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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 (41)

Bailey Xxl

1 - 28 of 41 Products
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…of kick to the standard flat cap style. Made in a summer weight suiting material, so you can enjoy all day long.   Approx. 9 1/2" Diameter 2" Snap Bill/Brim   Made of: 100% Polyester   Lined Bailey Side Pin Snap Bill/Visor   Sizes: S, M, L, XL and XXL  

$65.00
Available Colors:
  • GRAPHITE
  • BASALT

…Approx. 3 1/2" Teardrop Crown 1 5/8" Snap Brim   Made of: 100% Polypropylene Braid   Black Bailey Side Pin Striped Grosgrain Ribbon Hat Band & Loop Woven Polyester Sweatband Unlined  Packable / Crushable   Sizes: S, M, L, XL, and XXL; fits true to size.  

(6)
$75.00

…Crown 2 1/2" Downturned Brim   Made of: 100% Wool Felt - Lanolux® Finish   Made in the USA Premium Lanolux® Finish - Luxurious Sheen & Soft Feel Leather Hat Band Fine Woven Sweatband "Bailey" Side Pin   Sizes: S, M, L, XL, XXL and XXXL; fits true to size.  

$155.00
Available Colors:
  • BLACK
  • WALNUTBROWN
  • BLUE
  • BLACKMIX

…is a great hat to spend the day walking around town in without feeling over heated.   Approx. 4" Center Pinch Crown 2" Snap Brim   Made of: 100% Polypropylene   Comfort Sweatband Unlined Bailey Side Pin   Sizes: S, M, L, XL, and XXL; fits true to size.  

(2)
$75.00

…  Approx. 3 3/4" Center Pinch Crown 2" Snap Brim   Made of: 100% Virgin Wool Felt - Lanolux® Finish   Made in the USA Exclusive Lanolux® Finish Genuine Leather Hat Band w/ Cording Edge Laser-Etched Bailey Logo   Size: S, M, L and XL; fits true to size.  

$145.00

…4" Center Dent Crown 2 3/4" Curled Brim   Made of: 100% Wool Felt - Stiff Finish   Made in the USA Grosgrain Ribbon Hat Band w/ Side Bow Side Feather Laser Etched Bailey Side Logo Grosgrain Ribbon Trimmed Brim Comfort Sweatband Satin Lining   Sizes: S, M, L, XL and XXL

(2)
$130.00
Available Colors:
  • BLACK

  Made in the USA   The Renegade® Lexington Wool Felt Western Hat by Bailey features a polished stiff wool felt finish for a crisp and handsome look that won't lose its shape. Crafted with a pinched teardrop crown, the Lexington is finished with a leather tassel hat band and a…

(3)
$94.00

Bailey metal side pin on the back. The lined interior is comfortable, allowing for a great fit you'll love.   Approx. 2" Pre-Curved Bill   Made of: 50% Wool 50% Polyester   Offset Paneled Pattern Bailey Metal Side Pin Lined   Sizes: S, M, L, XL, and XXL; fits…

$70.00
Available Colors:
  • BROWN

…from a true quality brand.   Approx. 3 7/8" Teardrop Crown 1 3/4" Snap Brim   Made of: 55% Toyo Straw 45% Polyester    Self Hat Band Cotton Sweatband Bailey Side Pin OR Tag Unlined Packable / Crushable   Size(s): S, M, L, XL and XXL - Fits true to size.  

(26)
$75.00

…  Inspired by nature, the Bailey 1922 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…

(3)
$90.00
Available Colors:
  • NATURAL

…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 is the Bailey 1922 Heritage Derby. This gorgeous piece is made in the USA and crafted to perfection.…

(2)
$135.00
Available Colors:
  • BROWN
  • WHITE
  • BLACK

  Made in the USA   The Bailey Darron Wool LiteFelt Pork Pie Hat was created with a handsome telescope crown, making it a style so versatile it can be the finishing touch to any outfit!   Approx. 3 5/8" Telescope Crown 1 5/8" Snap Brim   Made of: 100% Wool…

(4)
$118.00

  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,…

$185.00
Available Colors:
  • BLACK
  • SILVER
  • CHESTNUT
  • DENIM

  Made in the USA Another quality offering proudly crafted in the USA by experienced Bailey craftsmen! The Bailey 1922 Blixen Wool LiteFelt Fedora Hat is a classic felt fedora featuring a wide grosgrain hat band and sophisticated styling. Its exclusive LiteFelt® finish gives the hat…

(3)
$118.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • COGNAC
  • BASALT
  • SILVERBELLY

