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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 144 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

  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

  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…

(29)
$85.00

  Bailey introduces the Craig Polybraid Straw Fedora Hat, a new straw fedora for the spring and summer season. Crafted of packable polypropelene straw, the Craig Fedora is lightweight, packable (flexible) and water resistant. The Craig Fedora Hat is ideal for both men and women and is a great…

$85.00
Available Colors:
  • NATURAL
  • WHITE
  • BLACK
  • MOCHA

  Made in the USA   Bailey's Guthrie 7X Shantung Straw Western Hat is made in the USA of high-quality, stiff 7X shantung straw in a classic cattleman design. Its lightweight design features a cattleman crown with three ventilation eyelets per side, a narrow two-ply grosgrain ribbon…

$110.00
Available Colors:
  • IVORY

  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 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

  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

  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 teardrop crown and all-around snap stingy brim. A…

(6)
$90.00

  Please Note: This style fits towards the smaller end of its generalized letter size. See below or call us at 1-888-847-4287 for help with sizing. S = 6 3/4 M = 7 L = 7 1/4 XL = 7 1/2 XXL =7 3/4   Made in the USA Are you missing that one hat from your collection? I bet it…

(2)
$160.00
Available Colors:
  • BROWN
  • WHITE
  • BLACK

  Classic styling and skilled craftsmanship make the Bailey 1922 Salem Braided Fedora a style to be proud to own. The soft/packable sewn braid construction, center pinch crown, with striped grosgrain band of the Salem qualify this fedora as a carryover classic. This fantastic, unlined…

$85.00

  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

  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

  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

  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

  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

  Take the island lifestyle with you wherever you go with the Nissi Toyo Braid Fedora Hat by Tommy Bahama. This casual style is crafted of lightweight and airy toyo straw braid in a relaxed, stingy brim fedora design. The interior is unlined for maximum breathability while the interior crown…

$70.00
Available Colors:
  • NATURAL

  FINAL SALE   The outdoors is open to adventure with the Bondi Rush Straw Safari Fedora Hat from Tommy Bahama! This comfortable hat features a COOLMAX sweatband and an unlined interior, as well as an adjustable braided chin cord that ensures a perfect fit! That iconic marlin side…

$30.00
Available Colors:
  • NATURAL

  FINAL SALE   UPF 50+ Sun Protection   It's the season for straw and who better to show us what a straw hat is all about than the 'fun in the sun' experts themselves, Tommy Bahama...and they have just the hat this season, the Weddell Braided Toyo Straw Fedora Hat! Made of…

$24.00
Available Colors:
  • NATURAL

  Please Note: The inner tags on this ball cap are mislabelled as L/XL. These caps are actually One Size and have an adjustable hook and loop strap at the back. The cap adjusts to fit adult sizes 7 (M) - 7 5/8 (XL).    UPF 50+ Sun Protection   Torrey UPF long bill cap is a…

(1)
$21.21
Available Colors:
  • KHAKI

  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:
  • BLACK
  • PEWTER
  • COGNAC
  • OXBLOOD
  • SERPENT

  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

  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

  The majestic wild creature is also known as a comic book superhero. Be regal, be brave with the Black Panther Trucker Snapback Baseball Cap from Goorin Bros! The mesh back panels and buckram-supported front panels create a classic snapback design, and emphasize comfort like no other. Plus,…

$40.00

  FINAL SALE   The Kiwah Raffia Crochet Cloche Hat by Tommy Bahama is casual straw hat, perfect for sunny days filled with activity. Completely packable/crushable making it perfect companion on daily excursions. A loosely crocheted design allows for maximum ventilation and…

$42.00
Available Colors:
  • NATURAL

  Please Note: The inner tags on this ball cap are mislabelled as L/XL. These caps are actually One Size and have an adjustable hook and loop strap at the back. The cap adjusts to fit adult sizes 7 (M) - 7 5/8 (XL).    UPF 50+ Sun Protection   Torrey UPF long bill cap is a…

(2)
$21.21
Available Colors:
  • WHITE

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