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10 Stylish Pairs of Boat Shoes That’ll Still Look Great After Summer Ends

The preppy staple may be the perfect shoe for right now, but you can wear these examples well into fall and beyond.

Boat shoes by Sperry, John Lobb and Scarosso. Sperry, Mr Porter, Scarosso

It may be August, but we’re holding onto summer’s breezy dress code until the leaves start falling. The warmer months bring the unique joy of loosening up your wardrobe—specifically, bidding socks adieu and setting your ankles free. Conveniently, there’s a new wave of seriously stylish boat shoes reviving an old summertime classic.

Originally a utilitarian bit of workwear for sailors, boat shoes were built for function: water-resistant uppers, anti-slip soles. While those crisp white soles were designed to avoid scuffing a ship’s deck, they also speak to more leisurely pursuits: sunset sails on the Cape and poolside lounging at the country club. So, it was only natural that the boat shoe was adopted by mid-century preps and became an Ivy style grail.

The boat shoe is, in many ways, the perfect shoe for right now: fuss-free chic, whether you’re kicking around the house or strolling around town. From traditionally reverent top-siders to streetwear-inflected riffs, here are ten of the best to buy now.

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