Cold Weather, Hot Prices

Extra 20% Off Boots

Limited Time Only
SPERRY is offering 20% off select boots. Discount automatically applied at checkout. Discount applicable before taxes and shipping costs. Some exclusions may apply. Not applicable to prior purchases. Cannot be combined with any other offer. Valid online from December 9th at 5:00pm to December22nd, 2025 at 11:59 pm 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 1

A boater for all seasons
Best of boat

Whether shearling-lined or dressed up in dark hues, consider it your year-round staple. From the classic Authentic Original™ Boat Shoe to the Billfish, discover the MVP styles that set the standard.

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.