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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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1 - 28 of 164 Products
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  Handwoven in Ecuador; Blocked and Finished in the USA   The Kalama Panama Straw Gambler Hat by Tommy Bahama features the classic telescope crown. This wide brim Panama hat will keep you protected from the sun while out in style. The elasticized COOLMAX® sweatband is so comfortable,…

$111.75
Available Colors:
  • NATURAL

  Made in the USA Destined to be your new favorite outdoor hat, the Montana Wool Felt Campaign Hat by Bailey. Not just for park rangers, the Montana is a trendy headwear piece featuring a leather hat band with etched coordinates and a moisture wicking sweatband. Wonderfully…

(1)
$119.00
Available Colors:
  • BEIGE
  • BLACK
  • BROWN

  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 Billy Braided Toyo Straw Fedora Hat is a top selling…

$63.75

  Tommy Bahama creates wonderful straw shade for your wardrobe. Made from the braid of the Buri Palm tree, Tommy Bahama uses an exclusive branding process by scorching a brand mark onto the straw in a variety of designs. This gives each hat a unique, rough weathered appearance. For those of…

(3)
$37.50
Available Colors:
  • NATURAL

  Made in the USA   The Tattoos and Scars Wool Felt Gambler Hat from Charlie 1 Horse is simply the top of the line! Decked out fully in subtle Charlie 1 Horse decor, this hat features a metal pin on its grosgrain hat band, as well as an authentic Charlie 1 Horse logo branding on its…

(2)
$128.99
Available Colors:
  • BLACK

  Made in the USA   The Bailey Godfather Heritage Wool Felt Hat is a classic Godfather/Homburg style crafted with care right here in the USA. Featuring classic stiff finish wool felt, the Godfather Heritage Hat boasts the traditional center dent crown adorned with a grosgrain ribbon…

(2)
$131.75
Available Colors:
  • BLACK

  Made in Mexico   Crafted of woven and sewn palm leaf, the Palm Leaf Straw Lifeguard Hat by Jeanne Simmons is a great unisex style made for extended wear under the sun. Its classic lifeguard design features a cattleman crown, wide downturned brim, removable faux leather hat band and…

(13)
$37.76
Available Colors:
  • DARKNATURAL

  Take it easy with the 2X Buri Straw Fedora Hat from Tommy Bahama! This casual fedora features woven straw build, with a grosgrain ribbon hat band with a straw strip. Additionally, the cotton twill sweatband offers maximum comfort, just like the breathable, unlined interior.   …

$40.80
Available Colors:
  • NATURAL

  UPF 50+ Sun Protection   Book your next adventure on the wide open seas and don't forget to wear your Agwe Supplex Nylon Fishing Flap Baseball Cap from Tommy Bahama. This is the perfect cap for sailing, fishing, and hiking; sun protection for your face, ears, and neck! The chin…

$21.00
Available Colors:
  • TAUPE

  Made in the USA Introducing the Bailey Draper III Fur Felt Fedora Hat. For those that love their fur fedoras you can't go wrong with this piece and the gorgeous colors it comes in. The fur is a mix between rabbit and beaver and is soft to the touch.    Approx. 4 1/2"…

$348.50
Available Colors:
  • OLIVEGREEN
  • COGNAC
  • CHARCOAL
  • BLACK

  Made in Mexico   The Maverick Palm Straw Western Hat by Charlie 1 Horse is crafted of hearty palm leaf straw in a wide-brimmed design ideal for providing sun coverage. Its cattleman crown boasts three ventilation eyelets per side to ensure the hat breathes comfortably while a…

(2)
$71.96
Available Colors:
  • NATURAL

  Made in the USA The Briar Wool LiteFelt Fedora Hat is a great basic to have in your collection of hats. Featuring a safari-inspired design, the Briar adds a few stylish updates including a teardrop crown and handsome leather hat band. Great for both men and women, the Briar adds…

(2)
$110.50

  Made in Mexico   The classic bolero/gaucho style hat is now available in genuine Mexican palm leaf straw ideal for spring and summer! Charlie 1 Horse presents their Vaquera Palm Leaf Straw Bolero Hat featuring a handsome studded suede hat band and their famous branded horseshoe…

$80.96
Available Colors:
  • COPPER

  Made in Mexico   A classic Gus design with added personality, the Bandito Palm Leaf Straw Gus Hat by Charlie 1 Horse gives the classic western look a stylish new twist. Crafted in Mexico of genuine Mexican palm leaf straw, the Bandito is sturdy yet flexible and boasts a slight…

(1)
$71.96
Available Colors:
  • NATURAL

  Made in the USA   A stiff blocked pork pie hat from Bailey, the Walsh Polished Wide Brim Wool Felt Pork Pie Hat is a sharp addition to their already stellar line of headwear. This is a contemporary take on a classic pork pie with a wider brim and a flatter, telescope crown that…

