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Gambler

With its rounded crown and wide, gently curved brim, the gambler hat is a timeless favorite for a laid-back, Western-tinged look. Our gambler hats come in breathable straw and seasonal felt from names like Bailey and Bigalli — an easy-wearing shape that suits everyone from festival-goers to weekend riders.

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Bailey Joker Gambler Hat

Take on the Australian cowboy look with the beautiful Bailey Joke Gambler Hat. A simple black western hat, the Joker has a stylish leather...
$129.99

More sizes available

Bailey Melton Seagrass Gambler

Elevate your style with the Bailey Melton Gambler, where classic design meets eco-conscious craftsmanship. The Melton is made from 100% natural seagrass, a sustainable...
$149.99

More sizes available

Scala Orleans Grade 3 Panama Gambler

You know you get quality when you have a Scala Panama straw hat! Protecting you from all of the elements, a Weatherall (tm) coating...
$199.99

Scala Masa Genuine Panama Big Brim Gambler Hat

You've been known to make a wager, but today you've found a winner. Sit down at the table in our Scala Masa Genuine Panama...
$199.99

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