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.

Men's Authentic Original™

There's nothing like an original. With a heritage as long and proud as the Sperry brand itself, our Authentic Original men's boat shoe will be there to help you through life's adventures, as long as you keep diving into them.

Authentic Original™ for Men — Page 1 of 3

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.

SPERRY AUTHENTIC ORIGINAL FOR MEN
There's nothing like an original. The Sperry Classic A/O has embodied our passion for the seafaring life for over 70 years, as well as a passion for innovation that endures to this day. From classic, hand-sewn leather construction to modern materials and styles, the Authentic Original men's boat shoe continues to set the standard for comfort and style both on and off the water. Go for the iconic, classic brown leather look of our Sperry original 2-eye boat shoe, or step it up with one of our chukka boots, featuring an elevated look along with our Authentic Original styling. Color options from deep red to bright yellow make the Sperry A/O classic as expressive as you are, or you can even design your own for a one-of-a-kind look that's 100% you. With a heritage as long and proud as the Sperry brand itself, our Authentic Original men's boat shoe will be there to help you through life's adventures, as long as you keep diving into them.