All Products

  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 | Summer Fedora | Mens Summer Fedora | White Fedora

  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: Cuban Hats | Packable Trilby | Straw Stingy Brim | Summer 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: Straw Trilby | Toyo Straw Fedora | Bailey Toyo | Packable Trilby

  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 | Cotton Fedora | Vegan Hats | All Weather Fedora

  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: Pork Pie | Straw Porkpie | Pork Pie Hat | Crushable Pork Pie Hats

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

  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: Small Brim Fedora | Xxl Fedora Hats | Packable Trilby | Braided Fedora

  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: Long Oval | Long Oval Straw Hats | Long Oval Straw | Straw Cowboy Hats

  Bailey's new Duch Linen Plaid Five Panel Ivy Cap is crafted of breezy linen in a contemporary five-panel design. Featuring a cheery plaid pattern, the Duch is simply accented with a Bailey micro side pin and single snap bill. Great for a day on the green, or any other warm-weather outing,…

Related Products: New Arrivals | Linen Flat Cap | Linen Newsboy Cap

  Combining toyo straw and thermo, the Bailey Elliot Straw Fedora Hat offers a breezy option for spring and summer. Lightweight and stylish, the Elliot features a pinch front crown, narrow grosgrain ribbon hat band and a stingy, pre-snapped brim. Don't sweat it this spring/summer, just wear…

Related Products: Summer Fedora | Cuban Hats | Bailey Straw Hats | Snap Brim Straw Hats

  Made in Mexico   Bailey presents the Shawnee 4X Toyo Straw Western Hat just in time for spring and summer! The Shawnee features a vent-woven crown for added ventilation offset with a dramatic, four-inch flared brim. Trimmings include a genuine leather band studded with silver-toned…

Related Products: Size 7 7/8 Cowboy Hat

  Made in Mexico  Introducing the Bailey Cassius 7X Toyo Straw Western Hat. This piece has a great two tone pattern throughout the crown and brim. You can go from a day at the ranch to a evening at the rodeo without having to change your hat. The vented crown adds comfort and style…

Related Products: Long Oval Straw | Extra Large Cowboy Hats | Long Oval Straw Hats | Long Oval

  The Rokit Toyo Straw Braid Trilby Fedora Hat by Bailey is great-looking, packable/crushable and lightweight. Its stylish color-blocked two-tone design gives this hat a unique look while its coordinating striped hat band adds style. The Rockit can be dressed up or down, making it a versatile…

Related Products: Straw Trilby | Summer Fedora | Packable Fedora | Crushable Straw

  San Diego Hat Company's Sun Dialed Toyo Straw Fedora Hat is a beautiful show of craftmanship. With its raffia straw that has been woven into a multipatterned design, this fedora's textural finish is what draws the eye. The braided straw hat band with tassels blends seamlessly into the crown.…

Related Products: Sun Hats | What Is Toyo Straw | Black Straw Hats | Hat

  It's all about the subtle details with the Ronit Toyo Straw Blend Trilby Fedora Hat by Bailey. The multi-colored braid adds dimension while the colorblocked grosgrain ribbon hat band adds contrast and interest. These finer details come together to a create a hat with effortless charm. …

Related Products: Straw Fedora | Straw Trilby | 2 Brim Straw Hat | Crushable Straw

  Bailey's Eli Two-Tone Vented Poly Braid Fedora Hat is a great hat for day excursions. Walk around town in this 2 1/2" brim dual colored braided fedora. The Eli features a grosgrain band with a color accent, and has a center dent that is flattering on all face shapes.    Approx. 4"…

Related Products: Blue Fedora

  Fashion need not be so flashy, and the Graham Cotton Blend Ivy Cap epitomizes that adage with a flash of brilliance! The Graham Ivy has the classic profile of a cap, with the crown stitched to the bill, it reinforces a strong and sleek silhouette. Carefully crafted from water resistant…

Related Products: Cotton Flat Cap | Bailey Caps | Bailey Ivy Caps | Cotton Driving Cap

  The Cool Thru Raffia Straw Fedora Hat is a new straw option by San Diego Hat Company! A woven straw design has been blocked into a teardrop crown and extra wide brim. This brim is ventilated for added breathability. To finish it off, the grosgrain ribbon sweatband is adjustable to customize…

Related Products: Extra Wide Brim Hats | Wide Brim Straw Fedora | Breathable Sun Hat | Wide Brimmed Straw Hats

  Get ready for the beach with the La Playa Raffia Straw Sun Hat by San Diego Hat Company! Featuring a bright and colorful crocheted raffia straw design, the La Playa has the coverage you want in a fun and cute style. For added functionality, the sweatband is also drawstring-adjustable to help…

  Bailey's Piston Wool Felt Aussie Hat is a staple for any hat aficionado's closet. A classic wide-brim aussie hat silhouette with a teardrop crown, this hat is completely crushable/packable. The Piston is designed with a vegan leather bolo cord with metal tips. Fully lined in cotton, this hat…

Related Products: Vegan Hats | Aussie Crushable Hat | Aussie | Hat Linings

  UPF 50+ Sun Protection   If you are gonna wear a sun hat, might as well so all out with the Striped Milan Wheat Straw Wide Brim Sun Hat by San Diego Hat Company! Made of wheat straw that has been dyed, braided, and sewn and into a tight striped design. The floppy brim is a whopping…

Related Products: 7 Inch Brim

  Now here's a hat we are brimming with excitement over, the Santa Rosa Asymmetrical Brim Toyo Straw Sun Hat by San Diego Hat Company. Made of a toyo straw blend, this a traditional floppy with a little extra love...a brim measuring 9 7/8" at its widest. The asymmetrical design and sequins…

Related Products: Black Straw Hats

  Celebrating over 100 years of fine American hat making, Bailey Hats presents the Arley Herringbone Wool Blend Newsboy Cap, part of their eponymous 1922 line of classics. Featuring an 8-panel design and sewn duckbill, the Arley brings two enduring styles - the newsboy and duckbill flat caps -…

  Stay cool and keep the sun off with the pretty Sailing Crochet Seagrass Straw Bucket Hat by San Diego Hat Company! Crafted of all-natural seagrass straw in a crocheted design, the Sailing Crochet Bucket is airy, lightweight, and flexible. Its interior sweatband is fitted with a handy…

  UPF 50+ Sun Protection   These are what big hat dreams are made of...the Look At Me Braided Toyo Straw Sun Hat by San Diego Hat Company! Made of a toyo straw blend and blocked into a traditional floppy sun hat with a brim measuring 10 1/4 inches!    Approx. 4" Round Crown…

Related Products: Wire Brim Straw Hat | 7 Inch Brim

  UPF 50+ Sun Protection   If you've ever been concerned about the sun, don't worry! Pick up the Milan Wheat Straw Boater Hat from the San Diego Hat Company! This wonderful hat features a wide brim that's designed to keep you cool while enjoying your day out! Also, the grosgrain…