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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 (52)

Bailey Caps

1 - 28 of 52 Products
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  The Taxten by Bailey of Hollywood is a classic leather-paneled ivy cap with the casual appeal and presence of a true old-fashioned Sunday driving cap. On the interior, a finely woven grosgrain sweatband nicely accents custom Bailey lining, for a surprisingly rich experience.   …

(3)
$110.00
Available Colors:
  • BROWN

Bailey's Keter Cotton Ivy Cap is a new style for spring and summer. Crafted with a unique 6-panel design, the Keter Ivy Cap is trimmed with a small Bailey staple side pin, single snap bill and custom printed cotton lining. Add color and style to your look with the stylish Keter Cotton Ivy Cap by…

(3)
$52.00

  Bailey's cap shapes & fits are unparalleled when it comes to quality and style. The Harston Linen Ivy Cap, in woven linen makes for a unique shape that creates a smart look which can be dressed up for evening or dressed down for a casual look. There will be no other cap that fits this…

(3)
$46.75
Available Colors:
  • BEIGE
  • CHAMBRAY

…genuine lambskin leather, the Langham Lambskin Leather Ivy Cap is a handsome new cap from Bailey of Hollywood. With its singular 5-panel design, the Langham Ivy has a unique look you'll be hard-pressed to find elsewhere. Finished with a Bailey micro staple side pin and custom printed lining, the…

(1)
$122.00
Available Colors:
  • DARKBROWN
  • BLACK

…of leather rejoice! The new Bailey Glasby Lambskin Leather Ivy Cap features silky-smooth genuine lambskin leather in an innovative 5-panel design. Four small panels make up the back half of the cap while the front features a single large panel. Trimmed with a small Bailey wooden side pin only, the…

(1)
$138.00

…flat cap from Bailey of Hollywood. The Lord features a pair of metal snaps to keep the front of the crown snug against the bill for the quintessential sleek cap profile. If you want an unconventional but still striking appearance, just open up the snaps. The simplicity of the Bailey of Hollywood…

$83.00
Available Colors:
  • BLACK
  • CHARCOAL
  • BROWN
  • CAMEL

…boasting a metal plate with a Bailey insignia, invokes images of a young Brando sitting astride a vintage motorcycle in a classic black and white movie pose. Tinseltown memories shouldn't be a surprise when the crafter is Bailey of Hollywood.   This is an ivy cap made from soft, supple…

(1)
$116.00
Available Colors:
  • BLACK

…Rockburn Wool and Cotton Newsboy Cap by Bailey is a stylish addition to any cap lover's collection. A classic newsboy style made of eight cut and sewn panels with a top center button, the Rockburn is finished with an extended sewn bill and a small Bailey side pin. Made of a lightweight, all-seasons…

$64.00
Available Colors:
  • BROWN

…feature a center top button. For a finishing touch, a small wooden Bailey side pin is placed at the cap's left side. Perfect for fall and winter, the Salko Cotton Newsboy Cap has a singular look you need to add to your Bailey cap collection!    Approx. 9 5/8" Length, Flat 10" Width, Flat…

(1)
$60.00
Available Colors:
  • DENIMBLUE

…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 the…

$42.50
Available Colors:
  • BEIGE
  • BLACK
  • SKYBLUE
  • TAN

…the Ashton Cotton Newsboy Cap by Bailey is sure to become your go-to spring and summer cap. Made with a classic newsboy design, the Ashton has a round, 8-panel crown and is finished with a sewn extended bill. A wooden Bailey side pin adorns the cap's left side; the cap is lined with cotton and has…

(2)
$45.00
Available Colors:
  • BEIGE

  The Noclin Leather Newsboy Cap by Bailey is crafted of smooth, soft-to-the-touch leather in a classic 8-panel newsboy design. Embellished only with a small Bailey side pin, the Noclin Newsboy is finished with a double-snap bill, grosgrain ribbon sweatband and quilted satin lining. Treat…

(1)
$116.00
Available Colors:
  • BLACK

…Sigmond Cotton Newsboy Cap by Bailey is a fresh new cap perfect for warm spring and summer months. Featuring a classic newsboy (eight-quarter) cap design, the Sigmond boasts eight sewn panels with a center top button and an extended sewn bill/brim. A small wooden Bailey side pin adorns a left side…

$51.00
Available Colors:
  • BLUEWHITE

  Art is alive with the Anthem Velvet Ivy Cap from Bailey of Hollywood. The clean design is finished with a beautiful corduroy and velvet texturing. Be your stylish self with the lined interior showcasing beautiful line art!   Approx. 9" Diameter 2" Pre-Curved Sewn Bill/Brim …

$51.00
Available Colors:
  • CHOCOLATEBROWN

  The Sanville Cadet Cap from Bailey of Hollywood is the epitome of an instant classic. The iconic cadet cap design is complimented by breathable eyelets in the back, a comfort sweatband, and patterned interior lining. Simplicity is key!   Approx. 4" Crown 2 1/4" Precurved…

