I’m Drowning in Boat Shoes and Have Never Felt More Alive

I’m Drowning in Boat Shoes and Have Never Felt More Alive

For one shoe obsessive, Sperry boat shoes remain the best version of the newly-trending maritime moc. Here's why he swears by them—and the brand's other kicks.

The chicest boat shoes we're shopping this winter 2025

While the preppy redux may have softened its grip last season, it’s once again charting a course through our wardrobes – this time via our winter footwear. The latest archival revival to surface? Boat shoes.Yes, those boat shoes. With their practical sailing origins, they were first designed in the 1950s by Sperry, featuring a non-slip sole made for navigating slick boat decks. In the decades that followed, they drifted ashore and became a mains…