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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 (81)

Bailey Straw Hats

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…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 topper with a stingy…

(26)
$66.00

…the Bailey of Hollywood Spencer Toyo LiteStraw Fedora Hat keeps the rain out and style always on. This toyo design features their exclusive LiteStraw® finish for an amazingly comfortable feel in addition to water repellency. With Bailey's LiteStraw® finish your perception of straw hats and just…

(3)
$85.00
Available Colors:
  • NATURAL

  Street-wise and ready for action, the Bailey of Hollywood Mannes Poly Braid Fedora Hat is one slick straw fedora, perfect for any scene or happening. This short snap-brim braided straw hat is soft and packable for your convenience, but powerful and eye-grabbing in regards to looks and style.…

(6)
$66.00

…Rudi by Bailey.   Approx. 3 7/8" Tear Drop Crown 2 1/2" Snap Brim   Made of: 100% Shantung Straw    Made in the USA LiteStraw® Finish - Water Repellent and Shape Retention Multi-Tone Woven Design Vented Crown Multi-Colored and Layered Cord Hat Band Bailey Logo Leather…

$160.00

…Raindura Straw Fedora Hat from Bailey.  It has the Raindura Finish: A revolutionary, thermosetting yarn has been hand woven inside this paper straw which is blocked and treated with an ultra light water repellent coating. The result is the most shape retentive, durable straw hat in the market. …

$96.00

…including a grosgrain hat band with side bow adorned with a deluxe large side feather and antique flooring nail side detail. The Outen has all the acoutrements you love in a classic felt fedora with the lightweight and cooler wear of a straw hat. Made with Bailey's premium LiteStraw® finish,…

$115.00
Available Colors:
  • BEIGE
  • NATURAL

…unique look on today's modern man.   Approx. 4" Crown 2" Snap Brim   Made of: 55% Toyo Straw (Paper) 45% Polyester   Multi-Color Striped Grosgrain Ribbon Hat Band Bailey Side Pin Cotton Sweatband Unlined Packable / Crushable   Sizes: S, M, L, XL, and XXL; fits…

$66.00

…their Breed® line 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…

$100.00
Available Colors:
  • NATURAL

…beautiful cool toned colors, the Magness LiteStraw Fedora Hat by Bailey is made of 100% shantung straw which has been finished with innovative LiteStraw technology. The Magness is a stiff fedora and has been crafted using colorblocking. The hat band is made of Japanese grosgrain ribbon and a dipped…

$150.00
Available Colors:
  • SILVER

…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 and a…

$66.00

  There's not much sharper than the Berle Toyo Straw Blend Fedora Hat from Bailey! This neat hat's most eye-catching feature is its clean, striped grosgrain ribbon hat band wrapping around the vented toyo crochet crown. Plus, the cotton twill sweatband and unlined interior allow for a nice…

$95.00
Available Colors:
  • NAVYBLUE
  • VANILLA

…the Rockett Raindura Straw Gambler Hat by Bailey features their exclusive new Raindura Finish which helps the hat maintain its shape even after getting wet. Pliable and completely packable, Rockett has a crease down its classic telescope crown and is finished with a braided hat band complete with…

(2)
$110.00
Available Colors:
  • TAN

…personality? Look no further than the striking Tasmin Panama Straw Fedora Hat by Bailey! All genuine panama hats, including the Tasmin, are handwoven by artisans in Ecuador; the Tasmin was then blocked and finished in the USA by expert Bailey craftsmen. The Tasmin's multi-color braided inlaid crown…

(2)
$165.00
Available Colors:
  • MULTI
  • BLUE

…inside this paper straw which is blocked and treated with an ultra light water repellent coating. The result is the most shape retentive, durable straw hat in the market. This durable hat features a faux leather braided hat band, as well as a Bailey side pin. Made in America, this hat is absolutely…

$120.00
Available Colors:
  • IVORY
  • 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…

