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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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  • Retail (47)

Bailey Straw Fedora

1 - 30 of 47 Products
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…of hat styles, the Romeo Raffia Straw Blend Trilby Fedora Hat by Bailey is a fresh and contemporary straw style for spring and summer. Crafted of an exclusive raffia and polyester blended braid, Romeo boasts a soft and pliable finish not usually found in straw hats. Its loose weave is incredibly…

$76.50

Made in the USA The Bailey Guthrie is made of a new softening and finishing technology for Shantung Straw which creates an incredibly comfortable and flexible fit. As an added bonus, this is one of the few straw hats that is actually water resistant. The hat comes with the Dri-Lex moisture…

$93.50
Available Colors:
  • NATURAL

  Combining toyo straw (paper) 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…

$51.00
Available Colors:
  • NATURAL
  • NAVYBLUE

…the Fernales Palm Straw Trilby Fedora Hat by Bailey for the spring/summer season. Featuring a smaller profile compared to classic fedora designs, the Fernales boasts a pinch front crown and stingy (short) brim. Keep the sun off your head in total style with the Fernales Palm Straw Trilby.  …

$51.00
Available Colors:
  • NATURAL

  The new 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…

$65.00
Available Colors:
  • NATURAL

…color blocked design, the Grimet Toyo Braid Straw Trilby Fedora Hat by Bailey is an eye-catching, sleek style. Crafted of extra fine braided Toyo straw for a lightweight and packable finish, Grimet keeps the details simple with only a small Bailey staple side pin. Its stingy snap brim can be…

$59.50
Available Colors:
  • CHARCOAL

  Introducing the Bailey of Hollywood Vito Toyo Straw Braid Trilby Fedora Hat which has a great combination of colors. The pattern on the crown creates the appearance of a hat band without one actually being present. This hat is also crushable so you don't have to worry about someone picking…

$59.50

…braid, Bailey's Truro Toyo Straw Blend Trilby Fedora Hat is not only incredibly breathable but also completely packable and crushable. Truro features a pliable braided chevron weave blocked into a classic pinch front crown and all-around snap stingy brim. A striped inlaid "hat band" and Bailey

$59.50

  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 tear drop crown and all-around snap stingy brim. A…

$59.50

  Featuring Bailey's exclusive Winter Toyolene Braid, the new Ragon Toyo Braid Straw Trilby Fedora Hat features a sleek and modern design with an almost-clothlike feel and finish. Ragon features a trilby fedora design with an overall smaller profile, a color-blocked finish and no traditional…

$59.50
Available Colors:
  • FORESTGREEN

…profile, the Tor Short Panama Straw Trilby Fedora Hat by Bailey is a new style for spring and summer featuring a custom contrasting weave. Handwoven by artisans in Ecuador, the Tor Short Trilby is blocked into its sleek shape and finished with deluxe details at the Bailey factory in the USA. A…

$148.75
Available Colors:
  • BLACKNATURAL
  • NATURALBLACK

…an intricate, two-toned geometric weave, the new Arsun Two-Tone Straw Fedora Hat by Bailey steals the show. The Arsun boasts a classic pinch front crown and mid-width brim combined with a simple grosgrain ribbon hat band and Bailey micro-staple side pin. Stylized venting woven along the crown's…

$145.00
Available Colors:
  • BLACKWHITE

…in Ecuador; Blocked & Finished in the USA   The Collonade Panama Straw Fedora Hat by Bailey combines a classic outback design and the hand-crafted artistry only a genuine panama straw hat can provide. Starting with a tear drop crown shape, the Collonade boasts a classic-width…

$140.00
Available Colors:
  • OLIVEGREEN

  Handwoven in Ecuador; Blocked & Finished in the USA   The new Bailey Halsey Panama Straw & Suede Fedora Hat has a singular look that defies categorization. Handwoven with care by artisans in Ecuador, the Halsey boasts non-traditional suede leather embellishments for a…

$200.00
Available Colors:
  • NATURALOLIVE

…The Bailey of Hollywood Sydney Panama Straw Fedora Hat owns the summer with a strong straw weave that should stand the test of several Summers. Undeterred by the season's bright sun and general wear and tear, quality and style are heavily featured in this stingy brim genuine Panama fedora.

