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  Made in Mexico   Keep the sun off with the stylish High Desert Palm Leaf Straw Plantation Hat by Charlie 1 Horse! Its genuine palm leaf straw construction makes this hat sturdy and durable yet supple and flexible. Its wide brim provides plenty of coverage for your face, ears and…

Related Products: Gambler Or Plantation | Palm Leaf Hat | Made In Mexico | Pencil Brim

  Made in Mexico   Bailey presents their Ricker Bangora Straw Western Hat featuring a classic cattleman crown and flared wide brim. The Ricker boasts stylized venting along its crown, a two-ply grosgrain hat band with side ties, and Bailey side pin. Its interior maximizes comfort…

Related Products: New Arrivals | 8 1/2 Cowboy 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: Straw Pork Pie | Crushable Pork Pie Hats | Bailey Toyo | Pork Pie

  Handwoven in Ecuador, Blocked & Finished in the USA   The Crispin Panama Straw Fedora Hat shows the craftmanship and care that goes into each design by Bailey! Adorned with only a braided leather hat band, the Crispin is anything but simple. The alternating weave in this…

Related Products: Blue Straw | Montecristi Hats | Panama Hat | Navy Straw

  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 Hats | Hidden Pocket | Sun Hats With Chin Strap | Sun Hats

  Made in the USA   Want the Panama hat look but with greater function than a typical Panama hat can offer? The Blackburn Shantung LiteStraw Fedora Hat by Bailey features their exclusive LiteStraw® finish that not only lends a soft and supple feel to the straw but also helps it…

Related Products: Fedora 3 Inch Brim | Panama Hat | Wide Brim Panama Hat | Extra Large Panama Hat

  Please Note: This style fits towards the smaller end of its generalized letter size. See below or call us at 1-888-847-4287 for help with sizing. S = 6 3/4 M = 7 L = 7 1/4 XL = 7 1/2 XXL =7 3/4   Made in the USA Are you missing that one hat from your collection? I bet it…

Related Products: Bowler | Derby Hats | Extra Large Size Hats Bowler | Bowler Hats

  Please Note: These fit a little snug from front to back so we recomment ordering 1 size up.    Made in Mexico    Introducing the Bailey Kace 10X Sisal Straw Western Hat. This piece almost looks like a lace pattern made out of sisal straw from the crown all the way to the…

Related Products: Orders | Dri Lex Sweatband | Extra Large Cowboy Hats | Straw Cowboy Hats

  Handwoven in Ecuador, Blocked & Finished in the USA   The Cutler is a most excellent and stylish Cuenca weave Panama. This beauty from Bailey is the perfect casual summer fedora. It comes complete with a stunning leather band and with Bailey embossed logo.     Approx.…

Related Products: Panama Straw Hats | Straw Fedora | Cuenca Weave | Panama Jack

  Made in the USA   The Dayton Raindura Outback Hat is part of Bailey's rugged Wind River® collection of western and outback styles. Made of toyo straw blend with a raindura finish, this is a revolutionary thermosetting yarn invented by Bailey. The Dayton is durable, shape retentive…

Related Products: Packable Cowboy Hat | Small Brim Straw Western Hats | Crushable Western Hats | Bailey Wind River

  Made in the USA   Featuring an elite finish, the 100% wool felt Ammon Wool Felt Teardrop Fedora Hat by Bailey is astonishingly silky to the touch. A classic teardrop crown (aka C-Crown) and all around downturned brim characterize this elegant fedora hat. Finished with a Japanese…

Related Products: Winter Fedora | Blue Fedora | Bailey Fedora | Tan Fedora

  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: Straw Fedora | Summer Trilby | Cuban Hats | Summer

  Designed for those who thrive in the great outdoors and seek sun protection, Bailey's Dario Toyo Straw Blend Lifeguard Hat has an extra wide downturned brim perfect for keeping harmful rays off your face. The chin cord with adjustable toggle allows for extra security no matter the adventure.…

Related Products: Lifeguard Straw Hats | Extra Small Sun Hats | Size 8 Straw Hats | Extra Large Straw Lifeguard

  Made in the USA   Handwoven, revolutionary yarn allows the Rothney Raindura Straw Fedora Hat by Bailey to be thermosetting! After being blocked into a handsome fedora silhouette, the Rothney is treated with a ultra-light water repellent coating. The end result being a durable hat…

Related Products: Extra Large Straw | Packable Fedora | White Straw Fedora | Raindura

