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    • Small
      Pequeuño
      Size
      6
      3/4
      -
      6
      7/8
      Tamaño
      21
      1/8
      "
      -
      21
      1/2
      "
      54
      cm
      -
      55
      cm
    • Medium
      Medio
      Size
      7
      -
      7
      1/8
      Tamaño
      21
      7/8
      "
      -
      22
      1/4
      "
      56
      cm
      -
      57
      cm
    • large
      Grande
      Size
      7
      1/4
      -
      7
      3/8
      Tamaño
      22
      5/8
      "
      -
      23
      "
      58
      cm
      -
      59
      cm
    • X-Large
      X-Grande
      Size
      7
      1/2
      -
      7
      5/8
      Tamaño
      23
      1/2
      "
      -
      23
      7/8
      "
      60
      cm
      -
      61
      cm
    • XX-Large
      XX-Grande
      Size
      7
      3/4
      -
      7
      7/8
      Tamaño
      24
      1/4
      "
      -
      24
      5/8
      "
      62
      cm
      -
      63
      cm
    • XXX-Large
      XXX-Grande
      Size
        8
       - 
      8 +
      Tamaño
      25
      "
      -
      25
      3/8
      "
      64
      cm
      -
      65
      cm
  • This is a General Hat Sizing Chart: Please read each hat product page for further sizing information.
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  • Retail (33)

Bailey Toyo

1 - 30 of 33 Products
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…outside, while a comfy custom Bailey sweatband should keep you comfortable for every event, day or night. The Bailey of Hollywood Billy fedora is a casual masterstroke from a true quality brand.   Approx. 3 7/8" Crown 1 3/4" Brim   Made of: 55% Toyo Straw 45% Polyester  …

$60.00

…with grosgrain ribbon trim and small Bailey staple side pin. Enjoy the best of both style and function with the smart-looking Lando Toyo LiteStraw Fedora Hat by Bailey!   Approx. 3 3/4" Pinch Front Crown 2" Snap Brim   Made of: 100% Toyo LiteStraw® - Supple Feel   Made…

$75.00

  UPF 50+   The Bailey Toyo Straw Fedora Hat is part of ále by Alessandra's new line for spring and summer. Featuring a classic fedora design adorned with a paisley bandana hat band, the Bailey has a unique look perfect for casual wear. Rest easy knowing you are protected not only by…

$68.00

  Made in the USA   The new Bailey Engman Toyo LiteStraw Fedora Hat features an aged and distressed finish for a singular look that will gain character over time. Crafted in the USA with their famous LiteStraw® finish, the Engman is lightweight, flexible and water repellent –…

$100.00
Available Colors:
  • TAN

…  Inspired by nature, the Bailey of Hollywood Spencer Toyo LiteStraw Fedora Hat keeps the rain out and style always on. This toyo design features their exclusive LiteStraw® finish for an amazingly comfortable feel in addition to water repellency. With Bailey's LiteStraw® finish your perception…

$80.00

…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 - Back 2 1/2" Snap Brim   Made of: 100% Toyo

$110.00
Available Colors:
  • NATURALBLACK

…western flair, the Derian Toyo Straw Outback Hat by Bailey features their exclusive new Endura 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…

$100.00

  Made in the USA   The new Outen Toyo LiteStraw Fedora Hat by Bailey boasts a classic fedora design crafted right here in the USA. Starting with a classic tear drop crown (aka c-crown) and classic-width snap brim, the Outen features classic yet updated trimmings including a grosgrain…

$110.00

…Introducing the Bailey Wilshire Toyo Braid Straw Fedora Hat with the gorgeous collection of colors to grab your eye and the lovely rounded teardrop crown will make this hat your new favorite everyday hat.   Approx. 4" Rounded Teardrop Crown 2" Snap Brim   Made of: 50% Toyo Straw…

$70.00
Available Colors:
  • COPPER
  • BLACK
  • NAVYBLUE
  • SAND

  Introducing the Bailey Archer Toyo Straw Braid Fedora Hat with a stingy (short) snap brim for a sleek look. Crafted of a lightweight and flexible toyo straw blend, the Archer is a great alternative to classic straw fedoras that are prone to cracking and crushing.    Approx. 3 3/8"…

$67.50
Available Colors:
  • SMOKE
  • COFFEE

  Made in Mexico    Introducing the Bailey Evers 10x Toyo Straw Western Hat. This is a great piece to keep you safe from the sun while enjoying something that you love. The crown has a vented hole pattern to make sure you are comfortable the whole time you are wearing it.    …

