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Gambler Hats

  • New ProductConner Quincy Wool Gambler Hat

    Conner Quincy Wool Gambler Hat

    More Colors Available
    $69.99
    Part Western, part Gambler style made of Australian Wool, the Quincy Wool Gambler from Conner is crushable and waterproof, making it great for travel. It's wide 4 1/4" brim and UPF 50+ rating will kee...
  • Bailey Western Hastings 4X Western Hat

    Bailey Western Hastings 4X Western Hat

    $149.99
    • Style: Cowboy / Western
    • Material: 100% 4x Wool Felt
    • Brim: 4 1/4"
    • Crown: 5 3/4" Cool Hand Luke
  • Conner Arizona Gambler Hat

    Conner Arizona Gambler Hat

    $69.99
    A classic gambler style made of Australian Wool, this hat is crushable and waterproof, making it great for travel. UPF 50+ Rated Sun Protection Round-...
  • Scala Grade 3 Panama Gambler

    Scala Grade 3 Panama Gambler

    $139.99
    know you get quality when you have a Panama straw hat! Protecting you from all of the elements, a Weatherall (tm) coating on this gambler hat is water resistant for longer hat life. The high quali...
  • Scala Genuine Panama Big Brim Gambler Hat

    Scala Genuine Panama Big Brim Gambler Hat

    $139.99
    You've been known to make a wager, but today you've found a winner. Sit down at the table in our Scala Genuine Panama Big Brim Gambler Hat. This hat sports a 3-3/4" brim and 12-ligne grosgrain rib...
  • Scala Genuine Panama Skimmer Boater

    Scala Genuine Panama Skimmer Boater

    $149.99
    Set sail in our Scala Genuine Panama Skimmer Boater hat. In a hat with so much class, neither wind, nor rain, nor swashbuckling pirates shall spoil your day at sea. A genuine Scala panama hat, thi...
  • Bailey Joker Gambler Hat

    Bailey Joker Gambler Hat

    $84.95
    Take on the Australian cowboy look with the beautiful Bailey Joke Gambler Hat. A simple black western hat, the Joker has a stylish leather hatband with studs and metal medallions This hat is made ...
  • Indiana Jones Crystal Skull Fedora

    Indiana Jones Crystal Skull Fedora

    $64.99
    This crushable, water repellent hat is made from a brown wool felt with a safari shape and is the same one worn by Indiana Jones himself. This hat is rugged and ready for all your adventures. A twist ...
  • Country Gentleman Joseph Gambler

    Country Gentleman Joseph Gambler

    $49.99
    This lightweight paper straw Gambler has a braided leather hatband and is completed with an eye-catching gambler crown. Comfortable cotton inner sweatband. 3" Brim
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