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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 Or Plantation

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  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

  Handwoven in Guatemala; Finished in the USA   UPF 50+ Sun Protection   The Plantation Hay by SunBody is a Guatemalan palm hat designed with a pencil roll brim, teardrop crown and grosgrain ribbon hatband.   Approx. 4 1/4" Teardrop Crown 3 3/4" Pencil Roll…

(24)
$69.95
Available Colors:
  • NATURAL

  Made in Mexico   Keep the sun off with the stylish High Desert Palm Leaf Straw Plantation Hat by Charlie 1 Horse! Its genuine palm leaf straw construction makes this hat sturdy and durable yet supple and flexible. Its wide brim provides plenty of coverage for your face, ears and…

$99.95
Available Colors:
  • NATURAL

  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

…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 as a very…

(1)
$79.95
Available Colors:
  • NATURAL

…  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 headband and an elasticized terrycloth…

(34)
$35.96
Available Colors:
  • SEAGRASS

  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

…1-888-847-4287 for help with sizing. XS = 6 3/4 S = 7 M = 7 1/4 L = 7 1/2   Add a bit of flair to your wardrobe with the Phoenix Wool Felt Gambler Hat from Brixton Hats! This comfortable hat features a wool felt body with a grosgrain ribbon sweatband and a breathable, unlined interior.…

$47.50

…for help 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…

(6)
$109.00

…Felt Gambler Hat from Charlie 1 Horse is a high-quality hat. Made in America, this hat is pure, durable, comfortable wool, with a soft satin interior lining that just cannot be ignored. Additionally, the leather hat band matches the leather sweatband, making for one beautiful, quality gambler.

$178.00
Available Colors:
  • PECAN

  Made in the USA   UPF 50+ Sun Protection   The Large Brim Toyo Straw Gambler Hat from the Toucan Collection is an updated western staple. The breathable toyo straw body provides great sun protection without weighing heavy upon your head. The simple grosgrain ribbon hat…

$64.00
Available Colors:
  • BLACK

…Made in the USA   A standout piece, made by the always 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…

$150.00

…who 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…

(6)
$56.00
Available Colors:
  • NATURAL

…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 you cool on those hot summer…

(7)
$89.96
Available Colors:
  • NATURAL

…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 pin…

$140.00
Available Colors:
  • NATURAL

  Made in the USA   The Tattoos and Scars Wool Felt 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…

(2)
$169.00
Available Colors:
  • BLACK

…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 season! …

$30.00
Available Colors:
  • TANBLACK

  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   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! …

(4)
$125.00
Available Colors:
  • NATURAL

…Shantung Straw Long Oval Gambler Hat features a 100% shantung straw with a firm and structured finish. A long oval telescope crown and curved 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…

$136.00
Available Colors:
  • NATURAL

…Felt Gambler Cowboy Hat, part of the Stetson Outdoor Collection. The Black Hawk serves a gambler 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…

$109.00
Available Colors:
  • SILVERBELLY

…Felt Gambler Cowboy Hat, part of the Stetson Outdoor Collection. The Black Hawk serves a gambler 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…

(55)
$109.00
Available Colors:
  • BLACK

  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

  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

…off a bit more of a conservative look. The braided leather hat band and tassel accent add just a touch of style.     Approx. 3 7/8" Gambler Crown 2 1/2" Brim   Made of: 100% Genuine Leather   Packable/Crushable Build Distressed, Matte Finish Braided Leather Hat Band…

$67.50

  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

  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…

(1)
$53.96
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, you will be receiving a lot of compliments when you wear this hat.   Approx. 4" Telescope Crown 3"…

$98.00
Available Colors:
  • BLACK

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