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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 Mens

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  Made in the USA   The Tattoos and Scars Wool 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 crown.…

$160.00
Available Colors:
  • BLACK

  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"…

$49.95
Available Colors:
  • BLACK

…hat band, the Ocean City completes its handsome look with a twisted straw band overlay and Brooklyn Hat Co water tower logo side pin. Ideal for both men and women, the Ocean City Fedora will add fashion cred to your look this spring and summer.    Approx. 3 1/2" Tear Drop Crown 1 1/2" Snap…

$72.00

…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…

$88.00
Available Colors:
  • NATURAL

  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 though you will be receiving a lot of compliments when you wear this piece.   Approx. 4" Crown 3"…

$58.00
Available Colors:
  • BLACK

  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…

$43.00
Available Colors:
  • CAMEL

…a weathered cotton make, the Stetson Distressed Cotton Gambler Hat is a dapper alternative to the standard pinch front/tear drop crowned Safari/Aussie/Outback styles so pervasive in the outdoor hat market. The Stetson Distressed Gambler Hat features a telescope crown stylishly bisected by a seam…

$64.00
Available Colors:
  • BROWN

  Keep the sun off and look your best on the golf course with the stylish Back Nine Straw Gambler Hat by Kenny K! Made of lightweight 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…

$24.00
Available Colors:
  • BLACK

  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…

$120.00
Available Colors:
  • NATURAL

  The Conner Deluxe Toyo 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 -…

$49.00
Available Colors:
  • IVORY

…product that they'll want to hold onto forever.   Brixton's new Trinidad Toyo Straw Gambler Hat offers a sleek look unfettered from traditional trims and accents. This wide-brimmed gambler style features a classic telescope crown with added venting for superior breathability. Its wide…

$72.00
Available Colors:
  • TAN

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

$100.00
Available Colors:
  • TAN

…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 hat style. Handwoven in Ecuador then blocked and finished in the USA, this style represents hours of artisanal work…

$148.00
Available Colors:
  • DARKNATURAL
  • NATURAL

  Flashy yet classy, the Cheetah Wool Felt Gambler Hat from Hatch has it all. It features a faux leather hat band, brought together with a metallic buckle, which match the wool felt design perfectly. The cheetah print design is just the perfect bow tying together this masterpiece of a hat. …

$65.00

  Made in the USA   The Stetson Pin Seeker Hemp Straw Gambler Hat boasts a distinctive and handsome aesthetic not often seen in gambler styles. Crafted of premium hemp braid right here in the USA, the Pin Seeker is an ode to expert craftsmanship and exudes elegance in its simplicity.…

$165.00
Available Colors:
  • NATURALOLIVE

…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…

$45.00
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…

$39.95
Available Colors:
  • SEAGRASS

…  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 tan Panama Hat will keep you stylish and cool on those…

$85.00
Available Colors:
  • TAN

  Stay in style while relaxing in the Planter Tassel Trim Wool Gambler Hat from Scala. The focus of this clean hat is the intriguing hat band, a beautiful combination of stitched colors and extra decoration. Fun and flirty, this hat has it all!   Approx. 3 1/2" Crown 3 5/8" Floppy…

$50.00
Available Colors:
  • CAMEL

…Collection. The Black Hawk serves a gambler style 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   …

$75.00

…This is a gorgeous straw gambler western hat. The leather hat band is put together by pieces of leather attached to one another with a metal stud. The leather band is then accented with metal flowers throughout the entire band. Simply Gorgeous.   Approx. 4" Gambler Crown 3 1/2" Brim …

$100.00
Available Colors:
  • NATURAL

  Made in the USA Introducing the Joker Wool LiteFelt 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…

$68.00
Available Colors:
  • BLACK

Stacy Adams...for Men of Distinction. Keeping with Stacy Adam's tradition of bringing the finest in men's headwear, we bring you the same exceptional quality and fashion detail that you have come to expect from the 140 year old company, with the Pinch Homburg Hat. Taking the classic homburg shape,…

$58.00
Available Colors:
  • BROWN

The Jett Porkpie combines a classic men's style, with Bailey's fashion forward Jett Nap Finish. These premium wool felts are crafted with Bailey's exclusive blend of 100% virgin wool fibers and a unique silk-like finish, adding a luxurious sense and character. The hat comes fully lined in satin. 4"…

$100.00
Available Colors:
  • BLACK

… Made in the USA   The large profile eight-quarter cap is classic headwear on New York City streets. Popular with both men and women, you'll be sure to stand out with the Patchwork Linen Big Apple Cap by Capas.    Approx. 12" Diameter  2 7/8 Snap Bill  …

$48.00

…interpretation of a fisherman/fiddler cap. Its lightweight and breathable construction makes this a great spring and summer style perfect for both men and women. Minimally accented with a simple Kangol logo sewn leather tab at the side, the Indigo Enfield shades your eyes and finishes your look in…

$58.00

…fur trapper hats in Black have arrived from Jaxon Hats. This is the classic Trapper hat, made of 100% acrylic with a comfy padded lining. For men and women. Approx. 6 1/2" long earflaps. Made of: 100% acrylic - faux fur. Quilted cotton lining. Adjustable plastic chinstrap. …

$12.00

…Renegade features a squared-off cattleman crown and flared wide brim. Made of a stiff finish straw, the Fender is simple and classic. Ideal for both men and women, the Fender is a great way to top off your cowboy/cowgirl look.    Approx. 4" Cattleman Crown 4" - 4 1/8" Flared Brim  …

$50.00

…Featuring a safari-inspired design, the Briar adds a few stylish updates including a tear drop crown and handsome leather hat band. Great for both men and women, the Briar adds sophisticated and casual style to almost any look!    Approx. 4" Tear Drop Crown 3" Brim - Front & Back 2…

$95.00

  Introducing the Helen Kaminski XY for men Abaka Fedora hat. This piece is made with natural fibres so it is able to breathe and is cool to wear. It is also flexible and the raffia prevents brittleness. If you are a little more rough with your hats this is a great piece for you.   …

$220.00
Available Colors:
  • BROWN
  • STORM
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