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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 Hat

1 - 22 of 22 Products
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…  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 the side. Unlined…

$40.00
Available Colors:
  • BLACK

Hat, part of the Stetson Crushable Western 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

$75.00
Available Colors:
  • BLACK

…Scars Wool Gambler Hat from Charlie 1 Horse is simply the top of the line! Decked out fully in subtle Charlie 1 Horse decor, this hat features a metal pin on its grosgrain hat band, as well as an authentic Charlie 1 Horse logo branding on its crown. Live the life of luxury with this hat.   …

$160.00
Available Colors:
  • BLACK

  Conner's Leather 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"…

$58.00
Available Colors:
  • BLACK

…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 hats

$68.00
Available Colors:
  • BLACK

  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

…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 with a simple, self-fabric hat band and…

$64.00
Available Colors:
  • BROWN

…best on the 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…

$24.00
Available Colors:
  • BLACK

  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

…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 5/8" Floppy Brim   Made of: 100% Wool   Intricate Hat Band…

$50.00
Available Colors:
  • CAMEL

…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.    Constructed of stiff seagrass, the gambler features a handsome…

$39.95
Available Colors:
  • SEAGRASS

…Looking for a Gambler hat with a distinctive look? The new Colonel Shantung 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…

$120.00
Available Colors:
  • NATURAL

…original hat size.   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…

$88.00
Available Colors:
  • NATURAL

  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

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 - the Conner Deluxe Toyo Straw Gambler Hat

$49.00
Available Colors:
  • IVORY

…enjoys relaxing bayside or taking part in outdoor 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:…

$45.00
Available Colors:
  • NATURAL

…your original hat 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…

$85.00
Available Colors:
  • TAN

…need a new beach hat, a hat for the outdoors or just a great 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…

$72.00
Available Colors:
  • TAN

hat's inner tag. This was a manufacturing error. Size M/L fits between sizes 7 1/8 - 7 1/4.    Handwoven in Ecuador; Blocked & Finished in the USA   Made of twisted genuine Panama straw, Pantropic's Twisted Panama Straw Gambler Hat features a loose weave in a classic gambler

$115.00
Available Colors:
  • DARKNATURAL
  • NATURAL

  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

…Western Hat by Renegade. This 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

$100.00
Available Colors:
  • NATURAL

…classy, the Cheetah Wool Felt Gambler Hat from Hatch has it all. It features a faux leather hat band, brought together with a metallic buckle, which match the wool felt design perfectly. The cheetah print design is just the perfect bow tying together this masterpiece of a hat.   Approx. 4"…

$65.00

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