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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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85 - 112 of 274 Products
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  The Bonito Toyo Straw Fedora Hat by Panama Jack is a stunning show of craftmanship. Crafted of 100% toyo straw with a slightly flexible finish, the Bonito is adorned with a grosgrain ribbon hat band and Panama Jack metal pin. Finally, the interior is a elasticized sweatbad and lightweight…

(2)
$31.46
Available Colors:
  • TEA

  Handmade in Spain   Handmade in Spain of pure beaver fur felt, the Ultimo Beaver Fur Felt Fedora Hat by Stefeno is a luxe take on the classic fedora hat. Higher in quality and feel than industry standard rabbit fur felt, beaver fur felt is velvety soft and naturally…

(1)
$475.00
Available Colors:
  • BLACK

  Made in the USA   Part of Bailey's Wind River® collection of rugged hats, the Caliber Crushable Wool LiteFelt Western Hat features their exclusive LiteFelt® finish for added softness, water repellency and packability. The Caliber is crafted with a classic teardrop crown,…

$110.50
Available Colors:
  • BASALT

  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…

$140.00
Available Colors:
  • GREEN
  • IVORY

  UPF 50+ Sun Protection   Featuring all-natural seagrass, the Seagrass Straw Safari Fedora Hat by Panama Jack is lightweight, breathable and uniquely handsome. Crafted with a breezy vent-weave, the seagrass' naturally greenish tint pairs particularly well with its light olive…

(1)
$42.26
Available Colors:
  • NATURAL

  Please Note: This piece fits a little loose. Please Note: This style features an aged and stained finish. This is the intended look of the hat and does NOT constitute damage. Please enlarge each thumbnail image for a close-up view of the aged and stained finish.   Made in the…

(4)
$130.00

  Designed with a double layered hat band, the Seadragon Toyo Straw Safari Fedora Hat by Panama Jack is a safari-styled fedora. Crafted out of a matte toyo straw, the hat band is made of leather. Perfect for the outdoor enthusiast, this straw fedora adds style to any adventure!   …

$42.26
Available Colors:
  • TEA

  Made in Mexico   Bailey's Derren Bangora Straw Western Hat features a bangora straw build with a firm finish and handsome detailing. Its classic cattleman crown is accented with stylized weaving along its sides and trimmed with a narrow grosgrain hat band and Bailey side pin. Its…

$85.00
Available Colors:
  • IVORY
  • TAN

  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…

$138.00
Available Colors:
  • IVORY

  Made in the USA   Need an high-performance outdoor style that doesn't skimp on looks? The Redline Wool LiteFelt Safari Fedora Hat by Bailey features their proprietary wool Litefelt® that makes the Redline completely packable, crushable, and water resistant. This style is trimmed…

(1)
$112.00
Available Colors:
  • BLACK
  • CAMEL

  Made in the USA   The Kisner Wool Felt Open Crown Hat by Bailey is a minimalist styled hat with a high open crown and stiff brim. A laser etched detail on the back brim representing 'Thunder' and ultra-thin Bailey logo metal bar are the only accents on this very intentionally…

$148.75
Available Colors:
  • BLACK
  • SILVER

  Made in Italy   Crafted of soft, water repellent and completely crushable wool felt, the new Teardrop Wool Felt Trilby Fedora Hat by Stefeno has a modern take on the classic fedora hat. Its trilby design includes a stouter crown and stingy brim for a smaller overall profile. Its…

(1)
$89.95

  Made in Mexico   "There is divinity in your DNA." - Carlos Santana   The Carlos Santana Milagro Toyo Straw Safari Fedora Hat is a music-forward straw style perfect for festival season. Starting with a matte toyo straw body, the Milagro Safari features a flock of birds…

$103.46
Available Colors:
  • IVORY

  Made in Mexico   The Big Bend Bangora Straw Western Hat by Bailey features crown vent detailing and a genuine leather hat band. Further details include a Bailey side pin, flared overwelt brim, moisture-wicking sweatband, and Bailey crown tip. Perfect for warm weather, the Big Bend…

$70.00
Available Colors:
  • IVORY

  Limited Edition   Looking for a sleeker and lighter option, go with the Llanddew Cotton Herringbone Ivy Cap by Baskerville Hat Company. With a stylish herringbone pattern featuring colors for the warmer months. Details include a single snap bill, grosgrain ribbon sweatband, and…

$34.95
Available Colors:
  • IVORY

  Handwoven in Ecuador, Blocked & Finished in the USA   A classic panama with some funky color combinations, may we present the Cuban Panama Straw Fedora Hat by Bailey! Panama hats are a summer wardrobe staple but what makes the Cuban so unique is the two-toned Japanese grosgrain…

$220.00
Available Colors:
  • BLEACH

  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

  Made in the USA Bailey has given us a headwear piece that will suit everyone, the Adlay Raindura Straw Fedora Hat. The raindura straw blend and handwoven thermosetting yarn makes the Adlay both water resistant and shape retentive. With its snap brim and raised teardrop crown, this…

$135.00
Available Colors:
  • DARKNATURAL
  • NAVYBLUE

  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:…

(2)
$110.50
Available Colors:

  Kick back and relax with the Hester Toyo Straw Blend Fedora Hat from Bailey! This fedora features a cotton twill sweatband, as well as an unlined interior, making it one incredibly comfortable hat. Most notably, the grosgrain ribbon hat band has a stunning striped detail.   Approx.…

(1)
$100.00
Available Colors:
  • COPPER
  • SAND
  • GREEN

  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…

(1)
$240.00
Available Colors:
  • NATURAL

  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…

(1)
$164.05

  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.…

(4)
$190.00
Available Colors:
  • NATURAL

  Made in the USA Introducing the Dillinger Wool Felt Western Hat by Bailey. I bet you don't have a top hat quite like this one. This is a great mix between the old west and a classic top hat look.    Approx. 5" Flat Top Crown  4 1/2" Pencil Roll Raw Edge Brim   …

$170.00
Available Colors:
  • BLACK

  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   The Bailey Darron Wool LiteFelt Pork Pie Hat is proudly made in the USA using their very own premium LiteFelt® finish for superior softness, flexibility, and repelling of water. Featuring the classic pork pie look including a telescope crown and stingy brim, the…

$130.00
Available Colors:
  • BLACK

  Made in Spain   Take a step to the next level of class with the Buck Fur Felt Wide Brim Fedora Hat from Stefeno. This sharp fedora is made in Spain and features a glorious fur felt body, with a grosgrain ribbon hat band wrapping around the crown. Additionally, to optimize comfort,…

$250.00
Available Colors:
  • BLACK
  • TAN

  Made in the USA   A great companion on adventures, the Calaway Crushable LiteFelt Wool Outback Hat is crafted from Bailey's signature LiteFelt wool making it water repellent and shape retentive. Comes with a genuine leather hat band with metal and threading accents. Casual but with…

$110.50
Available Colors:
  • OLIVEGREEN

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