This Season’s Shoe? It’s Nauti.

One of this season’s hottest trends is straight off the dock.    

According to the Pinterest Predicts 2025 trend forecast, the fisherman aesthetic is officially making waves. And the humble boat shoe has officially gone from preppy punchline to 2025 It Shoe. Google searches for Sperry Authentic Originals are at an all-time high. The original deck shoe, born in 1935 and beloved by yacht dads everywhere, is suddenly the toast of trendsetters.

You don’t have to be Saxon Ratliff to enjoy a boat shoe. Aritzia dropped a Sperry collab — and it sold out faster than you can say “dockside martini.” And, high fashion’s already on board. At Miu Miu’s Spring ‘24 show, boat shoes hit the runway with leather jackets and pencil skirts.

‍Monse went even bolder for Fall ‘25, styling two-tone Sperrys with silky knit sets that scream “I summer in the Hamptons.” Marni’s doing a shell-pink pair, The Row’s luxe version was spotted on Jennifer Lawrence and the TikTok girlies are pairing Timberland’s chunky-soled update with baggy denim and baby tees.

Whether you’re scooping a fresh pair from J.Crew or unearthing a crusty classic from the depths of your L.L. Bean tote, now’s the time to lace up.

The boat shoe is making waves, and you don’t want to miss the ride.

^{Every product on Late Checkout is independently selected by us. If you buy something through our links, we may earn an affiliate commission.}   

‍

Marni Boat Shoes

These blush-toned stunners upgrade the classic deck shoe with luxe Italian nubuck, a chunky rubber sole and effortless slip-on design — yacht-club cool without the membership.

Shop now.

‍

‍

‍

‍

‍

‍

‍

Timberland Stone Street Boat Shoes

This chunky-soled remix takes the classic boat shoe to new heights with a bold platform and eco-friendly materials.

Shop now.

‍

‍

‍

We The Free Benny Boat Shoes

Buttery-soft suede meets effortless edge in this heritage-inspired pair that takes the boat shoe from basic to bold with Free People’s signature cool-girl twist.

Shop now.

‍

‍

‍

‍

‍

‍

Bed Stu Overboard Boat Shoes

A Free People exclusive with serious edge, these hand-finished leather kicks bring artisanal texture and everyday cool to the classic dockside silhouette.

Shop now.

‍

‍

‍

Sperry 2-Eye Boat Shoes

With lived-in leather, rawhide laces and a shock-absorbing heel, this preppy classic walks the line between polished and perfectly worn-in.

Shop now.

‍