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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 Crowns

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  Made in the USA Introducing the Joker Wool 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…

$68.00
Available Colors:
  • BLACK

…Conch Band Wool Felt Gambler Hat is a fancy piece without the fancy price tag. The gambler keeps it shape without compromising the comfort of the hat. Be prepared though you will be receiving a lot of compliments when you wear this piece.   Approx. 4" Crown 3" Slightly Rolled Brim …

$58.00
Available Colors:
  • BLACK

…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" Telescope Crown

$45.00
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   Made…

$67.50
Available Colors:
  • BLACK

…Straw Gambler Hat by Stetson is just the thing! Crafted right here in the USA of premium shantung straw, the Colonel Gambler boasts a firm finish, curled wide brim and a classic grosgrain ribbon hat band. The Colonel's interior boasts a supple genuine cowhide leather sweatband and Stetson crown tip…

$120.00
Available Colors:
  • NATURAL

…additional benefit of being water repellent.    Approx. 3 3/4" Telescope Crown 3 1/4" Flared, Underwelt Brim   Made of: 100% Wool Felt - Crushable Finish   Made in the USA Gambler-Style Crown Faux Leather Hat Band w/ Feather Overlay Stetson Side Pin Dri-Lex® Absorbent…

$80.00

…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. The Pin Seeker features a classic telescope crown but with…

$165.00
Available Colors:
  • NATURALOLIVE

…Mexico   Stay cool on the golf course with the Vent Crown Toyo Straw Gambler Hat by Scala! Featuring a classic telescope crown, the Vent Crown Gambler ups the ante with stylish and perfectly breathable vents woven along the crown's sides. A classic 3-pleat cotton twill hat band adorns the…

$58.00
Available Colors:
  • IVORY

…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 and adorned…

$64.00
Available Colors:
  • BROWN

  Conner's Hemp Gambler Hat is a great piece for those that prefer a more structured item. The hemp material keeps the weight of the hat light but continues to give protection from the elements.   Approx. 4" Crown 2 3/4" Brim   Made of: 100% Hemp   Lined Cotton…

$43.00
Available Colors:
  • CAMEL

  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

…Be Bold. Take a chance. Be a Gambler.   Something Special Untrimmed Toyo Straw Gambler Hat does not get any less bold than this. This hat will give an air of confidence. You won’t be missed in the Untrimmed Gambler.   Approx. 3 3/4" Telescope Crown 3 1/2" Brim   Made…

$18.95
Available Colors:
  • GOLD
  • SILVER

…looking, all-around sun hat - the Trinidad Toyo Straw Gambler Hat is for you!   Approx. 4 1/2" Telescope Crown 4" Upturned Overwelt Brim   Made of: 100% Toyo Straw (Paper)   Wide Brim Gambler Shape Vent-Weave Crown Detail Untrimmed Cotton Twill Sweatband Unlined…

$72.00
Available Colors:
  • TAN

…golf course with the stylish Back Nine Straw Gambler Hat by Kenny K! Made of lightweight straw in a classic gambler hat design, the Back Nine Gambler features a telescope crown and wide, upturned brim. A 3-pleat, tropic printed hat band encircles the crown for a casual finish that goes great with…

$24.00
Available Colors:
  • BLACK

…the classic Panama hat look and feel. Pantropic's Twisted Panama Straw Gambler features a classic telescope crown trimmed with a genuine leather hat band and a relaxed, rolled overwelt brim.    Approx. 4" Telescope Crown 3 1/4" Rolled Overwelt Brim    Made of: 100% Genuine Panama…

$115.00
Available Colors:
  • DARKNATURAL
  • NATURAL

…with an elastic cotton sweatband. Perfect for spring and summer - the Conner Deluxe Toyo Straw Gambler Hat easily dresses up or down to compliment your warm-weather wardrobe.    Approx. 4 1/4" Crown 3" Upturned Brim    Made of: 100% Toyo Straw   Grosgrain Ribbon Hatband…

$49.00
Available Colors:
  • IVORY

…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 summer days!   Approx. 4" Telescope Crown 3 1/4" Underwelt Brim   Made of: 100% Genuine…

$88.00
Available Colors:
  • NATURAL

…Beach Gambler Hat,  you're set for a birdie on the next hole . . . Jack Nicklaus couldn't beat you today.    Constructed of stiff seagrass, the gambler features a handsome 3-pleat cotton headband and an elasticized terrycloth sweatband for an easy comfortable fit. The underbrim and crown

$39.95
Available Colors:
  • SEAGRASS

…activities. Made of twisted seagrass, the open weave allows for maximum ventilation of this gambler hat. A fashionable and attractive leopard scarf wraps around the crown, ending in a bow.   Approx. 4" Crown 3 1/4" Brim   Made of: 100% Twisted Seagrass   Leopard Scarf…

$45.00
Available Colors:
  • NATURAL

…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 cool on those hot summer days! Approx. 4" Crown 3 1/4" Underwelt Brim   Made of: 100% Genuine…

$85.00
Available Colors:
  • TAN

…is a gorgeous straw gambler western hat. The leather hat band is put together by pieces of leather attached to one another with a metal stud. The leather band is then accented with metal flowers throughout the entire band. Simply Gorgeous.   Approx. 4" Gambler Crown 3 1/2" Brim   …

$100.00
Available Colors:
  • NATURAL

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