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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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Save 10% On Straw Hats * | National Straw Hat Day | Code: STRAW10
Save 10% On Straw Hats * | National Straw Hat Day | Code: STRAW10
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Straw Gambler

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…Resistol's 10X Shantung 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…

$136.00
Available Colors:
  • NATURAL

  With the Toyo Straw Gambler Hat - Black Band by Jaxon Hats, you won't have to take a gamble. This is a quality western made of a tightly woven toyo straw with a semi-stiff finish. The flared brim and intricate telescope crown gives a classic silhouette while the black layered cotton twill hat…

(3)
$39.95
Available Colors:
  • IVORY

…goes for the Reed Toyo Straw Gambler Hat. This gambler has a stiff build with the classic telescope crown and dramatically flared brim. The hat band is made of leather with metal concho accents while the interior boasts a leather sweatband. Made in Mexico of 100% toyo straw.   Approx. 3…

$60.00
Available Colors:
  • BLACK

  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

  Made in the USA   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…

(2)
$149.00
Available Colors:
  • NATURAL

…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 of: 100% Toyo Straw

(4)
$28.95
Available Colors:
  • GOLD
  • SILVER

…protection while still allowing maximum ventilation so you keep your cool at all times.   Approx. 4" Gambler Crown 3 1/4" Upturned Brim   Made of: 100% Seagrass Straw   3-Pleat Cotton Hatband Removable Jaxon Side Pin Cotton Blend Underbrim & Crown Tip Elasticized…

(33)
$39.95
Available Colors:
  • SEAGRASS

…and class matter, 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…

$140.00
Available Colors:
  • NATURAL

…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)
$99.95
Available Colors:
  • NATURAL

  Made in the 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…

$139.00
Available Colors:
  • NATURAL

…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. This impressive hat features a handcrafted palm straw build that's refined and stylish. The stylish cotton sweatband also doubles as a very comfortable addition!   Approx. 4 1/4" Telescope Crown 3 3/4" Up-Turned Brim   Made of: 100% Guatemalan Palm Leaf Straw

(1)
$79.95
Available Colors:
  • NATURAL

…  Prepare for sunny spring and summer days with the Wide 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…

(1)
$36.00
Available Colors:
  • NATURAL

…Keep the sun off and look your best on 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…

(4)
$24.00
Available Colors:
  • BLACK

  Made in Mexico   A durable straw that does Stetson proud, the Highlands Palm Straw Gambler Hat! The craftmanship of the braided palm straw is more than enough on its own but Stetson doesn't skimp where design is concerned. A leather hat band is wrapped around the crown featuring…

$76.00
Available Colors:
  • NATURAL

  Handwoven in Ecuador Blocked and Finished in the USA   The Kalama Panama Straw Gambler Hat by Tommy Bahama features the classic telescope crown. This wide brim Panama hat will keep you protected from the sun while out in style. The elasticized COOLMAX® sweatband is so comfortable,…

$149.00
Available Colors:
  • NATURAL

  Made in Mexico   A new and stunning headwear offering from Charlie 1 Horse, the Mamacita Palm Straw Gambler Hat. A tight and attractive braided palm straw body is accented with a seed bead hat band. This hat band is a true celebration of color and is further accented with a concho…

$112.00
Available Colors:
  • NATURAL

  Made in the USA   Gorgeous and striking, a perfect staple this spring, the Tellus Shantung Straw Gambler Hat by Stetson. This hat is made in the USA of 100% shantung straw. The standout detail, the multicolored seed bead hat band, is handmade, as is the beaded side pin. With a firm…

$164.00
Available Colors:
  • CHOCOLATEBROWN

…  A beautiful panama straw with a gambler silhouette, Bigalli has made another stunner with the Harlow Vented Panama Straw Gambler Hat. With a telescope crown and flat brim, we love this look paired with the expert craftmanship needed to weave a panama straw hat. Our favorite part, the…

$145.00
Available Colors:
  • NATURAL

  Made in Mexico   Jeanne Simmons' Gambler Palm Straw Lampshade Hat has a unique shape that is certain to impress. With a lampshade brim and telescope crown, this attractive hat is made of 100% palm straw in Mexico. Adorned with a large cluster of delicate cotton yarn that has been…

$48.00

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