—and still does today. Hand-sewn with time-honored craftsmanship, it’s built with premium materials and delivers the wet/dry traction that made Sperry legendary. Classic, cool, and timeless, it’s the benchmark for what a real boat shoe should be.

  • Sperry’s most iconic silhouette, inspired by the sea and made for every lifestyle

  • Crafted in full-grain leather with moccasin construction, rawhide laces, and rust-proof eyelets, finished with Sperry’s 360° Lacing System™ for a tailored fit

  • Ortholite® cushioning provides lasting comfort, while a non-marking rubber outsole with Razor-Cut Wave-Siping™ ensures unmatched wet/dry traction

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One of the first things you learn as a bespoke tailor is that nothing is ever simple. Every stitch, every seam, every cut requires full focus and a deep understanding of your craft. You need to know your product inside and out – from construction and fabric to pattern and form.

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