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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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  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"…

$45.00
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 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

  Be Bold. Take a chance. 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   …

$18.95
Available Colors:
  • GOLD
  • SILVER

  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

…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…

$115.00
Available Colors:
  • DARKNATURAL
  • NATURAL

…Bodies handwoven in Ecuador & 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

  Made in Mexico   Stay cool on the golf course with the Vent Crown Toyo Straw Gambler Hat by Scala! Featuring a classic telescope crown, the Vent Crown Gambler ups the ante with stylish and perfectly breathable vents woven along the crown's sides. A classic 3-pleat cotton twill hat…

$58.00
Available Colors:
  • IVORY

…  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…

$34.00
Available Colors:
  • NATURAL

  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

…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   …

$67.50
Available Colors:
  • BLACK

…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

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

  UPF 50+   Introducing the Helen Kaminski XY for men Ladon Fedora Hat. This is a great raffia straw fedora full of sun protection and fashionable at the same time. It is light weight, comfortable, and can go from casual to dress wear without a problem.   Approx: 4 1/8"…

$198.00
Available Colors:
  • CHARCOALBLACK

…off your style on the streets. Featuring a soft warm ribbed beanie with an oversized crown, you'll turn heads with this popular look worn by both men and women.    A classic must-have for any beanie hat fan. Excellent for winter warmth!   Approx. 12" Length, Flat   Made…

$5.39

…is the top of the line, Royal Deluxe quality dress hat manufactured by America's oldest and most respected hat company. This is one of the classic men's dress hats, seen (along with the Saxon and Temple) in almost every movie released during Hollywood's golden age.   Approx. 4" Teardrop…

$195.00
Available Colors:
  • CARIBOU
  • 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

…Lodi Wool Felt Rancher Fedora Hat its distinct western look. Featuring a clean raw edge brim, the Lodi has a sleek and stylish air. Ideal for both men and women, the Lodi Wool Felt Rancher Fedora Hat by Brooklyn Hat Co pairs well with both western and boho looks.    Approx. 3 1/2" - 3 3/4"…

$95.00
Available Colors:
  • CHARCOAL

…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

…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. Color:…

$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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