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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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  • Retail (19)

Small Brim Gambler Hats

1 - 19 of 19 Products
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…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 3 1/4" Up-Turned Brim   Made of:…

(3)
$120.00

  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…

$50.00

…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 eye-catching!   Approx. 4" Telescope Crown 3 3/4" Brim with 1/2"…

$138.00

…- Front 3 5/8" Telescope Crown - Back 3" Flared Brim   Made of: 100% Toyo Straw - Raindura Finish   Made in the USA Exclusive Raindura Finish - Maintains its shape even after getting wet! Braided Hat Band w/ Star Side Pin Small Wooden Bailey Side Pin DRI-LEX® Absorbent Sweatband…

(2)
$110.00

…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" Telescope…

(14)
$49.95

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

$56.00

…band and bow trimming, this quality straw gambler, the Trinidad is an authentic panama style worth acquiring   Approx. 4" Telescope crown 3 1/4" Brim   Made of: 100% Genuine Panama Straw   Unlined Grosgrain Ribbon Hat Band Padded Cotton Sweatband   Size:…

(1)
$144.00

…retaining the classic Panama hat look and feel. Pantropic's Twisted Panama Straw Gambler features a classic telescope crown trimmed with a genuine leather hat band and a relaxed, rolled overwelt brim.    Approx. 4" Telescope Crown 3 1/4" Rolled Overwelt Brim    Made of: 100%…

$111.00

hat than the Madrid Laminated Toyo Gambler Hat from Head 'N Home. This stunning hat features a breathable telescope crown, as well as a hand embossed leather hat band. Additionally, the stiff laminated finish allows for a firm, durable build.   Approx. 4" Telescope Crown 3 1/2" Stiff Brim

$57.00

…flair to your wardrobe with the Phoenix Black Wool Felt Gambler Hat from Brixton Hats! This comfortable hat features a wool felt body with a grosgrain ribbon sweatband and breathable, unlined interior. Most notably, the grosgrain ribbon hat band features an adornment of fringe that's incredibly…

$99.00
Available Colors:
  • BLACK

…flair to your wardrobe with the Phoenix Coconut 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. Most notably, the grosgrain ribbon hat band features an adornment of fringe that's incredibly…

$95.00

…flair to your wardrobe with the Phoenix Ivory Wool Felt Gambler Hat from Brixton Hats! This comfortable hat features a wool felt body with a grosgrain ribbon sweatband and breathable, unlined interior. Most notably, the grosgrain ribbon hat band features an adornment of fringe that's incredibly…

$99.00
Available Colors:
  • IVORY

…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

(3)
$75.60

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.   Approx. 4 1/4" Telescope Crown 4 1/4" Stiff Brim

$135.00

  Crafted with a telescope crown and flared 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…

(4)
$36.00

…    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…

$120.00

…  Handwoven 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…

(1)
$76.00

…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 with a Stetson metal side pin, slightly flared brim and absorbent DRI-LEX® sweatband. Its…

(5)
$81.00

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 3 1/2" Underwelt Brim

(49)
$90.00

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