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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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57 - 84 of 262 Products
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  Made in the USA An excellent quality cattleman, the Lightning Wool and Angora Felt Cowboy Hat from Bailey is the classic cowboy hat. With its matching felt band and buckle, you too can be riding off into the sunset in the ultimate in American styling.   Approx. 4 3/4"…

$185.00
Available Colors:
  • WHITE

  UPF 50+ Sun Protection   You're ready for any outdoor adventure with the Cotton Blend Mesh Safari Fedora Hat from Panama Jack. This durable hat is made from a cotton blend, and features a breathable mesh crown that compliments the elasticized sweatband for one flawless hat!…

(3)
$40.00
Available Colors:
  • KHAKI

  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…

(2)
$75.00
Available Colors:
  • NATURALTAN

  Made in the USA   Bailey's Newhall Shantung LiteStraw Boater Hat is a modern take on classic Optimo and Boater hat styles made right here in the USA. Crafted of lightweight shantung straw with a firm finish, the Newhall features an optimo crown (tapered sides, round top with center…

$200.00
Available Colors:
  • BLACK
  • NATURAL

  Please Note: This is a handcrafted piece that takes 1-2 weeks to ship.   Made in the USA   A foldable straw hat for on-the-go convenience, Toucan Collection's Toyo Straw Foldable Sun Hat. This hat can be tossed in a bag or purse if you want an easy, no fuss accessory.…

$65.00

  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…

(8)
$85.00

  Please Note: This is a handcrafted piece that takes 1-2 weeks to ship.   Made in the USA   The Toyo Straw Button Band Cloche Hat by Toucan Collection is all about the delicate details. A two-toned ribbon hat band that is beautifully fastened into place with a wood button.…

(1)
$62.00
Available Colors:
  • TOASTTAN
  • NATURAL

  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…

(2)
$200.00
Available Colors:
  • BLEACH

  Handwoven in Ecuador, Blocked & Finished in the USA   Cousin Joe used to wear this hat as he wandered through the streets of the French Quarter back in the good old days of antediluvian New Orleans. Unbelievably, he rode out the storm with a supply of several 20-gallon jugs of…

(1)
$200.00

  Made in the USA   Get ready for something new with the Melton LiteStraw® Seagrass Gambler Hat from Bailey! This unique hat is made with seagrass, a durable and stain-resilient material perfect for any stylish adventurer. No matter your plans, this hat should be your go-to! …

(4)
$160.00
Available Colors:
  • NATURAL

  Please Note: This is a handcrafted piece that takes 1-2 weeks to ship.   Made in the USA   For the flower child in us all, the Velvet Rose Wool Beret by Toucan Collection is a beret with a beautifully adorned faux flower accent. Made of 100% wool, made of quality material…

(2)
$60.00
Available Colors:
  • PLUM
  • BLACK
  • BURGUNDY

  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…

(3)
$140.00
Available Colors:
  • TAN

  Made in the USA   Dress to impress with the Pageant II 2X Wool Felt Western Hat by Bailey! Featuring a classic cattleman crown and dramatic flared brim, the Pageant II is crafted of genuine 2X wool felt. Trimmings are kept at a minimum for an elegant finish and include a self-felt…

$150.00
Available Colors:
  • WHITE

  Please Note: This is a handcrafted piece that takes 1-2 weeks to ship.   Made in the USA   Introducing the Twist Bow Packable Toyo Straw Lampshade Hat by Toucan Collection. This is a great piece for a day at the races. This hat will give you great sun protection while you…

$110.00
Available Colors:
  • NATURALBLACK
  • WHITE

  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…

$170.00
Available Colors:
  • BLACK
  • PECAN

  Made in the USA   Elevate your style with Bailey 1922’s best-selling Tino Wool Litefelt® Trilby Fedora Hat. Handcrafted in the USA and made with the iconic and durable LiteFelt®, a treatment process on wool that makes it not only water repellant, but also retains its shape. A…

$110.50

  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…

(5)
$135.00
Available Colors:
  • SERPENT
  • BLACK

  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…

$75.00
Available Colors:
  • NATURAL

  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…

$70.00
Available Colors:
  • NATURAL

  Please Note: The color 'Army Green' has a very strong brownish tint to it and appears more brown than green. Made in the USA The Curtis Wool LiteFelt Safari Fedora Hat is one of the most practical hats in the Bailey line. The classically designed safari fedora repels…

(11)
$130.00

  UPF 50+ Sun Protection   The Safari Mesh Fedora Hat is a great new offering from well-known purveyors of everything casual - Panama Jack. Featuring a mesh crown for ultimate breathability, the Safari Mesh Fedora Hat also offers the best UPF sun protection rating of 50+. Enjoy the…

(17)
$48.95
Available Colors:
  • KHAKI

  It's all about breathability with the Carp Cotton Outback Hat by Panama Jack. Thanks to the ventilated mesh crown, its all easy breezy with the Carp. The pigment dyed cotton features a center dent crown and downturned brim. This is all topped off with a chin cord.    Approx. 3 1/2"…

$34.95
Available Colors:
  • KHAKI

  Relax in the sun with the Aussie Palm Straw Lifeguard Hat from Panama Jack! This cool hat features the iconic Panama Jack metal side label on the crown, as well as a clean braided cord hat band and chin cord, complete with a plastic adjustor. Plus, the unlined interior and unique crown…

$30.00
Available Colors:
  • COCOA
  • NATURAL

  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…

(2)
$80.00

  Made in the USA A classic outback style with a touch of western flair, the Derian Raindura 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…

(2)
$135.00

  Please Note: This is a handcrafted piece that takes 1-2 weeks to ship.   Made in the USA   An asymmetrical hat with a linen bow accent, that is the Toyo Straw Linen Bow Cloche Hat by Toucan Collection! The cloche design of the hat gives it a vintage feel while the bow is…

$72.00
Available Colors:
  • NATURALBLACK
  • NATURALOLIVE
  • NATURAL

  Made in the USA Made in the USA, the Quil Shantung LiteStraw Open Crown Hat by Bailey is a shuntung straw hat that has been crafted using Bailey's exclusive LiteStraw® finish. A soft pebbled leather hat band adorns the crown and is a tasteful accent to the Quil. Features an open…

$180.00
Available Colors:
  • NATURAL
  • BLACK

  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,…

$85.00

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