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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.
FREE USA GROUND SHIPPING
FREE USA GROUND SHIPPING
10% Off Sitewide Code: SAVINGS Plus Additional 15% On Select Straw
10% Off Sitewide Code: SAVINGS Plus Additional 15% On Select Straw
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  • Retail (29)

Black Straw Bailey

1 - 28 of 29 Products
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…Panama Straw (Toquilla Palm)   Handwoven in Ecuador Blocked & Finished in the USA Lightweight Stiff Crown, Slightly Flexible Brim Multi-Tone and Striped Pattern Body Partial Japanese Grosgrain Ribbon Trim Black Dipped Flooring Nail Underwelt Brim Fine Woven Sweatband Bailey Crown Tip…

$225.00

…Made in the USA Bailey's Winstone Raindura Straw Fedora Hat is the most shape retentive, durable straw hat on the market thanks to the exclusive Raindura® finish. This revolutionary process involves thermosetting yarn which has been handwoven inside a straw body. It is then blocked and…

$114.75
Available Colors:
  • BLACK

  Handwoven in Ecuador, Blocked & Finished in the USA   The Horan Panama Straw Fedora Hat by Bailey is a finely woven, lightweight headwear creation. This is hot weather perfection and will keep you cool, calm and collected. With a beautiful embossed leather hat band and delicate…

$204.00
Available Colors:
  • BLACK

…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 for a relaxed day or a night out on the town. A matching braided hat band and loop with the Bailey

$72.25

…of: 100% Genuine Panama Straw (Toquilla Palm)   Handwoven in Ecuador Blocked & Finished in the USA Lightweight Slightly Flexible Body Two-Tone Straw Body Twisted Front Dent - Crown Japanese Grosgrain Ribbon Hat Band Overwelt Brim Fine Woven Sweatband Bailey Crown Tip - Interior…

$225.00
Available Colors:
  • TAWNY
  • BLACK

…Raindura Straw Bucket Hat by Bailey has you covered! Featuring Bailey's exclusive Raindura® shape retentive and water repellant finish, the Rayne Bucket boasts a soft and pliable straw build in a classic bucket shape that can be rolled when on-the-go. A genuine leather band etched with the Bailey

$160.00
Available Colors:
  • BLACK
  • DARKNATURAL
  • IVORY

  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

…Panama (Toquilla Palm) Straw - Cuenca Weave   Handwoven in Ecuador Blocked & Finished in the USA Stylized Cuenca Weave Teardrop Telescope Crown Tonal Japanese Grosgrain Ribbon Hat Band Bailey Micro Side Pin Removeable Duck Side Feather Fine Woven Sweatband Bailey Crown Tip Detail…

$250.00
Available Colors:
  • BLACK
  • NATURAL
  • TAN

  Handwoven in Ecuador, Blocked & Finished in the USA   The Hurtle Panama Straw Fedora Hat is a unique piece by Bailey. Featuring a diamond crown that has been artfully ventilated, this genuine panama is headwear artistry at its finest. A Japanese grosgrain ribbon hat band and…

$225.00
Available Colors:
  • BLACK
  • TAWNY
  • LIGHTBLUE
  • NATURAL

  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…

$80.00

  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…

(7)
$170.00
Available Colors:
  • NATURALBLACK

  Made in Mexico   Bailey's Vaquero 10X Palm Straw Western Hat is a classic wide brimmed western hat made in Mexico of palm straw. With its cattleman crown and a wide shovel brim, the Vaquero is sure to make a statement wherever you go. Features a narrow leather hat band neatly…

$80.75
Available Colors:
  • BLACK

…summer with the sleek Mullan Toyo Straw Blend Safari Fedora by Bailey!   Approx. 4" Center Pinch Crown 2 3/8" Underwelt Brim - Front & Back 2 5/8" Underwelt Brim - Sides   Made of: 50% Toyo Straw, 50% Polypropylene -OR- 50% Toyo Straw, 34% Polypropylene, 16% Polyester …

