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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 (43)

Bailey Caps

1 - 30 of 43 Products
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  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.    …

$63.00
Available Colors:
  • BLACK
  • CAMEL
  • NAVYBLUE

…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…

$125.00

…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…

$80.00
Available Colors:
  • DENIMBLUE

  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…

$46.75
Available Colors:
  • BEIGE
  • CHAMBRAY

…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…

$60.00
Available Colors:
  • BLUEWHITE

…Crafted of Super 220 wool suiting fabric, the Bailey Dormer Wool Ivy Cap is lightweight and perfect for year-round wear. Its classic design goes with everything - dress it up or down, it's up to you! Don't let your cap weigh you down, the Dormer Ivy Cap's timeless look is the best way to top off…

$80.00
Available Colors:
  • NAVYBLUE

…with the unique Falconer Cap by Bailey!   Approx. 2 1/2" Crown - Front 3 3/8" Crown - Back 2 1/4" Bill/Brim 2 1/2" Tuckaway Earflap   Made of: 100% Genuine Lambskin Leather   Poet® Collection Cap Military Cadet/Trapper Hybrid Design Bailey Wooden Side Pin Plaid Wool…

$125.00
Available Colors:
  • CHESTNUT

…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…

$60.00
Available Colors:
  • BLACK
  • BURGUNDY
  • NAVYBLUE

…linen and cotton fabric blend, the Cowley Linen Newsboy Cap by Bailey has a timeless eight-panel newsboy design available in three great solid colors. Cowley is finished with an extended sewn bill/brim and minimally adorned with a small Bailey staple side pin. Inside, a linen and cotton blend lining…

$55.00

  Featuring a 5-panel design in a striped dark denim finish, the new Koser Striped Cotton Ivy Cap by Bailey is a stylish new cap you'll want to add to your collection. Its classic denim goes with almost anything in your wardrobe while the dark navy stripes add texture and catch the eye.…

$80.00

…into the fall and winter spirit with the 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…

$60.00
Available Colors:
  • HUNTERGREEN
  • OLIVEGREEN

  Crafted with a streamlined six-panel duckbill (i.e. pub) cap design, the Lorant Linen Duckbill Ivy Cap by Bailey features a cool linen/cotton fabric blend ideal for warmer spring and summer months. Complete with contrast stitching along its seams and a sewn curved bill/brim, Lorant has a…

$55.00
Available Colors:
  • BLACK
  • OLIVEGREEN

…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…

$113.00
Available Colors:
  • DARKBROWN
  • BLACK

  Bailey's new Falc Striped Cotton Newsboy Cap features a classic 8-panel design in a timeless white and blue striped pattern. The Falc Newsboy is trimmed with a wooden Bailey side pin as well as a cotton sweatband and lining. Its heavy, workwear-weight cotton blend fabric is hard-wearing,…

$55.00
Available Colors:
  • DENIMBLUE

…innovative, contoured 8-panel design, the Byles Lambskin Leather Ivy Cap by Bailey is a stunning and unique new style. Bailey has long been known for the quality of their craftmanship as well as the comfortable fit of their caps; Byles is no exception. Its unique contoured paneling hugs your head…

$125.00

  Introducing the Bailey Shupp II Wool Felt Ascot Cap by Bailey. This is a great piece for those that prefer a more form fitted cap. It has side vents to give your head a little bit of ventilation and adds a little extra style without over doing it.   Approx. Round Crown 2" Sewn…

$60.00

…The Bailey Seddon Wool Blend Ivy Cap is the perfect hat for someone that loves the cuts of the newsboy cap with 8/4 panels but doesn't like the button on top.   Approx. 9 1/2" Diameter 2" Sewn Bill/Visor   Made of: 50% Wool 50% Polyester   6-Panel Design Bailey

$53.55

…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…

$89.25
Available Colors:
  • BLACK

  Introducing the Bailey Granard Lambskin Leather Trapper Cap with a perfect combination of leather and cotton to keep you warm and comfortable during the colder months.   Approx. 6 1/2" Earflap Length   Made of: Exterior - 100% Lambskin Leather Exterior Panels - 100%…

$188.00
Available Colors:
  • SADDLE

  New from the Bailey family is the Redford striped ivy cap. This cotton pickstitch pinstripe ivy cap is sure to grab the attention of all your friends and soon become your new favorite hat.   Approx. 9" Diameter 2" Sewn Bill   Made of: 100% Cotton   Lined…

$49.30
Available Colors:
  • STRIPED

…the Pinckney Lambskin Suede Ivy Cap is a new luxurious flat cap style by iconic hat maker Bailey. Featuring a classic ivy cap design complete with a flexible sewn leather bill, the Pinckney is finished with a small Bailey side pin, cotton sweatband and custom Bailey lining. The Pinckney's timeless…

$115.00
Available Colors:
  • CHESTNUT
  • MOSS

  Get your summer stripes on! The new Bailey Edring Striped Linen and Cotton Ivy Cap features a breezy linen and cotton blend outfitted in relaxed, washed-out blue stripes. Crafted in a classic ivy cap shape, Edring is accented with a small wooden Bailey side pin and a slightly extended sewn…

$60.00
Available Colors:
  • BLUE

…Blend Pub Duckbill Ivy Cap by Bailey features a stylish micro-herringbone pattern in a contoured 6-panel duckbill design. Perfect for those who love the feel of a ball cap, duckbills offer a similar fit with the overall look of a handsome flat cap. Finished with a micro Bailey staple side pin, the…

$55.00
Available Colors:
  • BLACK
  • OLIVEGREEN
  • SCARLETRED

…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…

$63.75
Available Colors:
  • BLACK
  • BROWN
  • GREEN

  New to the Bailey Galvin design, the Galvin Striped Twill Wool Newsboy Cap features a stylish striped tweed pattern perfect for the season. Featuring the Galvin's classic newsboy design, this cap boasts an 8-panel crown, Bailey back pin and a double snap bill. Great for cool fall and winter…

$95.00
Available Colors:
  • CHARCOAL

…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…

$63.75
Available Colors:
  • BLACK
  • CHARCOAL
  • BROWN

  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.   …

$85.00
Available Colors:
  • BROWN

…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…

$60.00
Available Colors:
  • BROWN

…  Featuring a lightweight cashmere and wool blend, the Bailey Cole Cashmere & Wool Ivy Cap is a stylish new cap for fall and winter. Expertly crafted in Italy, the Cole Ivy Cap boasts a classic sewn 2-panel design trimmed with a Bailey metallic side pin and a satin lining. Its lightweight…

$95.00
Available Colors:
  • BLACK
  • CAMEL
  • CHARCOAL

…the Lazar Lambskin Suede Leather Ivy Cap is a deluxe flat cap by Bailey of Hollywood. Crafted of genuine lambskin 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 a…

$80.00
Available Colors:
  • COFFEE

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