Fall into savings

Up to 50% off

ALL sale styles
SPERRY is offering an up to 50% off sale merchandise, while supplies lasts, prices as shown. Some exclusions may apply. Cannot be combined with any other offer. Valid online from October 8th at 10:00am to October 14th, 2025 at 11:59pm EST. Subject to change at any time.

Gold Cup™ Collection for Men

Marrying heritage techniques with modern day innovation, The Sperry Gold Cup™ collection sets the gold standard for easy, everyday luxury. Meticulously crafted, our signature moccasin stitching and anti-slip sole, additional elevated details and premium materials come together to deliver the very best in coastal styling and comfort. When it comes to classics - go for gold.

Gold Cup™ for Men — Page 1 of 2

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Take on a new season with our latest updates on timeless style.

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.