$54.00

  Comfort and style come together to form the Ornett Linen Blend Ivy Cap from Bailey. This cap features a durable linen blend, as well as breathable sewn eyelets and a padded sweatband. Furthermore, the most stunning detail is the plaid patterning on the brim and interior lining.   …

$55.00
Available Colors:
  • CHINO
  • NAVYBLUE

  Comfort and style combine beautifully with the Noah Duckbill Cap from Bailey of Hollywood. The intriguing 8-panel design features little more than a metallic Bailey side label, which is clean and simple. The illustrated interior lining adds an extra level of comfort not typically seen! …

$51.00
Available Colors:
  • NAVYBLUE

  When it comes to the Simnick Duckbill Cap from Bailey of Hollywood, simplicity is key. The 8-panel design has no muss and no fuss, just a small metallic Bailey side label. Underneath, the interior lining is decorated with small illustrations, proving that this hat is full of style! …

$64.00

…Cotton Duckbill Ivy Cap by Bailey! Crafted of lightweight cotton, the Stanger Cap features a 6-panel design that hugs your head for a familiar, baseball-cap like fit. This cap is trimmed sparingly with a wooden Bailey side pin, cotton sweatband and lining, and a sewn Bailey crown tip label.  …

$37.50
Available Colors:
  • RED

…your look this autumn and winter with the velvety softness and luxurious sheen of the new Wyman Velvet Newsboy Cap by Bailey. Part of their innovative Breed® Collection of hats and caps, Wyman boasts a more structured 8-panel design complete with a stylish extended bill. Its soft velvet fabric…

$64.00
Available Colors:
  • BLACK
  • BURGUNDY
  • NAVYBLUE

  Return to classics with the Springfield Wool Blend Newsboy Cap from Bailey of Hollywood. The iconic 8-panel newsboy cap design is accentuated by a patterned lining and comfortable sweatband. Perfect for anyone looking for a signature newsboy!   Approx. 9" Diameter - Flat 2 1/4"…

(2)
$45.00

…new Kottler Wool Blend Ivy Cap by Bailey! Featuring an oversized plaid pattern in a variety of hues, this cap is crafted of two panels with a slightly extended sewn bill and a wooden Bailey side pin. Keep warm while looking great with the new Kottler Wool Blend Ivy Cap!    Approx. 10 1/4"…

(2)
$45.00
Available Colors:
  • HUNTERGREEN
  • OLIVEGREEN

  The new Smit Tweed Wool Ivy Cap by Bailey features their modern, contoured 5-panel design for an exceptional fit. Adorned with a minimal Bailey staple pin, the Smit has a clean and updated look. Perfect for fall and winter, the Smit Tweed Ivy will keep you warm AND in style.    …

(1)
$67.00
Available Colors:
  • BLACK
  • CAMEL
  • NAVYBLUE

  The Marnul Velvet Cord Cadet Cap from Bailey of Hollywood is is the epitome of an instant classic. The iconic cadet cap design is complimented by breathable eyelets in the back, a comfort sweatband, and patterned interior lining. Simplicity is key!   Approx. 3 1/2" Crown 2 1/4"…

$54.00
Available Colors:
  • TOBACCO
  • CHOCOLATEBROWN

…Expand your Bailey Lord cap collection with the new Lord Houndstooth Tweed Wool Blend Ivy Cap! Featuring a classic houndstooth pattern in three stylish color palettes, the Lord Houndstooth Tweed will compliment your cool weather wardrobe flawlessly. Expertly crafted in Italy, this cap features a…

(3)
$85.00
Available Colors:
  • BLACK
  • BROWN
  • GREEN

  You just can't top the classics, like the Massey Cotton and Linen Newsboy Cap from Bailey. This top notch cap is made from a comfortable cotton and linen blend, complete with a soft cotton twill sweatband and lined interior.   Approx. 9" Diameter 2 1/4" Pre-Curved Sewn Bill …

$55.00
Available Colors:
  • CHINO

  Update your flat cap collection with the bright and crisp look of the new Mastron Plaid Cotton Ivy Cap by Bailey! Crafted in a classic ivy cap design, the Mastron features a 2-panels, extended sewn bill and wooden Bailey side pin. Its lightweight cotton fabric allows the Mastron to breathe…

(1)
$37.50
Available Colors:
  • BLUEGREEN

…finish, the Lazar Suede Leather Ivy Cap is a deluxe flat cap by Bailey of Hollywood. Crafted of genuine pig skin leather with a distressed suede finish, the Lazar is a distinctive cap for flat cap lovers. Four small panels comprise the back half of the cap while the front half is comprised of…

(1)
$86.00
Available Colors:
  • COFFEE

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