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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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29 - 56 of 263 Products
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  Celebrate a classic silhouette with Bailey's Carver Toyo Straw Blend Pork Pie Hat. Part of their spring/summer straw hat line, the Carver features classic details like a snap brim and telescope crown with a wide grosgrain ribbon and heathered thin ribbons stitched on top as a modern hat…

$90.00
Available Colors:
  • NATURAL
  • NAVYBLUE
  • BLACK

  Firm, structured, virtually impenetrable...the Bailey 1922 Dalton Cotton Blend Rain Safari Fedora Hat is an ideal find for wanderers and weather lovers everywhere. One of the premier water-resistant hats in the industry, the broad-brimmed Dalton is a rugged and rustic homage to the…

(30)
$75.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • CHINO
  • TAN

  Please Note: Size XL in this cap runs small (fits 7 3/8 - 7 1/2).    Made in the USA   Finally the famous New York Hat & Cap Six Panel Beanie Hat is available in 100% genuine leather! Proudly made in the USA, the Six Panel Leather Skull Cap Beanie Hat ffers 6-panel…

(14)
$90.00
Available Colors:
  • BLACK

  Made in the USA   The Dayton Raindura Toyo Straw 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…

$138.00
Available Colors:
  • DARKNATURAL

  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

  Made in the USA   UPF 50+ Sun Protection   Designed to most everything the outdoors can throw at you - the Joe TechStraw Fedora Hat by San Francisco Hat Co features a fantastic UPF sun protection rating of 50+ in a lightweight, breathable, packable and water friendly hat.…

(8)
$110.00
Available Colors:
  • NATURALBLACK

  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 pattern to make sure you are comfortable the whole time you are wearing it.    …

$90.00
Available Colors:
  • IVORY

  Handwoven in Ecuador; Finished in the USA   UPF 50+ Sun Protection   Featuring an extra wide 5-inch brim and a sun protection rating of UPF 50+, the Panama Straw Wide Brim Hat by San Francisco Hat Co leaves the competition behind when it comes to stylish, lightweight and…

(2)
$89.00
Available Colors:
  • NATURAL

  Introducing the Bailey Waits 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%…

$95.00

  Please Note: This hat boasts a floppy brim. This is the intended look of the hat.    Made in the USA   The Bailey Jackman Packable Wool LiteFelt Fedora Hat is a prime example of a casual unstructured hat. Think of Jed Clampett, Deliverance, 60’s Hippies. If you want look…

$127.50
Available Colors:
  • BLACK
  • DARKBROWN
  • CHARCOAL
  • BURGUNDY

  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

  Made in the USA   Crafted in the USA of Bailey's superior fur felt blend, the new Ralat Superior Fur Felt Fedora Hat offers a classic pinch front crown and a stylish, wide brim. Trimmed with a Japanese grosgrain ribbon hat band and vintage flooring nail side detail, the Ralat…

$382.50
Available Colors:
  • BLACK
  • CHARCOAL

  Made in the USA   A bucket hat with some pork pie tendencies, we just love the originality of the Fisherman Cotton Blend Bucket Hat by the New York Hat Company. With a short, snap brim usually associated with a pork pie, the crushable, square crown and cotton material are bucket…

$85.00
Available Colors:
  • NAVYBLUE
  • TAN

  Please Note: This hat is designed to have a distressed, worn-in look. Scuffs, scratches, etc. are all part of the style's intentional look and do NOT constitute damage.   Made in the USA   You're sure to look classy with the Vintage 1900 Leather Ivy Cap from the New York…

(3)
$92.00
Available Colors:
  • RUST

  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   Featuring an elongated teardrop crown (aka C-Crown), the Criss Wool LiteFelt Long Teardrop Fedora Hat by Bailey also boasts a distinctive polished felt finish, resulting in a lustrous finish and silky felt texture. Trimmed with a deluxe Japanese grosgrain ribbon…

(2)
$144.50

  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

  Made in the USA   Are you a "Wild one"? This Brando cap (sans chain) is similar to the style of cap that Marlon Brando wore in the Movie, "The Wild One". Featuring 8/4 (eight-quarter) paneling, a center top button, and a contrasting black lambskin leather bill/visor, the Brando…

(13)
$68.00
Available Colors:
  • KHAKI

  Try out a more minimalist look with the Brune Houndstooth Wool Newboy Cap from Bailey. This reserved newsboy features a classic 8-panel crown, adorned only with a small Bailey metal logo bar. Furthermore, the sweatband is incredibly comfortable, like the smooth, soft interior lining. …

(1)
$63.75

  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 Lang Elite Wool Felt Gambler Hat has a distinct teardrop crown, a mix of a telescope crown with a soft point. Bailey 1922 creates the elite…

$187.00
Available Colors:
  • BLACK
  • DENIMBLUE
  • ARMYGREEN

  Made in the USA   The 1890s slang word hightail originated from US cattle ranches, where many animals flee with their tail up. The Bailey Hightail Wool Felt Western Hat is made of a 2X wool felt firm/stiff body; it has a plaited cotton cord hat band, topped with a tricolor woven…

$127.50
Available Colors:
  • SILVERBELLY

  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

  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.…

$100.00
Available Colors:
  • NATURAL

  Please Note: This piece fits a little loose. Made in the USA Introducing the Stampede Wool Felt Western Hat by Bailey. This is the classic western hat of your dreams. It's sleek and stylish and will go with just about anything. You can't go wrong with this piece. …

(2)
$130.00
Available Colors:
  • SILVERBELLY
  • BLACK

  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%…

(4)
$95.00

  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…

$180.00

  Made in the USA   The Coconut Straw Stingy Fedora Hat by New York Hat & Cap is made in the USA of 100% coconut straw. Lightweight and breathable, coconut straw is a great natural material used more and more in fashion today. Featuring a classic center pinch crown and stingy…

(2)
$125.00
Available Colors:
  • NATURAL

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