All Products

  Please Note: Due to different shipments from Bailey, hats may either have a Bailey pin or a Bailey tag on the hat band. Welcome to today's hot new look in an amazingly soft, packable, and comfortable sewn braid! The Bailey Billy Braided Toyo Straw Fedora Hat is a top selling…

Related Products: Crushable Straw | Billy Toyo Straw Braid Fedora Hat | Straw Fedora | Bailey Billy

  Tommy Bahama creates wonderful straw shade for your wardrobe. Made from the braid of the Buri Palm tree, Tommy Bahama uses an exclusive branding process by scorching a brand mark onto the straw in a variety of designs. This gives each hat a unique, rough weathered appearance. For those of…

Related Products: Tommy Bahama Straw Hats | Straw Trilby | Straw Fedora | Palm Straw

  Bailey introduces the Craig Polybraid Straw Fedora Hat, a new straw fedora for the spring and summer season. Crafted of packable polypropelene straw, the Craig Fedora is lightweight, packable (flexible) and water resistant. The Craig Fedora Hat is ideal for both men and women and is a great…

Related Products: Black Straw Fedora | White Fedora | Summer Fedora | Mens Summer Fedora

  Please Note: Due to different shipments from Bailey, hats may either have a Bailey pin or a Bailey tag on the hat band. Welcome to today's hot new look in an amazingly soft, packable, and comfortable sewn braid! The Bailey Billy Braided Toyo Straw Fedora Hat is a top selling…

Related Products: Blue Straw Fedora | Straw Trilby | Trilby | Straw Stingy Brim

  Take it easy with the 2X Buri Straw Fedora Hat from Tommy Bahama! This casual fedora features woven straw build, with a grosgrain ribbon hat band with a straw strip. Additionally, the cotton twill sweatband offers maximum comfort, just like the breathable, unlined interior.   …

Related Products: Tommy Bahama Straw Hats | Palm Straw | Trilby

  UPF 50+ Sun Protection   The Sun Tripper Cap offers effective sun protection performance in stylish urban fashion. A great sun hat to introduce your teens to the important concept of sun protection! This cap is for the young - and the young-at-heart. The convenient, foldable…

Related Products: Cadet Caps | Cadet | Cadet Hat | Black Cadet Cap

  Crafted of their exclusive fine toyolene braid, Bailey's Hooper Toyo Straw Blend Trilby Fedora Hat is not only incredibly breathable but also completely packable and crushable. Hooper features a color-blocked braided weave blocked into a teardrop crown and all-around snap stingy brim. A…

Related Products: Summer Trilby | Small Brim Straw | Bailey Fedora | Grey Fedora

  Classic styling and skilled craftsmanship make the Bailey 1922 Salem Braided Fedora a style to be proud to own. The soft/packable sewn braid construction, center pinch crown, with striped grosgrain band of the Salem qualify this fedora as a carryover classic. This fantastic, unlined…

Related Products: Toyo Straw Fedora | Straw Trilby | Black Straw Hats | Toyo Straw

  Please Note: This style runs one size (1/8) too small. See below for fit or call us at 1-888-847-4287 for help with sizing.  6 3/4 = 6 5/8 6 7/8 = 6 3/4 7 = 6 7/8 7 1/8 = 7 7 1/4 = 7 1/8 7 3/8 = 7 1/4 7 1/2 = 7 3/8 7 5/8 = 7 1/2 7 3/4 = 7 5/8   Made in Mexico   Bailey…

Related Products: Extra Large Cowboy Hats | Black Straw Hats | Black Western Straw Hat | Size 7 7/8 Cowboy Hat

  No other flat cap is more distinctive than the oversized Newsboy Cap; Bailey's new Shawk Linen Newsboy Cap has the look! Made of lightweight and breathable linen, the Shawk Newsboy Cap features an oversized 8-panel crown and single-snap bill. The sole accent is a wooden Bailey side pin and…

Related Products: Linen Newsboy Cap | Linen Flat Cap | Newsboy | Lightweight Newsboy Cap

  Firm, structured, virtually impenetrable...the Bailey 1922 Dalton Cotton Blend Rain Safari Fedora Hat is an ideal find for wanderers and weather lovers everywhere. One of the premier water-resistant hats in the industry, the broad-brimmed Dalton is a rugged and rustic homage to the…

Related Products: Rain Hats | Safari Hat | Cotton Fedora | Vegan Hats

  FINAL SALE   The Aklea Raffia Straw Swinger Sun Hat by Tommy Bahama is a fun and floppy hat for spring and summer! Features a round crown and the traditional floppy brim, the Aklea is every inch a sun hat. Final touches, the Tommy Bahama signature pineapple pin and an adjustable…

Related Products: Tommy Bahama Straw Hats | Raffia

  FINAL SALE   Quality matters, and Tommy Bahama delivers with the Concha Shantung Straw Fedora Hat. Day or night, this hat's handy, thanks to the woven straw body and grosgrain ribbon hat band, topped with a marlin metallic side pin. The COOLMAX sweatband lends a new level of…

Related Products: Tommy Bahama Straw Hats | Shantung | Tommy Bahama | White Straw Fedora

  Made of crisp cotton in a medley of fun, bright colors, Bailey's Keter Cotton Ivy Cap is a new style for spring and summer. Crafted with a unique 6-panel design, the Keter Ivy Cap is trimmed with a small Bailey staple side pin, single snap bill and custom printed cotton lining. Add color and…