…construction by Bailey 1922.   Approx. 1 7/8" Sewn Bill/Visor   Made of: 35% Cotton 65% Polyester   Signature 5-Panel Design Water Resistant Wooden Bailey Side Pin Comfort Sweatband Lightweight Fabric Lining   Sizes: S, M, L, XL and XXL; fits true to…

(1)
$60.00
Available Colors:
  • TAN
  • BLACK
  • NAVYBLUE

…head cooler and dryer all day long. Approx. 3 3/4" Teardrop Crown 2" Snap Brim   Made of: 100% Shantung LiteStraw®   DRI-LEX® Absorbent Sweatband Japanese Grosgrain Hatband Removable Side Feather Bailey Logo   Size: S, M, L, XL, and XXL; fits true to size.  

(5)
$140.00
Available Colors:
  • NATURALBLACK

  Made in the USA The Switchback is a classic Wind River® by Bailey western style. Made in the USA of their exclusive wool LiteFelt® that is both packable/crushable and water repellent, the Switchback features a braided leather hat band and curved brim for a timeless Aussie/western…

(5)
$115.00
Available Colors:
  • BLACK
  • PECAN

…by Bailey.    Approx. 4 3/8" Center Pinch Crown 3" Downturned Brim   Made of: 100% Wool   Made in the USA Velour Finish Double-Wrapped Leather Hat Band Bailey Wood-Chip Logo Underwelt Brim  Dri-Lex Absorbent Sweatband Unlined   Size(s): S, M, L, XL and XXL;

$190.00

  Made in the USA   Grab and go with the Relik Shantung Straw Fedora Hat by Bailey, a fedora that will keep you cool and protected this summer. Made in the USA of 100% shantung straw, lightweight yet strong, the Relik is finished with LiteStraw® that provides a supple feel, water…

$150.00

…cap silhouettes, the Solid Galvin is made in Italy.   Approx. 2" Snap Bill   Made of: 70% Wool 30% Polyester   Made in Italy Bailey Side Pin Satin Lining Woven Ribbon Sweatband   Sizes: S, M, L, XL and XXL; fits true to size.   FINAL SALE  

$45.00

  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,…

$185.00
Available Colors:
  • HONEY

…  Approx. 4 1/4" Center Pinch Crown 2 5/8" Brim   Made of:  65% Polyester 35% Cotton   Water Repellent Padded Cotton Sweatnand Ventilation Eyelets Leather headband with Prong Back Bailey Oval Pin Unlined   Sizes: S, M, L, XL, and XXL; fits true to size.  

(28)
$70.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • CHINO

…  Approx. 3 3/4" Teardrop Crown 1 3/4" Snap Brim   Made of: 55% Toyo Straw  45% Polyester    Packable/Crushable Design Self Fabric Hat Band Self Fabric Cross Strap Bailey Side Pin Cotton Sweatband Unlined   Size(s): S, M, L, XL and XXL - Fits true to size.  

$75.00

  Designed for those who thrive in the great outdoors and seek sun protection, Bailey's Dario Toyo Straw Blend Lifeguard Hat has an extra wide downturned brim perfect for keeping harmful rays off your face. The chin cord with adjustable toggle allows for extra security no matter the adventure.…

$95.00
Available Colors:
  • NATURAL

  Made in the USA   Bailey's Clorindon Elite Wool Felt Fedora Hat is a flexible fedora with a bubble crown and grosgrain ribbon trimmed brim. The crown features a wide Japanese grosgrain band which is overlaid with a silk blend, heathered, narrow ribbon, giving the Clorindon extra…

$215.00
Available Colors:
  • BLEACH

  Made in the USA   This western by Bailey's Wind River collection, the Dalhart Toyo Straw Blend Western Hat, is the newest in their Raindura collection. The Dalhart is built to last with its durability, shape retention and water repellent qualities. Diamond-shaped ventilation holes…

$105.00
Available Colors:
  • IVORY

…from a true quality brand.   Approx. 3 7/8" Teardrop Crown 1 3/4" Snap Brim   Made of: 55% Toyo Straw 45% Polyester    Self Hat Band Cotton Sweatband Bailey Side Pin OR Tag Unlined Packable / Crushable   Size(s): S, M, L, XL and XXL; fits true to size.  

$75.00

…unequaled value.   Approx. 4" Center Pinch Crown 2 1/2" Snap Brim   Made of: 100% Wool Felt - Stiff Finish   Grosgrain Ribbon Hat Band Removable Side Feather Bailey Logo Satin Lining Poly Blend Sweatband   Sizes: S, M, L, XL, and XXL; fits true to size.  

(6)
$130.00
Available Colors:
  • BLACK

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