(1)
$100.00
Available Colors:
  • BLACK
  • SAND

…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 topper with a…

$63.75

…USA   The Rask Gradient Panama Straw Fedora Hat by Bailey has been made using a gradation process that results in an awesome two-tone color meld. Woven by hand in Ecuador by skilled artisans then blocked and finished in the USA by expert Bailey craftsmen. The hat is trimmed with a Japanese…

$225.00
Available Colors:
  • BLACK
  • TAN

…  Bailey presents the Desert Knight Bangora Straw Western Hat just in time for spring and summer. Crafted of lightweight Bangora straw, the Desert Knight features a classic firm finish and striking vent-woven crown. Accents include a two-ply grosgrain hat band with ties, a Bailey spur side…

$60.00
Available Colors:
  • BLACK

…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 topper with a…

(29)
$85.00

…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% Polypropylene…

(4)
$95.00

…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 band. Made of a toyo straw blend,…

$90.00
Available Colors:
  • NATURAL
  • NAVYBLUE
  • BLACK

…Japanese grosgrain band, metal Bailey side pin, black-dipped signature Bailey nail accent, removable side feather, fine woven sweatband, and Bailey crown tip detail. Feel the breeze this spring and summer with the elegant Keats Vented Panama Straw Fedora Hat by Bailey!   Approx. 4" Center…

$240.00

…on today's modern man.   Approx. 4" Center Pinch Crown 2" Snap Brim   Made of: 55% Toyo Straw 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 true…

$85.00

Straw Fedora Hat by Bailey featuring a striking two-tone contrast weave. The Rene is artisanally handwoven in Ecuador then blocked and finished in the USA by expert Bailey craftsmen. The bold Rene boasts a genuine leather hat band complete with diagonal grosgrain side accent, black-dipped Bailey

$250.00
Available Colors:
  • BROWNBLACK
  • NATURALSILVER

…USA   Bailey isn't afraid to play with color and the Hesmond Sisal Litestraw Fedora Hat is a perfect example of how color and straw hats are a perfect match! The binding on this fedora is two-toned Japanese grosgrain ribbon. Made in the USA and featuring 100% sisal straw, the Hesmond has…

$100.00
Available Colors:
  • BLACKBLUE

  Made in the USA Made in the USA, the Quil Shantung LiteStraw Open Crown Hat by Bailey is a shuntung straw hat that has been crafted using Bailey's exclusive LiteStraw® finish. A soft pebbled leather hat band adorns the crown and is a tasteful accent to the Quil. Features an open…

$180.00
Available Colors:
  • NATURAL
  • BLACK

  Street-wise and ready for action, the Bailey 1922 Mannes Poly Braid Fedora Hat is one slick straw fedora, perfect for any scene or happening. This snap-brim braided straw hat is soft and packable for your convenience, but powerful and eye-grabbing in regards to looks and style.   …

$85.00

  Street-wise and ready for action, the Bailey 1922 Mannes Poly Braid Fedora Hat is one slick straw fedora, perfect for any scene or happening. This snap-brim braided straw hat is soft and packable for your convenience, but powerful and eye-grabbing in regards to looks and style. The teardrop…

(8)
$85.00

…shantung straw with a firm finish, the Newhall features an optimo crown (tapered sides, round top with center ridge) complemented with a wide flat brim. Trimmings include a contrast layered Japanese grosgrain band adorned with a Bailey 1922 signature black-dipped nail and Bailey micro side…

$200.00
Available Colors:
  • BLACK
  • NATURAL

…Please Note: Due to the nature of the straw, there may be some variance from hat to hat and is part of its beauty and uniqueness.   Made in the USA   The Braylon Sisal LiteStraw Fedora Hat by Bailey features a finer weave than most other straws in a classic design, perfect for…

$170.00
Available Colors:
  • BLACK
  • NATURAL

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