With one simple search of "pirate costumes," more than 100 results come up of hats, boots and outfits people can buy for the Gasparilla Festival.

It’s no surprise, then, that renowned brands have enthusiastically included pirate boots in their fall-winter 2025 ...

In this hair-whipping, belly-dancing action-adventure, Shantae's nemesis, the nefarious pirate Risky Boots, has a "groundbreaking" new scheme that will leave Sequin Land spinning.

The slouchy style only gained traction in the streetwear space years later in the late ’90s, when supermodel Kate Moss was photographed wearing her own pair of Westwood pirate boots. A product ...

2. Pirate If you're going to be a pirate, you've got to have a great pair of knee-high boots. Pair those with an off-the-shoulder top and this makeup, and you'll make a great pirate this year. Rrr ...