On Trend for Fall 2025 with Sperry

A new season means new trends to try. For Fall 2025, we’re eyeing trends for men and women that range from fun and bold shoes that bring a pop to any look and updated classics that can be worn day after day.

Print Your Statement

We’re feeling big, bold and playful prints for Fall 2025. What better way to channel that trend than with statement animal prints, applied to some of our most popular (and classic!) silhouettes. Like all the best things, these fun boaters are made better by bringing together something old and something new. Pair them with a tonal outfit to let them shine or wear them with shorts to give your more casual looks a little flair.

Level Up Your Prep

Preppy styles have been trending for well over a year, but this fall is the time to take things to the next level. Why not slip on a pair of chunky, heeled boat shoes to bring a bold twist to a coastal classic? Might we also suggest channeling the effortless cool of collegiate preppiness with a pair of mules that riff on our iconic Captain’s Oxford, replete with a chic monkstrap. Pair these inventive takes on loafers with everything from a pant suit, for the heeled ones, to looser boyfriend jeans for the mules.

Boaters are Back... Again

Menswear is hitting the seas for Fall 2025. Well, maybe not literally, but even on dry land you can tap into the season’s must-have footwear: the timeless, effortlessly stylish boat shoe. Rooted in classic menswear codes, the boat shoe strikes the perfect balance between casual and classy. It hits all the right notes this fall, playing to the prevalence of preppy trends, while still being timeless. Versatile as always, boat shoes can be dressed up with slacks and a polo or paired with well-worn jeans for a casual weekend look.

Slip On Style

This fall, the vibe is about convenience and comfort, without sacrificing style. Feel good, look good. What better way to be on trend than with comfort-forward, slip-on versions of two immensely popular boat shoes, in the form of the Surveyor and Billfish. These slip-ons can be worn with slacks and a polo for business casual looks that’ll have you feeling comfortable on your feet and in your skin. Or, pair them with swim shorts for late summer boating.