Bailey Straw Hats

…Featuring Bailey's exclusive Winter Toyolene Braid, the new Ragon Toyo Braid Straw Trilby Fedora Hat features a sleek and modern design with an almost-clothlike feel and finish. Ragon features a trilby fedora design with an overall smaller profile, a color-blocked finish and no traditional hat band.…

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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 of Hollywood Billy is a top selling topper with a stingy…

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…the USA   The Groff Vent Panama Straw Fedora Hat is a fresh new look from classic American hat purveyor, Bailey. Featuring a genuine panama straw hat body handwoven in Ecuador, the Groff is blocked into a classic pinch front crown fedora hat style and expertly finished in the USA. Trimmed…

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…inside this paper straw which is blocked and treated with an ultra light water repellent coating. The result is the most shape retentive, durable straw hat in the market. This durable hat features a faux leather braided hat band, as well as a Bailey side pin. Made in America, this hat is absolutely…

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…personality? Look no further than the striking Tasmin Panama Straw Fedora Hat by Bailey! All genuine panama hats, including the Tasmin, are handwoven by artisans in Ecuador; the Tasmin was then blocked and finished in the USA by expert Bailey craftsmen. The Tasmin's multi-color braided inlaid crown…

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…including a grosgrain hat band with side bow adorned with a deluxe large side feather and antique flooring nail side detail. The Outen has all the acoutrements you love in a classic felt fedora with the lightweight and cooler wear of a straw hat. Made with Bailey's premium LiteStraw® finish,…

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…Lappen Toyo Straw Blend Fedora Hat from Bailey.  It has the Raindura Finish: A revolutionary, thermosetting yarn has been hand woven inside this paper straw which is blocked and treated with an ultra light water repellent coating. The result is the most shape retentive, durable straw hat in the…

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…BaileyChaplin Panama Straw Bowler Hat with the heart of a bowler but the ability to keep you comfortable during the summer days.   Approx. 4" Bowler Crown 2" Curled Brim   Made of: 100% Genuine Panama Straw - Brisa Weave (Handwoven in Ecuador)   Finished in the USA Grosgrain Hat Band Bailey Side Pin…

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…flair, the Derian Toyo Straw Outback Hat by Bailey features their exclusive new Raindura finish which helps the hat maintain its shape even after getting wet. Lightweight, pliable and completely packable, Derian is finished with a pattern woven hat band and Bailey side pin. Inside, an absorbent…

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  Stay stylish with the Noakes Toyo Straw Fedora Hat from Bailey. This light-weight hat features a simple, almost minimalist design, made of durable, comfortable toyo straw, complimented by a single Bailey side label. It's all tied together by a solid stripe of color wrapping around the…

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…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 tear drop crown and all-around snap stingy brim. A striped inlaid "hat band" adorns the…

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…colors but the plaid hat band make them sync perfectly together. You can't go wrong with this piece.    Approx. 4 1/2" Crown 2" Brim   Made of: 100% Ramie Straw   Lightweight Cotton Sweatband Unlined Plaid Cotton Hat Band Wood Chip Bailey Logo   Sizes:…

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…unique look on today's modern man.   Approx. 4" Crown 2" Snap Brim   Made of: 55% Toyo Straw (Paper) 45% Polyester   Multi-Color Striped Grosgrain Ribbon Hat Band Bailey Side Pin Cotton Sweatband Unlined Packable / Crushable   Sizes: S, M, L, XL and XXL  

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…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 and handsome hat…

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…Introducing the Bailey Kace 10x Straw Western Hat. This piece almost looks like a lace pattern made out of straw from the crown all the way to the brim. It is a great look that stands out from your basic weave.   Approx. 4" Rodeo Crown 4 1/4" Brim Made of: 100% Straw …

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…an intricate, two-toned geometric weave, the new Arsun Two-Tone Straw Fedora Hat by Bailey steals the show. The Arsun boasts a classic pinch front crown and mid-width brim combined with a simple grosgrain ribbon hat band and Bailey micro-staple side pin. Stylized venting woven along the crown's…

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…USA Bailey of Hollywood is bringing to life the center dent sting brim fedora. Making the world of casual wear look a little more refined. Approx. 4" center dent crown Approx. 2" snap brim Made of: 100% toyo straw Unlined Dri-lex band Grosgrain ribbon Bailey side…

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…Toyo Straw Outback Hat, part of the Bailey Wind River® collection of rugged outdoor styles. The Oswego is crafted in the USA using Bailey's exclusive Raindura finish that makes the straw both water resistant and shape retentive. The Oswego is lightweight and features a stylish woven fabric hat band…

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…option for those looking for a hat with the look of straw, without the hassle straw hats require. What's not to love?    Approx. 3 7/8" Pinch Crown 2" - 2 1/8" Snap Brim   Made of: 100% Polypropelene   Grosgrain Hat Band Bailey Staple Side Pin Cotton Twill Sweatband…

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…A handsome multi-colored striped hat band gives Bailey's Tharp Shantung LiteStraw Fedora Hat a singularly striking spring/summer feel. Proudly crafted in the USA using their exclusive LiteStraw® finish, the Tharp is a soft, lightweight and water repellent straw hat blocked into a stylish tear drop…

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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 Dri-Lex moisture…

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…classic-width snap brim, traditional grosgrain ribbon trim and a Bailey staple side pin.   Ditch the plain straw fedoras this season and add a touch of personal style to your look with the Hartley Toyo Straw Fedora Hat by Bailey!    Approx. 3 7/8" Crown - Front 4 1/8" Crown -…

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…the Bailey Wait Sewn Braid Straw Pork Pie Hat. This is a great casual and flexible pork pie. It fits to your head and isn't stiff so you are able to shape it a bit to your liking.    Approx. 4" Telescope crown 1 1/2" Snap Brim   Made of: 50% Toyo Straw (Paper) 50% Polypropylene   Grosgrain Hat Band…

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…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 and a…

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…than the best, like the Stansfield Panama Straw Fedora Hat from Bailey! This American-made hat is made of fine, reliable panama (toquila palm) straw, complete with a leather hat band and woven detail wrapping around the crown. Quality matters, and Bailey knows that!   Approx. 3 3/4"…

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…stylish Cuenca weave Panama. This beauty from Bailey is the perfect casual summer fedora. It comes complete with a stunning leather band and Bailey hat pin.     Approx. 4" Crown 2 7/8" Pre-snap Brim   Made of: 100% Genuine Panama Straw (Cuenca Weave)   Woven Polyester…

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…casual what more could you ask for in a hat.   Approx. 4" Pinch Front Crown 2 3/8" Snap Brim   Made of: 100% Genuine Panama Straw - Brisa Weave (Handwoven in Ecuador)   Blocked & Finished in the USA Grosgrain Hat Band Bailey Side Pin Unlined   Size: S, M,…

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…beauty was obviously his sun hat - he still needed protection for the sun - and he still needed to look good doing it.   Approx. 4" Teardrop Crown 2 3/8" Brim Made of: 100% Genuine Panama Straw (Cuenca Weave)   Grosgrain Ribbon Hat Band Bailey Side Pin Woven Polyester…

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