Sperry Top-Sider Men's

$95.00

These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in...

Sperry Top-Sider Dockyard Sport...

Sperry Top-Sider Men's Authentic Original 2-Eye Sahara Shoes - 0197640

Sperry Top-Sider Men's Authentic...

Have a comfortable day walking around in these handsewn Leeward 2-Eye Moccasins by Sperry. Not only are they fashionable but they are also comfort your feet with a shock absorbing EVA heel...

Men's Sperry Top-Sider Leeward 2-Eye...

Free Shipping Both Ways! A unique balance of comfort and good looks. These lightweight shoes are packed with rugged features and a sporty, casual style. Full grain, oil-tanned leather upper...

Sperry Top-Sider Santa Cruz Thong...

Weathered leather is formed into a handsome one-eye boat shoe laced with contrast rawhide and featuring a wave-siped sole for traction. Color(s): dark brown, grey, navy. Brand: Sperry...

»mens authentic original boat shoes

Men's Sperry Top-Sider 'Authentic...

Free Shipping Both Ways! The Sperry Top-Sider Avenue Duck Toggle shoe makes sure you are prepared to stay stylishly cozy when the weather turns wet and cold. Stain and water-resistant...

Sperry Top-Sider Avenue Duck Toggle...

Sperry Top-Sider Men's Halyard 2-Eye SW Chocolate Shoes - 0777867

Sperry Top-Sider Men's Halyard 2-Eye...

Durable boat shoe features nylon mesh quarter panels and a padded tongue for comfort and breathability. Superior foot support and stability features enhance the fit. Color(s): dark tan, off...

Men's Sperry Top-Sider 'Billfish'...

Free Shipping on all orders! Please keep in mind there may be some color transfer after first use. This is normal. Whether it's the work week or weekend, these classic slip-ons fit the...

»sperry tremont kiltie tassel

Sperry Top-Sider Tremont Kiltie...

30%

Off

With a stain and water resistant leather uppers, the Lanyard 2-Eye is the ideal for walking around the beach. Featuring a shock absorbing EVA heel and an air mesh and perfed upper panels,...

Men's Sperry Top-Sider Lanyard 2-Eye...

Free Shipping on all orders! Walk into the waves of soothing comfort and never emerge with the Sperry Top-Sider Halyard 2-Eye boat shoe. Distressed canvas upper with stitch detailing along...

Sperry Top-Sider Halyard Two-Tone...

45%

Off

The iconic boat shoe elevates style to the next level as part of the Gold Cup Collection. Their finely tooled premium leather uppers are sewn by hand and lined with luxuriously soft...

Sperry Top-Sider Gold Cup Authentic...

$150.00 $114.99

These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in...

Sperry Top-Sider Dockyard Sport...

These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in...

Sperry Top-Sider Dockyard Sport...

In 1935 Paul Sperry invented the first sailing shoe, and we've been busy re-inventing it ever since! We work with the US Sailing Team to be sure we design shoes for even the most extreme...

Sperry Top-Sider Sea Kite Sneaker...

$80.00 $59.99

25%

Off

Purchase a Gift CardHaving trouble finding the perfect size? Send a Gift Card - the perfect fit!Gift cards can only be shipped within the United States and be redeemed online at...

Sperry Top-Sider Sperry Gift Card...

$100.00

Jeffrey New York provides a designer twist to an American Original. Sperry's iconic silhouette paired with Jeffrey's signature flare has lead to a fashion forward collection that's sure to...

Sperry Top-Sider CVO Slip-On Sneaker...

$150.00

Slip on a dress casual style and be prepared to make a statement. Built from a heritage brand, Sperry designs emanate smartness while maintaining durable comfort. Classic comfort and...

Sperry Top-Sider Tremont Kiltie...

Slip on a dress casual style and be prepared to make a statement. Built from a heritage brand, Sperry designs emanate smartness while maintaining durable comfort. Classic comfort and...

Sperry Top-Sider Tremont Kiltie...

These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in...

Sperry Top-Sider Dockyard Sport...

The classic winter boot is now styled to the next level as part of the Gold Cup Collection. The Gold Bay Boot features premium seam-sealed waterproof leather uppers and are lined with...

Sperry Top-Sider Gold Cup Gold Bay...

$250.00 $179.99

28%

Off

Slip on a dress casual style and be prepared to make a statement. Built from a heritage brand, Sperry designs emanate smartness while maintaining durable comfort. Classic comfort and...

Sperry Top-Sider Tremont Kiltie...

Finely crafted traditional wing tip oxfords with brogue details take on a modern vibe with contrasting outsoles and laces. The Gold Cup Collection features premium hand-sewn leather uppers...

Sperry Top-Sider Gold Cup Bellingham...

$180.00 $134.99

25%

Off

Purchase a Gift CardHaving trouble finding the perfect size? Send a Gift Card - the perfect fit!Gift cards can only be shipped within the United States and be redeemed online at...

Sperry Top-Sider Sperry Gift Card...

$75.00

In 1935, Paul Sperry invented the boat shoe. 75 years later our American Originals have been infused with 21st century fashion. The result: the Authentic Original collection. Classic...

Sperry Top-Sider Authentic Original...

$88.00

The Made in Maine collection of footwear is hand stitched by artisans in Maine, using U.S. sourced leather and the finest materials. Handcrafted with a commitment to quality, Sperry...

Sperry Top-Sider Authentic Original...

$250.00

These Authentic Original Leather 1-Eye Boat Shoes feature a classic silhouette with an updated trendy twist. Whether you are on board or on shore, these shoes will be sure to make waves.

Sperry Top-Sider Authentic Original...

Slip on a dress casual style and be prepared to make a statement. Built from a heritage brand, Sperry designs emanate smartness while maintaining durable comfort. Classic comfort and...

Sperry Top-Sider Tremont Kiltie...

Slip on a dress casual style and be prepared to make a statement. Built from a heritage brand, Sperry designs emanate smartness while maintaining durable comfort. Classic comfort and...

Sperry Top-Sider Tremont Kiltie...