$75.00
Available Colors:
  • IVORY

… Introducing the Bailey Richman 4x Toyo Straw Western Hat. This is a great every day western hat with three side vents on each side to make sure you are getting the best comfort possible.    Approx. 4" Longhorn Crown 4 1/4" Brim   Made of: 100% Toyo Straw (Paper)   …

$55.00
Available Colors:
  • NATURAL

…minimalist color blocked design, the Grimet Toyo Braid Straw Trilby Fedora Hat by Bailey is an eye-catching, sleek style. Crafted of extra fine braided Toyo straw for a lightweight and packable finish, Grimet keeps the details simple with only a small Bailey staple side pin. Its stingy snap brim can…

$70.00
Available Colors:
  • CHARCOAL

…  Introducing the Bailey Ryland 15x Toyo Straw Western Hat. This piece is created with a gorgeous cheveron pattern throughout the crown and brim to really make this hat stand out from the rest.    Approx. 4" Rodeo Crown 4 1/4" Brim Made of: 100% Toyo Straw (Paper) …

$90.00

…braid, Bailey's Truro Toyo Straw Blend Trilby Fedora Hat is not only incredibly breathable but also completely packable and crushable. Truro features a pliable braided chevron weave blocked into a classic pinch front crown and all-around snap stingy brim. A striped inlaid "hat band" and Bailey

$70.00

  Introducing the Bailey of Hollywood Vito Toyo Straw Braid Trilby Fedora Hat which has a great combination of colors. The pattern on the crown creates the appearance of a hat band without one actually being present. This hat is also crushable so you don't have to worry about someone picking up…

$70.00

  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 tear drop crown and all-around snap stingy brim. A…

$70.00

  Made in Mexico  Introducing the Bailey Cassus 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 so…

$65.00
Available Colors:
  • NATURALTAN

…the Bailey Fields 4x Toyo Straw Western Hat. This piece is created with a two-tone pattern throughout the crown and the brim. Since this piece has a vented crown you can wear it out on the ranch and stay comfortable.   Approx. 4" Brick Crown 4 1/4" Brim   Made of: 100% Toyo Straw…

$55.00
Available Colors:
  • NATURALTAN

…style tends to fit tight from front to back so we suggest ordering 1 size up.    Made in Mexico    Introducing the Bailey Vinton 20x Toyo Straw Western Hat. This is a great stiff cowboy hat. It has a gorgeous two-tone pattern from the crown to the brim. It also has a vent hole…

$100.00

…Runkle Toyo Straw Blend Pork Pie Hat by Bailey features a crocheted toyo straw and polyester blend. The result is a pleasing fabric/straw hybrid that allows air to circulate and helps keep you cool during warm spring and summer seasons. Accented with a simple layered fabric hat band and small Bailey

$80.00
Available Colors:
  • CHARCOAL
  • NATURAL

  Made in the USA   The Cosmo Toyo LiteStraw Trilby Fedora Hat by Bailey features a finer weave than most other toyo straws in a classic and lightweight design perfect for spring and summer. Made in the USA with Bailey's famous LiteStraw® finish, the Cosmo is lightweight, flexible and…

$120.00
Available Colors:
  • HONEY
  • SILVER

…Note: These fit a bit tight from front to back so we recommend ordering 1 size up. Made in Mexico Introducing the Bailey Koslo 20x Toyo Straw Western Hat. This piece has a great beige ribbon that matches perfectly with the trim on the brim to really tie this whole piece…

$100.00

  The new 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…

$65.00
Available Colors:
  • NATURAL

…total style with the Remick Toyo Straw Pork Pie Hat by the one and only Bailey!    Approx. 3 3/4" Telescope Optimo Crown 2" Snap Brim   Made of: 100% Toyo Straw   Made in the USA Two-Tone Weave Grosgrain Ribbon Hat Band w/ Side Bow Bailey Micro Staple Side Pin Printed…

$90.00
Available Colors:
  • NAVYBLUE

…new Lichter Toyo Straw Trilby Fedora Hat by Bailey features a striped design in a classic trilby fedora shape. Crafted of their famous toyo straw braid, the Lichter boasts a stiffer finish than their famous Billy and other similar styles. A self-straw hat band adorns the crown; a Bailey micro staple…

$70.00

  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…

$70.00
Available Colors:
  • FORESTGREEN

  Made in the USA   Introducing the Kilgore Endura Toyo Straw Fedora Hat, part of the Bailey Wind River® collection of outdoor styles. The Kilgore is crafted in the USA using Bailey's exclusive Endura finish that makes the straw both water resistant and shape retentive. The Kilgore is…

$68.00
Available Colors:
  • TAN

  Made in the USA   Introducing the Oswego Endura 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 Endura finish that makes the straw both water resistant and shape retentive. The…

$70.00
Available Colors:
  • NATURAL

…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  

$60.00

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