$65.00
Available Colors:
  • NATURAL

…option for those looking for a hat with the look of straw, without the hassle straw hats require. What's not to love?    Approx. 3 7/8" Pinch Crown 2" - 2 1/8" Snap Brim   Made of: 100% Polypropelene   Grosgrain Hat Band Bailey Staple Side Pin Cotton Twill Sweatband…

$75.00
Available Colors:
  • NATURAL

…option for those looking for a hat with the look of straw, without the hassle straw hats require. What's not to love?    Approx. 3 7/8" Pinch Crown 2" - 2 1/8" Snap Brim   Made of: 100% Polypropelene   Grosgrain Hat Band Bailey Staple Side Pin Cotton Twill Sweatband…

$58.00
Available Colors:
  • GRAPHITE
  • RED

…Seagrass Straw Fedora Hat by Bailey is a modern fedora made in the USA. The Verrett features an open weave body and is accented with a Japanese grosgrain ribbon band. Overlaying this band is a braided leather cord stitched to a horsehair braid. Part of Bailey's spring/summer straw hat line, the…

$125.00
Available Colors:
  • NATURAL

…in a wool hat? Well now you don't have to. Introducing the Bailey Chaplin Panama Straw Bowler Hat with the heart of a bowler but the ability to keep you comfortable during the summer days.   Approx. 4" Bowler Crown 2" Curled Brim   Made of: 100% Genuine Panama Straw - Brisa Weave…

(2)
$175.00
Available Colors:
  • BLEACH

…come together in the Gunnar Panama Straw Fedora Hat by Bailey. The innovative 2-toned hat band has been given a western rope feel thanks to the heavy thread topstitching. Blocked and finished in the USA of 100% of Panama straw, this hat is trimmed with a Bailey side pin and DRI-LEX® sweatband for…

$190.00
Available Colors:
  • TAN

…Panama Straw Fedora Hat from Bailey. This fine hat features a narrow cotton herringbone hat band, as well as a contrast color bound edge around the brim. This USA-made fedora is of the highest quality!   Approx. 3 1/2" Pinched Crown 2 3/4" Snap Brim   Made of: 100% Panama Straw

$175.00
Available Colors:
  • NATURAL

  Made in the USA   The newest addition to the Wind River® collection is the Lark Endura Raindura Straw Outback Hat. Bailey's exclusive Raindura finish that makes the straw both water resistant and shape retentive. The lightweight outback will have your back by keeping you cool with…

$90.00
Available Colors:
  • TAN

…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. Since this piece has a vented crown you can wear…

(2)
$65.00
Available Colors:
  • NATURALTAN

…crafted, the Tessier Panama Straw Fedora Hat by Bailey will add distinctive style to your look this spring and summer! Like all genuine panama hats, the Tessier's body was artfully handwoven in Ecuador then blocked and finished in the USA by master craftsmen. The resulting hat is lightweight, supple…

(2)
$170.00

…than the best, like the Stansfield Panama Straw Fedora Hat from Bailey! This American-made hat is made of fine, reliable panama (toquila palm) straw, complete with a leather hat band and woven detail wrapping around the crown. Quality matters, and Bailey knows that!   Approx. 3 3/4"…

$170.00
Available Colors:
  • NATURAL

  Stay stylish with the Noakes Toyo Straw Fedora Hat from Bailey. This light-weight hat features a simple, almost minimalist design, made of durable, comfortable toyo straw, complimented by a single Bailey side label. It's all tied together by a solid stripe of color wrapping around the…

$78.00
Available Colors:
  • NATURAL
  • BROWN

…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 is finished with a pattern woven hat band and Bailey side pin. Inside, an absorbent…

(1)
$110.00

…Raindura Straw Outback Hat, part of the Bailey Wind River® collection of rugged outdoor styles. The Oswego is crafted in the USA using Bailey's exclusive Raindura finish that makes the straw both water resistant and shape retentive. The Oswego is lightweight and features a stylish woven fabric hat

$90.00
Available Colors:
  • NATURAL

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