Few items in the annals of fashion have made such a spectacular comeback as the boat shoe. Associated with frat boys and less-than-desirable foot hygiene until seemingly yesterday, they’ve suddenly been co-opted by European luxury brands and sighted on runways.

But long before their rise-fall-rise, they were simply useful. Their progenitor, Paul Sperry, sought a solution after slipping out of his boat one day in 1935. Inspired by his cocker spaniel’s grippy footpads, he took a knife to his shoe’s outsole and made small incisions to give it traction on a wet deck, creating the first non-slip sole in the process.

Nearly 100 years later, a non-marking (typically white) rubber outsole with small “siping” incisions remains the hallmark of a true boat shoe, along with a leather upper, a moccasin stitched toe, and a “360-degreee” lacing system that sees its laces—often rawhide—loop from the tongue to the back of the shoe via small metal eyelets.

Along with the eponymous company Paul Sperry founded, other American brands like Sebago emerged to champion the boat shoe, making it a key part of the preppy look in ‘70s and ‘80s and culminating with its canonization in Lisa Birnbach’s 1980 The Official Preppy Handbook.

The boat shoe seems to have benefitted from the current prep revival but is also being taken in interesting new directions from contemporary brands and designers, including Todd Snyder and Saman Amel, and is even getting a nod from upscale British shoemakers like John Lobb and George Cleverley. Nautically inclined or not, you’ll want to scope out the options below.