Get ready: Pirate boots are among the next big trends for Fall 2025.
To predict the future of fashion, we only need to look to the past. Formulas are reinvented time and again, and pirate boots are up next. If last year saw Medieval-core timidly emerge on the runways and red carpets, we’re moving forward a couple of centuries for fresh takes on the boots that would have once been stored in some buccaneer’s trunk. A curious trend, yes, but with a much-needed adventurous spirit for these times.
Long romanticized by cinema (hello, Jack Sparrow), pirate imagery is sneaking into fashion shows, reinterpreted with with luxurious materials, high shafts, relaxed structure, and lots of buckles. These styles speak to that constant search for escape, breaking away from daily routine, and exploring other worlds through fashion.
It’s no surprise, then, that renowned brands have enthusiastically included pirate boots in their Fall/Winter 2025—2026 collections, as a nostalgic nod that connects with the free, rebellious, and romantic aura of these legendary characters.
One of the starting points has undoubtedly been the renewed interest in Vivenne Westwood’s famous pirate boots; a classic worn by Sienna Miller and Kate Moss throughout the 2000s, that’s since been remastered with new interpretations.
Kate Moss wears Vivienne Westwood’s pirate boots on November 03, 2000.
Bauer-Griffin
Miuccia Prada’s Miu Miu offers boots with a narrow, yet slouchy silhouette and a vintage buckle, while Japanese brand Onitsuka Tiger extends the shaft a little more and lets the boot material fold down the leg. Dolce & Gabbana gives the concept a slightly more rebellious twist: adding sturdy soles, a straight shaft, and a few straps.
Miu Miu Fall/Winter 2025-2026.
Victor VIRGILE/Getty Images
Onitsuka Tiger Fall/Winter 2025-2026.
Victor VIRGILE/Getty Images
Meanwhile, Zimmermann and Ralph Lauren raise their boots above the knee and opt for a more feminine interpretation by combining them with elegant, romantic, and ethereal looks.
Dolce and Gabbana Fall/Winter 2025-2026.
Victor VIRGILE/Getty Images
Zimmermann Fall/Winter 2025-2026.
Victor Boyko/Getty Images
In reality, this trend doesn’t just play with aesthetics; it also encompasses an interesting combination of nostalgia and a desire for fun. Paired with flowing boho dresses, long coats, or pencil skirts, these boots become a symbol of attitude and rebellion. A stylistic gesture that invites us to explore new worlds this coming season.
Journee Bite Ruched Riding Boot
We The Free Denver Double Buckle Boots
This article was originally published by Vogue Spain.
