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  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: Bailey Fedora | Straw Trilby | Straw Fedora | Crushable Straw

  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: Straw Trilby | Billy | Bailey Billy | Short Crown Fedora

  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: Straw Fedora | Trilby | Bailey Crushable | Grey Straw Fedora

  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 | Oversize Newsboy | Lightweight Newsboy Cap | Black Flat Cap

  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: Black Straw Hats | Straw Trilby | Xxl Straw Fedora | Packable Fedora

  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 | Rain Fedora | Vegan Fedora | Cotton Fedora

  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 | Castro Cap | Folding Bill | Fitted Cadet Hat

  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: Neck Protection | Xxl Fishing Hats | Xxxl Sun Hat | Cadet Caps

  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 | New Arrivals | 8 1/2 Cowboy Hats | Size 7 7/8 Cowboy Hat

  FINAL SALE   Calling all travelers, adventure-seekers, jetsetters, we have just the hat for your on-the-go needs, Bailey's Balans Roll Up Toyo Straw Fedora Hat. Made from a toyo straw that has been crafted into an ultra-soft lightweight braid which can be rolled and packed to…

Related Products: Rollable | Straw Fedora | Grey Straw Fedora | Lightweight Fedora

  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: Ponytail | Hats For Ponytails | Hats With Neck Protection | Mens Sun Hats

  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: Small Head Sun Hats | Sun Hats | Hidden Pocket | Floating Hats

  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: Braided Pork Pie | Waits | Straw Porkpie | Bailey Pork Pie

  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: Packable Fedora | Bailey Crushable Fedora | Grey Straw Fedora | Straw Trilby

  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: Bailey Billy | Billy Braided | Grey Straw Fedora

  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: Lightweight Fedora | Bailey's Stingy Brim | Straw Fedora | White Fedora

  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: Blue Straw | Summer Pork Pie Hats | Straw Pork Pie | Porkpie

  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 | Pink | Pink Flat Cap | Cotton Newsboy Caps

  Made in Mexico   Bailey's Vaquero 10X Palm Straw Western Hat is a classic wide brimmed western hat made in Mexico of palm straw. With its cattleman crown and a wide shovel brim, the Vaquero is sure to make a statement wherever you go. Features a narrow leather hat band neatly…

Related Products: Black Straw Cowboy Hat | Straw Cowboy Hats | Size 7 7/8 Cowboy Hat Straw | Black Palm 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: Long Oval | Long Oval Straw Hats | Dri Lex Sweatband | 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.   …

Related Products: Bailey Mannes | Fedora | Bailey Fedora | Packable Fedora

  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: Crushable Straw | Billy Braided | Trilby

  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 Hats | Long Oval | Extra Large Cowboy Hats | Long Oval Cowboy Hats

  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: Neck Protection | Sun Hats With Flaps | Sunday Afternoons Hats | Hats With Neck Protection

  Bailey's Foster Herringbone Plaid Wool Earflap Newsboy Cap is a 8/4 cap made of a wool blend. Convertible earflaps make this the perfect option for a cold and windy day. An attractive herringbone pattern with contrasting stripes are the stand out detail. The Foster is fully lined making for…

Related Products: Newsboy Cap | Newsboy Cap With Ear Flaps | Ivy Cap Ear Flaps | Wool Newsboy

  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 | Straw Fedora | Bailey Straw Hats | Straw Stingy Brim

  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…