Related Products: Summer Flat Caps | Summer Newsboy Caps | Pink Flat Cap | Cotton Newsboy Caps

  UPF 50+ Sun Protection   Created for the active individual who enjoys the outdoors.  Embrace the fresh air and protect yourself from the sun while tilling the garden or putting on the green.   Approx. 4" Brim 5" Neck Flap   Made of: Fabric - 100% Nylon Mesh…

Related Products: Mens Sun Hats | Garden Hats | Neck Flap Hats | Neck Flap

  FINAL SALE   The outdoors is open to adventure with the Bondi Rush Straw Safari Fedora Hat from Tommy Bahama! This comfortable hat features a COOLMAX sweatband and an unlined interior, as well as an adjustable braided chin cord that ensures a perfect fit! That iconic marlin side…

Related Products: Tommy Bahama Straw Hats | Tommy Bahama

  Introducing the Bailey Wait Sewn Braid Straw Pork Pie Hat. This is a great casual and flexible pork pie hat. It form fits to your head and isn't stiff, so it's very comfortable for all day wear.   Approx. 4" Telescope crown 1 1/2" Snap Brim   Made of: 56% Toyo Straw 37%…

Related Products: Waits | Braided Pork Pie | Straw Porkpie | Pork Pie Hat

  UPF 50+ Sun Protection   You're ready for any adventure with the Latitude Outdoor Hat from Sunday Afternoons on your head! This breathable hat features a vented crushable crown and foldable brim, as well as a comfortable, moisture wicking sweatband and an adjustable chin cord.…

Related Products: Hidden Pocket | Sun Hats | Crushable | Small Head Sun Hats

  Welcome to today's hot new look in an amazingly soft, packable, and comfortable sewn braid! The Bailey Billy Braided Toyo Straw Fedora Hat is a top selling topper with a stingy brim that calls out to young headwear enthusiasts. This popular short snap-brim and teardrop crown are just perfect…

Related Products: Grey Straw Fedora | Bailey Billy | Grey Fedora

  Take the island lifestyle with you wherever you go with the Nissi Toyo Braid Fedora Hat by Tommy Bahama. This casual style is crafted of lightweight and airy toyo straw braid in a relaxed, stingy brim fedora design. The interior is unlined for maximum breathability while the interior crown…

Related Products: Tommy Bahama Straw Hats | Linen

  UPF 50+ Sun Protection   This hat provides 360 degrees of complete sun protection. As the sun rises above the horizon, you'll be glad to be wearing this hat. Worn by river guides, eco-travelers, kayakers, fishermen, endurance athletes, and even those adventuring in the…

Related Products: Sun Hats | Neck Protection | Floating Hats | Neck Flap Hats

  UPF 50+ Sun Protection   The Sunday Afternoons Sun Guide Cap is perfect for the outdoors! Whether you're fishing, gardening, boating, biking, backpacking, or participating in any endurance sport, this is the hat for you!   Wear it 6 different ways: * Wide Bill…

Related Products: Small Head Sun Hats | Upf 50 | Cadet Caps | Sun Hats

  Try out a more minimalist look with the Brune Houndstooth Wool Newboy Cap from Bailey. This reserved newsboy features a classic 8-panel crown, adorned only with a small Bailey metal logo bar. Furthermore, the sweatband is incredibly comfortable, like the smooth, soft interior lining. …

Related Products: Try On | Newsboy | Houndstooth | Wool Cap

  Celebrate a classic silhouette with Bailey's Carver Toyo Straw Blend Pork Pie Hat. Part of their spring/summer straw hat line, the Carver features classic details like a snap brim and telescope crown with a wide grosgrain ribbon and heathered thin ribbons stitched on top as a modern hat…

Related Products: Pork Pie Hat | Wide Brim Pork Pie Hat | Blue Straw | Summer Pork Pie Hats

  Tired of straw fedoras that crack or easily damage? The new Tate Braided Straw Fedora Hat by Bailey features its polypropylene "straw" that is braided and sewn for a lightweight and completely packable finish. Its classic fedora design features a pinch front crown accented with self hat band…

Related Products: Bailey Fedora | Straw Fedora | Black Straw Hats | Polypropylene

  FINAL SALE   The Kiwah Raffia Crochet Cloche Hat by Tommy Bahama is casual straw hat, perfect for sunny days filled with activity. Completely packable/crushable making it perfect companion on daily excursions. A loosely crocheted design allows for maximum ventilation and…

Related Products: Crushable Straw | Tommy Bahama Straw Hats | Packable Raffia Hat

  Please Note: These fit a little snug from front to back so we recommend ordering 1 size up.    Made in Mexico    Introducing the Bailey Fields 4X Toyo Straw Western Hat. This piece is created with a two-tone pattern throughout the crown and the brim. The vented crown…

Related Products: Size 7 7/8 Cowboy Hat | Long Oval Straw | Straw Cowboy Hats | Small Brim Cowboy

  Street-wise and ready for action, the Bailey 1922 Mannes Poly Braid Fedora Hat is one slick straw fedora, perfect for any scene or happening. This snap-brim braided straw hat is soft and packable for your convenience, but powerful and eye-grabbing in regards to looks and style. The teardrop…

Related Products: Mannes | Packable Trilby | Braided Fedora | Straw Trilby