Gambler, Porkpie, Boater Hats for Men

Gambler hats are defined by a low, oval crown, straight sidewalls, and a flat, telescopic crown top, finished with a medium-to-large brim that’s often curled upward. This confident silhouette has become especially recognizable in pop culture and is sometimes referred to as the “Heisenberg” hat, associated with Walter White’s look in Breaking Bad—making it a go-to style for anyone who wants a bold, unmistakable profile.

Porkpie hats feature a small curled brim and sidewalls that taper slightly upward. Traditionally, porkpies were very shallow, but today they’re commonly found with low-to-medium crown heights and a set-in top. Named after the classic pork pie dish, this hat has long been tied to blues and jazz culture, delivering a cool, vintage vibe that works beautifully with modern street fashion and polished casual outfits.

Boater hats are classic straw hats with a flat brim, straight sidewalls, and a shallow, flat-top crown, typically accented with a solid-color or striped ribbon band. Also known as a straw boater, skimmer, somer, basher, or cady, the boater brings a refined, turn-of-the-20th-century look that’s perfect for summer events, garden parties, derby-inspired outfits, and warm-weather sophistication.