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Gambler Hats

  • Double Diamond Bangora Straw Gambler Hat - Biltmore Vintage Hats Gambler Hat Biltmore Hats
    Double Diamond Bangora Straw Gambler Hat - Biltmore Vintage Hats Gambler Hat Biltmore Hats BF129-IVORY2 Ivory Medium  (57 cm)
    $ 89.00
    Biltmore Hats

    Double Diamond Bangora Straw Gambler Hat - Biltmore Vintage Hats

    Waxed bangora straw wide brim gambler hat by Biltmore Vintage Couture. Vertically woven two tone hat with double diamond shape crown top. Open weav...

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    $ 89.00
  • Woven Raffia Gambler Hat with Pineapple Tape Band - Scala Hats for Men Gambler Hat Scala Hats MR73 Khaki L (59 cm)
    Woven Raffia Gambler Hat with Pineapple Tape Band - Scala Hats for Men Gambler Hat Scala Hats MR73 Khaki M (57 cm)
    $ 44.99
    Scala Hats

    Woven Raffia Gambler Hat with Pineapple Tape Band - Scala Hats for Men

    Woven raffia gambler hat. Slightly tapered crown, telescope crown top. Pineapple and palm tree tape band with loop detail. Palm tree pin. Curled ed...

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    $ 44.99
  • Khaki Cotton Tiller with Chin Cord - Legendary Stetson Hats Gambler Hat Stetson Hats
    Khaki Cotton Tiller with Chin Cord - Legendary Stetson Hats Gambler Hat Stetson Hats STC403-KAKI2 Khaki Medium (57 cm)
    $ 43.50
    Stetson Hats

    Khaki Cotton Tiller with Chin Cord - Legendary Stetson Hats

    Structured, water repellent cotton blend hat. Shapeable, stitched and bound brim, 3" wide. Triple Stetson metal eyelets on both side for airflow. W...

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    $ 43.50
  • Twisted Seagrass Golf Hat - Scala Hats Gambler Hat Scala Hats
    Twisted Seagrass Golf Hat - Scala Hats Gambler Hat Scala Hats MS299OS-SM Natural S/M ( 56 - 57 cm)
    $ 44.99
    Scala Hats

    Twisted Seagrass Golf Hat - Scala Hats

    Gambler style hat made for golf. Twisted seagrass hat. Flat crown with covered crown tip and airy sidewall. Front to back curved brim, 3" wide brim...

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    $ 44.99
  • Vintage Couture Ivory Toyo Gaucho Hat - Biltmore Hats Bolero Hat Biltmore Hats BS88BLOHE40SM Ivory Small (55 cm)
    $ 99.00
    Biltmore Hats

    Vintage Couture Ivory Toyo Gaucho Hat - Biltmore Hats

    True craftsmanship American made toyo straw gaucho hat. Elegant, lightweight hat a new addition to Biltmore's Vintage Couture. Now available for sm...

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    $ 99.00
  • Marco Woven Raffia Gambler Hat with Turtle Tape Band - Scala Hats for Men Gambler Hat Scala Hats MR96-BLK1 Black S/M (21 1/2"-22 1/8")
    Marco Woven Raffia Gambler Hat with Turtle Tape Band - Scala Hats for Men Gambler Hat Scala Hats MR96-NAT1 Khaki S/M (21 1/2"-22 1/8")
    $ 44.99
    Scala Hats

    Marco Woven Raffia Gambler Hat with Turtle Tape Band - Scala Hats for Men

    Woven raffia gambler hat. Turtle tape band with loop detail. 3" wide  brim with curled edge. Wide moisture wicking elasticized SCALA comfort sweatb...

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    $ 44.99
  • Outback Burnt Palm Leaf Sun Hat up to 2XL - Tula Hats Gambler Hat Tula Hats
    Outback Burnt Palm Leaf Sun Hat up to 2XL - Tula Hats Gambler Hat Tula Hats TU5900 Burnt Palm XXL (62 cm)
    $ 45.00
    Tula Hats

    Outback Burnt Palm Leaf Sun Hat up to 2XL - Tula Hats

    Great unisex outback gambler sun protection hat. Flat crown wall and telescope crown top. Provides excellent sun protection, UPF 50+. Flat brim wit...

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    $ 45.00
  • Trendsetter Shantung Porkpie - Biltmore Hats Gambler Hat Biltmore Hats
    Trendsetter Shantung Porkpie - Biltmore Hats Gambler Hat Biltmore Hats bs3npgtrenM Ivory Medium ((22-22 3/8")
    $ 77.00
    Biltmore Hats

    Trendsetter Shantung Porkpie - Biltmore Hats

    Genuine handmade shantung porkpie style hat. Open weave mid-crown design. Soft, pliable, featherweight hat. 2 3/4" brim. Grosgrain ribbon band with...

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    $ 77.00
  • White Toyo Gambler Golf Hat by Kenny Keith Gambler Hat Great hats by Karen Keith
    White Toyo Gambler Golf Hat by Kenny Keith Gambler Hat Great hats by Karen Keith TM44m Medium (57 cm) White
    $ 34.00
    Great hats by Karen Keith

    White Toyo Gambler Golf Hat by Kenny Keith

    White woven toyo gambler style summer hat for men.  Black band with side bow. Gently up turning brim, 3.5" wide. Soft cotton inner band. 100% toyo ...

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    $ 34.00
The gambler hat has an oval crown top, almost straight sidewall and wide brim with just the very edge sharply turned up.