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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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Xl Gambler Hats

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…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…

(1)
$189.95
Available Colors:
  • NATURAL

…Wool Gambler is ready for adventure!   Approx. 3 5/8" Telescope Crown 3 3/8" Underwelt Brim   Made of: 100% Wool Felt   Crushable/Packable Grosgrain Ribbon Hat Band Cotton Sweatband Curled Brim Jaxon Side Pin Unlined Packable    Sizes: S, M, L, XL and XXL;…

(21)
$59.95
Available Colors:
  • BLACK

…Looking for a gambler at an affordable price...the Crossfire Wool Felt Gambler Hat has been thoughtfully designed by Jaxon Hats to bring you a low-cost option of this popular hat shape. Packable/crushable and made of 100% wool, the Crossfire is adorned with a faux leather hat band. Silver metallic…

(4)
$59.95
Available Colors:
  • BLACK

…Western Gambler is finished with a cotton sweatband.    Approx. 3 5/8" - 3 3/4" Telescope Crown 3 1/2" Pencil Curl Brim   Made of: 100% Wool Felt   Packable Conch & Faux Leather Hat Band Underwelt Brim Cotton Sweatband Unlined   Sizes: S, M, L and XL; fits…

(13)
$70.00
Available Colors:
  • BLACK
  • BROWN

…  Since 1929, Eddy Bros has been making quality hats with style and class and the same goes for the Reed Toyo Straw Gambler Hat. This gambler has a stiff body with the classic telescope crown and dramatically curved brim. The hat band is made of leather with metal concho accents while…

$70.00
Available Colors:
  • BLACK

…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 Panama Hat will keep…

(7)
$99.95
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…

(2)
$154.99
Available Colors:
  • NATURAL

…  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…

$174.99
Available Colors:
  • NATURALTAN

  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…

(3)
$140.00
Available Colors:
  • TAN

hat band in either blue or green. This is an assorted feature that cannot be selected for.    UPF 50+ Sun Protection   The Golf Toyo Straw Gambler Hat by Dorfman Pacific Company is a classic warm-weather style ideal for the season. Crafted of twisted toyo straw, the Golf Gambler

$54.95
Available Colors:
  • NATURAL

…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 body and a DRI-LEX® sweatband, this is a hat that will stand the test of…

$131.20
Available Colors:
  • CHOCOLATEBROWN

…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, you'll wear this hat all day long!   Approx. 3…

$111.75
Available Colors:
  • NATURAL

…Get ready for something new with the Melton LiteStraw® Seagrass Gambler Hat from Bailey! This unique hat is made with seagrass, a durable and stain-resilient material perfect for any stylish adventurer. No matter your plans, this hat should be your go-to!   Approx. 3 1/2" Telescope Crown…

(4)
$160.00
Available Colors:
  • NATURAL

  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…

(4)
$61.95
Available Colors:
  • NATURAL

…  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 metal studs and an embossed…

$94.99
Available Colors:
  • NATURAL

…Tellus Wool Felt Gambler Hat by Stetson. Part of their Seeker collection, this hat is made in the USA of 100% wool felt. The standout detail, the multicolored beaded hat band, is handmade, as is the beaded side pin. With a firm body and a genuine leather sweatband, this is a hat that will stand the…

(1)
$179.00
Available Colors:
  • PECAN

…outback, the Panama Straw Grade 10 Gambler Hat by Hats Montecristi features a distinct telescope crown and wide brim. Handwoven, this is a grade 10 panama which denotes a fine weave giving it a flexible, soft and supple feel. Features a grosgrain ribbon hat band. Comfortable and elegant, you are…

$145.00
Available Colors:
  • BLEACH

…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 curved brim and intricate telescope crown gives a classic silhouette while the black layered cotton twill hat band adds…

(3)
$49.95

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 3-pleat cotton hat

(35)
$49.95
Available Colors:
  • SEAGRASS

  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, you will be receiving a lot of compliments when you wear this hat.   Approx. 4" Telescope Crown 3"…

$98.00
Available Colors:
  • BLACK

…in the a luxurious wool felt finish. The Lang Elite Wool Felt Gambler Hat is then treated with a 'hand-cooked' shellac for the heritage stiffened touch. No detail has been overlooked on the Bailey 1922 Lang Elite Wool Felt Gambler Hat.   Approx. 4 1/4" Teardrop Crown 3" Snap Brim …

$187.00
Available Colors:
  • BLACK
  • DENIMBLUE
  • ARMYGREEN

…with sizing.  S = 6 7/8 M = 7 1/8 L = 7 3/8 XL = 7 5/8   Made in the USA   The Stetson Kelso Crushable Wool Felt Gambler Western Hat features a gambler-style crown crafted of crushable wool felt. Adorned with a faux leather hat band overlaid with feathers, the Kelso is finished…

(10)
$119.99

Gambler Western Hat by Renegade. This is a great wool gambler with a stylish studded leather hat band and curved 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 here!…

(6)
$110.00
Available Colors:
  • BLACK

…The John Wayne Chinook Wool Felt Gambler Hat is part of Stetson's new John Wayne Collection of masculine and timeless designs. Featuring a stiff telescope crown, the Chinook is accented with a two-tone braided overlay leather hat band and metallic side pin. The hat's interior boasts a supple leather…

(3)
$134.99
Available Colors:
  • BLACK

…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 comfort…

$139.99
Available Colors:
  • NATURAL

…with a telescope crown and curved brim, the Little Joe Wool Felt Gambler Western Hat by Eddy Bros is not your usual western hat. Floral embossing, metal button accents and triple chain detailing at the front of its faux leather hat band give the Little Joe an edgy feel. Made with a stiff finish, the…

(9)
$65.00
Available Colors:
  • BLACK

…  Travel back in time with a deck of cards with Bailey's Ganon Elite Wool Felt Gambler Hat. It has a stiff finish, and its brim has been whipstitched for a polished look. Uniquely crafted with a leather hat band and a Bailey logo metal bar, the Ganon will make you stand out!   Approx.…

$199.75
Available Colors:
  • BLACK
  • BONE

…fashionable and chic, Renegade by Bailey, the Cowpuncher Wool and Angora Felt Gambler Hat. Crafted from soft angora and wool with a felt finish, this ultra-trendy look also features an extra wide grosgrain ribbon hat band, antique copper star concho accent and grosgrain ribbon binding on the brim.…

$180.00

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