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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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Gambler Style

1 - 15 of 15 Products
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  The Jaxon Wool Gambler Hat is a dapper and stylish hat with a slight western flair. This hat embodies the same fast talking, risk-taking style that the name suggests. Featuring a telescope crown, this Wool Gambler is ready for adventure!   Approx. 3 3/8" Underwelt Brim 3 5/8"…

$49.95
Available Colors:
  • BLACK

…a Stetson metal side pin, slightly flared brim and absorbent Dri-Lex® sweatband. Its crushable (i.e. packable) nature makes this a great outdoor style while it also boasts the additional benefit of being water repellent.    Approx. 3 3/4" Telescope Crown 3 1/4" Flared, Underwelt Brim …

$80.00

  Made in Mexico   The Western Wool Felt Gambler Hat by Eddy Bros features a classic telescope crown gambler style with a western twist. Crafted of 100% wool felt with a soft, packable finish, the Western Gambler is accented with a western-inspired conch faux leather hat band tied at…

$40.00
Available Colors:
  • BLACK

…Collection. The Black Hawk serves a gambler style crown trimmed with silver-tone studs, concho accented black leather band and black leather tails.   Best of all the Black Hawk is water resistant and crushable!   Approx. 3 7/8" Gambler Crown 3 1/2" Underwelt Brim   …

$67.50
Available Colors:
  • BLACK

…LiteFelt Western Hat by Renegade. This is a great wool gambler with a stylish studded leather hat band and flared, upturned brim. Made in the USA by expert craftsmen, the Joker features their exclusive wool LiteFelt® finish that makes this style both packable/crushable and water repellent. No stiff…

$68.00
Available Colors:
  • BLACK

…a weathered cotton make, the Stetson Distressed Cotton Gambler Hat is a dapper alternative to the standard pinch front/tear drop crowned Safari/Aussie/Outback styles so pervasive in the outdoor hat market. The Stetson Distressed Gambler Hat features a telescope crown stylishly bisected by a seam…

$64.00
Available Colors:
  • BROWN

  Made in the USA   A classic gambler style with a western edge, the Rockett Toyo Straw Gambler Hat by Bailey features their exclusive new Endura Finish which helps the hat maintain its shape even after getting wet. Pliable and completely packable, Rockett has a crease down its…

$100.00
Available Colors:
  • TAN

…product that they'll want to hold onto forever.   Brixton's new Trinidad Toyo Straw Gambler Hat offers a sleek look unfettered from traditional trims and accents. This wide-brimmed gambler style features a classic telescope crown with added venting for superior breathability. Its wide brim…

$72.00
Available Colors:
  • TAN

…  Made of twisted genuine Panama straw, Pantropic's Twisted Panama Straw Gambler Hat features a loose weave in a classic gambler hat style. Handwoven in Ecuador then blocked and finished in the USA, this style represents hours of artisanal work and specialized craftsmanship. Renowned for…

$115.00
Available Colors:
  • DARKNATURAL
  • NATURAL

… Handwoven in Ecuador; Blocked & Finished in the USA   Whether you're headed to the beach or just shading yourself in style, the Jaxon Gambler Cuenca Grade 3 Panama Hat is the perfect choice. Lightweight with consistent weaving, this Panama Hat will keep you cool on those hot…

$88.00
Available Colors:
  • NATURAL

  The Conner Deluxe Toyo Straw Gambler Hat offers an elegant and classic style in lightweight and breathable Toyo straw. Featuring a black grosgrain ribbon hatband and 3-inch, slightly upturned brim, this timeless hat is finished with an elastic cotton sweatband. Perfect for spring and summer -…

$49.00
Available Colors:
  • IVORY

  Made in the USA   The Stetson Pin Seeker Hemp Straw Gambler Hat boasts a distinctive and handsome aesthetic not often seen in gambler styles. Crafted of premium hemp braid right here in the USA, the Pin Seeker is an ode to expert craftsmanship and exudes elegance in its simplicity.…

$165.00
Available Colors:
  • NATURALOLIVE

…size.    Bodies Handwoven, Blocked & Finished in Ecuador   Whether you're headed to the beach or just shading yourself in style, the Jaxon Gambler Cuenca Grade 3 Panama Hat is the perfect choice. Lightweight with consistent weaving, this tan Panama Hat will keep you stylish and…

$85.00
Available Colors:
  • TAN

  Stay in style while relaxing under the sun in the Planter Tassel Trim Wool Gambler Hat from Scala. The focus of this clean hat is the intriguing hat band, a beautiful combination of stitched colors and extra decoration. Fun and flirty, this hat has it all!   Approx. 3 1/2" Crown 3…

$50.00
Available Colors:
  • CAMEL

  Please Note: This style has a shallow fit. This is the intended fit of the hat, please note before purchasing.    As you look out from underneath your Jaxon Pebble Beach Gambler Hat,  you're set for a birdie on the next hole . . . Jack Nicklaus couldn't beat you today.    …

$39.95
Available Colors:
  • SEAGRASS

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