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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 Straw Hat

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  Made in Mexico   Stay cool with the Brentwood Shantung Straw Gambler Hat from Stetson. This high-quality hat is made in Mexico and features a beautiful shantung straw vented crown that maintains a cool, comfortable, breathable fit. Speaking of comfortable and breathable, the cotton…

(2)
$48.00
Available Colors:
  • NATURAL

…USA     Simple, yet classy, the St. Charles Shantung Straw Gambler Hat from Dobbs is stunning. This hat features a grosgrain ribbon hat band with a Dobbs metal side pin, making for a clean design. This American-made hat also has a woven sweatband and unlined interior, allowing for…

$126.00
Available Colors:
  • NATURAL

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

(2)
$110.00
Available Colors:
  • TAN

…Kenny K has struck gold with the Two-Tone Toyo Straw Gambler Hat! This fashionable gambler features a zigzag striped weave that's so in style right now, as well as a grosgrain ribbon hat band and bow. Thanks to it's sun-resistant build, this gambler is perfect for any time spent outside this…

$30.00
Available Colors:
  • TANBLACK
  • WHITEBLACK

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 - the Conner Deluxe Toyo Straw

$63.00
Available Colors:
  • IVORY

Straw Long Oval Gambler Hat features a 100% shantung straw with a firm and structured finish. A long oval telescope crown and flared brim gives this gambler just the right blend of sophistication and ease. The gorgeous 10X Shantung Straw Long Oval Gambler Hat comes with a genuine leather hat band…

$136.00
Available Colors:
  • NATURAL

…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…

(32)
$39.95
Available Colors:
  • SEAGRASS

…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 Panama Straw (Cuenca weave -…

(7)
$88.00
Available Colors:
  • NATURAL

…Toyo Straw Gambler Hat by Seager finds its history in the buckaroo hat which is the Americanized version of the headwear worn by vaqueros or Mexican herders. Often worn with a flat brim, the L'amour keeps this vaqueros tradition and also features a classic staple of the gambler hat, a telescope…

$140.00
Available Colors:
  • NATURAL

…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…

(1)
$130.00
Available Colors:
  • NATURAL

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

$87.32
Available Colors:
  • DARKNATURAL
  • NATURAL
  • BLACK

…Protection   The Movone Leopard Scarf Toyo Straw Blend Gambler Hat by Scala is a gambler with a touch of the wild side. Features a leopard-print scarf hat, tied elegantly in the back into a a large, flowy bow, the Movone is made of a toyo straw blend that is packable/crushable. The…

$34.00
Available Colors:
  • NATURAL

…the golf course with the stylish Back Nine Raffia Straw Gambler Hat by Kenny K! Made of lightweight raffia 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…

(4)
$24.00
Available Colors:
  • BLACK

…in Guatemala; Finished in the USA   Quality matters to Sunbody Hats, and that's why they're proud  to showcase the Golf Guatemalan Palm Leaf Straw Gambler Hat. This impressive hat features a handcrafted palm straw build that's refined and stylish. The stylish cotton sweatband also doubles…

(1)
$76.00
Available Colors:
  • NATURAL

…that's why we know you'll love the Panama Straw Gambler Hat from Scala! This phenomenal hat is handwoven in Ecuador, then blocked and finished in the United States, resulting in one beautiful, well-made gambler. Additionally, the grosgrain ribbon hat band and Scala metal side pin are undeniably…

$138.00
Available Colors:
  • NATURAL

…Brim Toyo Straw Gambler Hat by Jeanne Simmons! Boasting the highest UPF sun protection rating possible (UPF 50+) with an extra wide brim, the Wide Brim Gambler has you (literally) covered from damaging UV rays. Its casual and functional design also includes a braided faux leather hat band and toggle…

$34.00
Available Colors:
  • NATURAL

…USA The Batterson Shantung Straw Gambler Hat by Stetson is reminding people that details do matter. Its woven shantung straw in an alternating tonal pattern and vented crown allows for a simple gambler to become unique and complex. The cotton cord hat band with a faux gem fastening accent…

$168.00
Available Colors:
  • NATURALTAN

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