$127.50

  Tired of straw fedoras that crack or easily damage? The new Tate Braided Straw Fedora Hat by Bailey features its polypropylene "straw" that is braided and sewn for a lightweight and completely packable finish. Its classic fedora design features a pinch front crown accented with self hat band…

$51.00

  Introducing the Bailey Tennessee Fedora Hat. This is a great lightweight summer hat to keep you cool and protected from the sun at the same time. The brim and the crown are two different colors but the plaid hat band make them sync perfectly together. You can't go wrong with this…

$55.25
Available Colors:
  • TANBROWN

…Introducing the Bailey Mannesroe fedora that adds a little color and style to your life. It is a great hat to spend the day walking around town in without feeling over heated. Approx. 4" Center pinch crown Approx. 2" Snap brim Made of: 100% Polypropylene Unlined Bailey pendant …

$51.00

…Cuenca weave Panama. This beauty from Bailey is the perfect casual summer fedora. It comes complete with a stunning leather band and Bailey hat pin.     Approx. 4" Crown 2 7/8" Pre-snap Brim   Made of: 100% Genuine Panama Straw (Cuenca Weave)   Woven Polyester…

$119.00
Available Colors:
  • NATURAL

…to join the panama collection is the Bailey Thurman Center Dent Panama. This piece screams classic and casual what more could you ask for in a hat.   Approx. 4" Pinch Front Crown 2 3/8" Snap Brim   Made of: 100% Genuine Panama Straw - Brisa Weave (Handwoven in Ecuador) …

$127.50

  Introducing the Bailey Archer Toyo Straw Braid Fedora Hat with a stingy (short) snap brim for a sleek look. Crafted of a lightweight and flexible toyo straw blend, the Archer is a great alternative to classic straw fedoras that are prone to cracking and crushing.    Approx. 3…

$57.38
Available Colors:
  • SMOKE
  • COFFEE

…the Bailey Wilshire Toyo Braid Straw Fedora Hat with the gorgeous collection of colors to grab your eye and the lovely rounded teardrop crown will make this hat your new favorite everyday hat.   Approx. 4" Rounded Teardrop Crown 2" Snap Brim   Made of: 50% Toyo Straw (Paper)…

$59.50
Available Colors:
  • COPPER
  • BLACK
  • NAVYBLUE
  • SAND

…  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 with the Bailey Roll Up II Panama Fedora Hat!   Approx.…

$182.75
Available Colors:
  • NATURAL

…Tavion Abaca Straw Braid Fedora Hat by Bailey. This is a great lightweight hat that is comfortable and won't weigh you don't. THe hat band is created as one with the hat to create one solid piece.   Approx. 4" Crown 2 3/4" Brim   Made Of: 100% Abaca Straw   Inlaid…

$85.00
Available Colors:
  • NATURAL

straw in this style features black "staining" throughout. This is the intended look of the hat and does NOT constitute damage.    Handwoven in Ecuador; Finished in the USA   Looking for a panama hat with a bit more flair? The new Bailey Wasser Two-Tone Panama Straw Fedora Hat…

$140.00
Available Colors:
  • BLACKNATURAL

…distinct island vibe, the new Rayney Two-Tone Panama Straw Fedora Hat by Bailey boasts a singular new look for spring and summer. Crafted of genuine panama straw handwoven by artisans in Ecuador then expertly blocked and finished in the USA by Bailey craftsmen, this style is a handsome example of…

$135.00
Available Colors:
  • NATURALBROWN

…distinctive and stylish vented crown separates the Alfer Vent Panama Straw Fedora Hat by Bailey from standard panama fedora hats. Artisanally handwoven in Ecuador, the Alfer was blocked and exquisitely finished in the USA by Bailey craftsmen. Needing little embellishment, Alfer is sparingly adorned…

$212.50
Available Colors:
  • BLEACH

…smaller profile, the Tor Panama Straw Tear Drop Fedora Hat by Bailey is a new style for spring and summer featuring a custom contrasting weave. Handwoven by artisans in Ecuador, the Tor Fedora is blocked into its classic shape and finished with deluxe details at the Bailey factory in the USA. A tear…

$157.25
Available Colors:
  • BLACKNATURAL
  • NATURALBLACK

…& Finished in the USA   Featuring a lovely olive green hue, the Gelhorn Panama Straw Tear Drop Fedora Hat by Bailey is an artisanal gem. Handwoven by artisans in Ecuador of genuine panama straw, Gelhorn is then blocked and expertly detailed by talented craftsmen in the USA. Boasting a…

$114.75
Available Colors:
  • OLIVEGREEN
  • BROWN
  • NATURAL

…while a comfy custom Bailey sweatband should keep you comfortable for every event, day or night. The Bailey of Hollywood Billy fedora is a casual masterstroke from a true quality brand.   Approx. 3 7/8" Crown 1 3/4" Brim   Made of: 55% Toyo Straw 45% Polyester    …

$51.00

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