$187.00
Available Colors:
  • TAUPE
  • BLACK

  Made of crisp cotton in a medley of fun, bright colors, Bailey's Keter Cotton Ivy Cap is a new style for spring and summer. Crafted with a unique 6-panel design, the Keter Ivy Cap is trimmed with a small Bailey staple side pin, single snap bill and custom printed cotton lining. Add color and…

(6)
$63.75
Available Colors:
  • BEIGE
  • CHARCOAL
  • PINK

  FINAL SALE   UPF 50+ Sun Protection   Need sun protection for your face, ears, and neck? Look no further, the Tommy Bahama Luana Flap Baseball Cap is your answer to living under the island life sun. The cotton/nylon performance fabric is UPF rated, lightweight, and…

$21.00
Available Colors:
  • NAVYBLUE

  No other flat cap is more distinctive than the oversized Newsboy Cap; Bailey's new Shawk Linen Newsboy Cap has the look! Made of lightweight and breathable linen, the Shawk Newsboy Cap features an oversized 8-panel crown and single-snap bill. The sole accent is a wooden Bailey side pin and…

(1)
$44.20
Available Colors:
  • BLACK
  • TAN

  FINAL SALE   The Aklea Raffia Straw Swinger Sun Hat by Tommy Bahama is a fun and floppy hat for spring and summer! Features a round crown and the traditional floppy brim, the Aklea is every inch a sun hat. Final touches, the Tommy Bahama signature pineapple pin and an adjustable…

$39.00
Available Colors:
  • NATURAL

  Made in the USA   Featuring Bailey's proprietary Elite Finish, the Bogan Elite Wool Felt Fedora Hat boasts a luxuriously soft feel without the use of shellac. Innovated at the country's oldest hat factory in Adamstown, PA (since 1868), Bailey's Elite Finish creates an unbelievably…

(1)
$164.05

  Made in Mexico   Featuring a stylish leather and bead hat band, the Gypsy Wool Felt Western Hat by Charlie 1 Horse touts a wide brim and classic teardrop crown. Made of wool felt with a stiff finish, the Gypsy also features Charlie 1 Horse's signature fire-branded horseshoe logo at…

$91.80
Available Colors:
  • ACORN

  Made in the USA   Featuring Bailey's proprietary Elite Finish, the Winters Elite Wool Felt Fedora Hat boasts a luxuriously soft feel without the use of shellac. Innovated at the country's oldest hat factory in Adamstown, PA (since 1868), Bailey's Elite Finish creates an…

(3)
$164.05

  FINAL SALE   Quality matters, and Tommy Bahama delivers with the Concha Shantung Straw Fedora Hat. Day or night, this hat's handy, thanks to the woven straw body and grosgrain ribbon hat band, topped with a marlin metallic side pin. The COOLMAX sweatband lends a new level of…

$82.50
Available Colors:
  • IVORY

  UPF 50+ Sun Protection   Prepare for sunny spring and summer days with the Wide Brim Toyo Straw Gambler Hat by Jeanne Simmons! Boasting the highest UPF sun protection rating possible (UPF 50+) with an extra wide brim, the Wide Brim Gambler has you (literally) covered from damaging…

(2)
$36.00
Available Colors:
  • NATURAL

  The Reffell Leather Ivy Cap is constructed of top grain smooth leather and boasts a metal plate with a Bailey insignia. This is an ivy cap made from soft, supple leather featuring a smooth lining and comfortable sweatband. Perfect for any time of the year!   Approx. 10 1/2" Front…

$102.00
Available Colors:
  • COPPER
  • BLACK

  Welcome to today's hot new look in an amazingly soft, packable, and comfortable sewn braid! The Bailey Billy Braided Toyo Straw Fedora Hat is a top selling topper with a stingy brim that calls out to young headwear enthusiasts. This popular short snap-brim and teardrop crown are just perfect…

$63.75

  Made in the USA   Crafted with an extra wide brim and Bailey's Elite stiffened finish, the new Colver Elite Wool Felt Fedora Hat is a handsome new style for fall and winter. Starting with a classic teardrop crown, the Colver is trimmed with a narrow Japanese grosgrain hat band,…

$174.25
Available Colors:
  • BLACK
  • SILVER
  • DENIM

  Made in Mexico   Keep the sun off with the stylish High Desert Palm Leaf Straw Plantation Hat by Charlie 1 Horse! Its genuine palm leaf straw construction makes this hat sturdy and durable yet supple and flexible. Its wide brim provides plenty of coverage for your face, ears and…

$84.95
Available Colors:
  • NATURAL

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