New
Bailey Horan Panama Hat
The Bailey Horan is an authentic genuine Panama hat with timeless appeal. Crafted from 100% Toquilla Palm in a fine Brisa weave and hand-blocked...
$249.99
New
Bailey Craig Milan Braid Fedora
The Bailey Craig Milan Braid Fedora is a summer essential built on Bailey's signature Milanese braid construction — a tightly woven natural straw pattern...
$94.99
New
Bailey Curtis Sun Raindura Fedora
The Bailey Curtis Indy is our best-selling fall/winter fedora — a bold, adventure-ready hat with an unmistakable silhouette. The Curtis Sun keeps every bit...
$149.99
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Bailey Hester Straw Fedora
The Bailey Hester Fedora is a warm-weather classic built from a lightweight paper and polypropylene blend straw that keeps things breathable and cool when...
$99.99
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Bailey Tate Snap Brim Fedora
The Bailey Tate is a classic warm-weather snap brim fedora with a clean, effortless look. Crafted from 91% polypropylene and 9% polyester braid, it...
$94.99
New
Bailey Riggs Stingy Snap Brim Trilby
The Bailey Riggs is a sharp snap-brim Trilby that earns its keep across the warmer months. Built from a space-dyed paper-poly blend, it delivers...
$94.99
Bailey Trappe Vented Panama Hat
Experience the art of fine hat-making with the Bailey Trappe Toquilla Palm Panama Hat. Woven from 100% Brisa weave Toquilla palm, this distinguished Panama...
$249.99
More sizes available
Bailey Auman Fur Felt Fedora
The Bailey Auman Fedora is a sophisticated piece that blends luxurious materials with impeccable craftsmanship. Crafted from a superior fur felt blend of 60%...
$449.99
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Bailey Rask Dual-Tone Panama Hat
Introducing the Bailey Rask Panama Hat, a stunning blend of craftsmanship and style. Made from 100% Toquilla palm straw, this hat is handwoven with...
$224.99
More sizes available
Bailey Liam Cotton Blend Flat Cap
Step up your style game with the Bailey Liam Flat Cap, expertly crafted from a luxurious linen/cotton blend that offers the perfect balance of...
$94.99
More sizes available
Bailey Idris Flat Cap
Elevate your wardrobe with the Bailey Idris Flat Cap, a quintessential accessory that seamlessly blends classic style with modern comfort. Crafted from a lightweight...
$89.99
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Bailey Giles Multi-Tonal Panama Hat
Stand out from the crowd with the incredibly unique Bailey Giles Genuine Panama Hat. This strikingly beautiful multi-tonal Cuenca weave Panama is meticulously handwoven...
$224.99
More sizes available
Bailey Brune Contour 8 Panel Cap
Introducing the Bailey Brune 8 Panel Cap, a stylish fusion of classic design and contemporary flair. Crafted from a high-quality wool blend, this cap...
$84.99
More sizes available
Bailey Loring Premium Panama Hat
Indulge in the timeless elegance of the Bailey Loring, a genuine Panama hat that seamlessly weaves together tradition and contemporary style. Handwoven in Ecuador...
$374.99
More sizes available
Bailey Bystrom Panama Hat
Introducing the Bailey Bystrom, a stylish and high-quality genuine Panama hat made from 100% Toquilla Straw. The Brisa weave of the Bystrom adds a...
$224.99
More sizes available
Bailey of Hollywood Warlick Panama Hat
The Warlick Panama from Bailey of Hollywood is an absolute head turner. This stunning Panama hat, hand made in the USA from 100% Toquilla...
$224.99
More sizes available
