Ever since I discovered Sperry shoes in middle school, I've had a pair in my closet ever since. Over the years, I've collected everything from the brand's cute sneakers to protective rain boots to the ...

The classic boat shoe is making a quiet resurgence. Deck shoes have always occupied a niche space, and lately, menswear obsessives are revisiting and embracing them. Boat shoes may not be for everyone ...

What happens when two American giants collide? Now we don’t have to guess anymore. Todd Snyder and Sperry have officially reunited for their second limited-edition nautical collaboration, this time ...

Warmer weather means camp shirts, 5-inch shorts, and of course, Sperry season. The American footwear brand launched in 1935 with grippy, sturdy boat shoes for long days on wet decks, and have since ...

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Sperry Top-Siders, but make them bespoke. The illustrious boat shoe has been gracing the feet of preppies everywhere since Paul Sperry created it in 1935 after slipping on the deck of his boat one ...

All products featured on GQ are independently selected by our editors. However, we may receive compensation from retailers and/or from purchases of products through these links. Like you, I've watched ...

It's the shoe that graces the cover of The Official Preppy Handbook so the Sperry Top-Sider's preppy bonafides are well established. But how did it get its distinctive name? The Top-Sider was invented ...

They called it "The shoe that launched a thousand ships," but the Sperry Top-Sider has become a wardrobe staple for any preppy wardrobe. Paul A. Sperry got the idea for his iconic shoes while watching ...