  Made in Mexico   Bailey's Costa Bangora Straw Western Hat is ready for summer - are you? Crafted of airy bangora straw with vent detailing along its crown, the Costa will help you stay easy breezy this season. Additional details include a two-ply grosgrain hat band with side ties,…

Related Products: New Arrivals

  Handwoven in Ecuador, Finished in the USA Have you ever wanted to sport the style of the late and great Charlie Chaplin but didn't want to sweat through summer in a wool hat? Well now you don't have to. Introducing the Bailey Chaplin Panama Straw Bowler Hat with the heart of a…

Related Products: Charlie | Straw Derby | Bowler Hats | Bowler

  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: Summer Fedora | Trilby | Crushable Straw | Straw Fedora

  Handwoven in Ecuador, Blocked & Finished in the USA   Introducing the Bailey Roll Up II Panama Straw Fedora Hat that can be rolled and placed into a bag for traveling. It is lightweight, comfortable and an all-around great find. Get the traditional Optimo crown Panama hat look…

Related Products: Optimo Crown | Rolled Panama Hat | Roll Up Fedora | Gambler Or High Roller

  Handwoven in Ecuador, Blocked & Finished in the USA   The Hurtle Panama Straw Fedora Hat is a unique piece by Bailey. Featuring a diamond crown that has been artfully ventilated, this genuine panama is headwear artistry at its finest. A Japanese grosgrain ribbon hat band and…

Related Products: Straw Fedora | Bailey Panama Hat | Black Straw Fedora | Blue Straw Fedora

  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: Linen Ivy Caps | Linen Flat Cap

  Made in the USA   The Bailey Guthrie is made of a new softening and finishing technology for Shantung Straw which creates an incredibly comfortable and flexible fit. As an added bonus, this is one of the few straw hats that is actually water resistant. The hat comes with the…

Related Products: Small Brim Straw | Small Head Fedora | Shantung Straw Hats | Small Head Hats

  Made in the USA The Bailey Wynn LiteFelt Wool Fedora Hat is a simple yet elegant hat.  This hat has been factory treated and is water and stain resistant.   Approx. 3 7/8" Teardrop crown 1 1/2" Pre-Snap Brim (Front) 1" Curled Brim (Sides & Back)   Made of:…

Related Products: Trilby Hat | Trilby | Bailey Fedora | Packable Fedora

  Made in the USA  Made in the USA and part of their Frontier Collection, Bailey's Clayton Wool and Fur Felt Blend Gus Western Hat is all quality and tradition. With a traditional gus crown, this stiff western also features an expertly crafted pencil rolled brim. The finest wool…

Related Products: Gus Hats | Small Brim Western Hats Gus | Pencil Curl Brim | Pencil Brim

  Please Note: This style features earflaps which may make the hat fit tighter when tucked into the crown. Please keep this in mind when ordering.  Made in the USA Introducing the Joe Eder Crushable Wool LiteFelt Earflap Western Hat by Bailey. This wool western hat is…

Related Products: Crushable Western Hats | Bailey Litefelt | Crushable With Earflaps | Crushable Wool Hats

  Made in the USA   The High Desert Wool Felt Gambler Hat from Charlie 1 Horse is a high-quality hat. Made in America, this hat is pure, durable, comfortable wool, with a soft satin interior lining that just cannot be ignored. Additionally, the leather hat band matches the leather…

Related Products: Gambler | Ronnie Van Zant | Gambler Hat | Gambler Or Plantation

  Please Note: This style runs slightly large. We suggest you order one size smaller from your normal hat size.   Made in the USA   The Burnell LifeFelt Wool Fedora Hat by Bailey features a classic fedora silhouette with Bailey's top-rate LiteFelt® finish making the…

Related Products: Black Wide Brim Hats

  Made in Mexico   The Bailey Farson 7X Shantung Straw Western Hat features a classic western/cowboy look in a lightweight shantung straw design. Its cattleman crown is complemented with a wide flared brim; trimmings include a genuine leather hat band adorned with silver conchos and…

  Made in the USA   A classic gambler style with a western edge, the Rockett Raindura Straw Gambler Hat by Bailey features their exclusive new Raindura Finish which helps the hat maintain its shape even after getting wet. Pliable and completely packable, Rockett has a crease down its…

Related Products: Gambler | Gambler Straw Hat | Gambler Hat | Water Resistant Straw Hats