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Men's Hats

Contemporary and classic men's hat styles to fit your personality and need. From casual caps, bucket hats to dressy fedoras, gamblers and elegant derby hats, top hats. Sun protective summer hats, and winter hat styles.  

  • Khaki Cotton Tiller with Chin Cord - Legendary Stetson Hats, Gambler Hat - SetarTrading Hats
    Khaki Cotton Tiller with Chin Cord - Legendary Stetson Hats, Gambler Hat - SetarTrading Hats
    Stetson Hats

    Khaki Cotton Tiller with Chin Cord - Legendary Stetson Hats

    $ 43.50

    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 - SetarTrading Hats
    Scala Hats

    Twisted Seagrass Golf Hat - Scala Hats

    $ 39.00

    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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    $ 39.00
  • Burnt Palm Leaf Outback Sun Hat for Small Heads - Tula Hats, Gambler Hat - SetarTrading Hats
    Burnt Palm Leaf Outback Sun Hat for Small Heads - Tula Hats, Gambler Hat - SetarTrading Hats
    Tula Hats

    Burnt Palm Leaf Outback Sun Hat for Small Heads - Tula Hats

    $ 39.00

    Great unisex outback gambler sun protection hat for small head sizes. Flat crown wall and telescope crown top. Provides excellent sun protection, U...

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    $ 39.00
  • Jackson Wool Felt Porkpie Hat, up to 2XL - Stacy Adams Hats, Gambler Hat - SetarTrading Hats
    Jackson Wool Felt Porkpie Hat, up to 2XL - Stacy Adams Hats, Gambler Hat - SetarTrading Hats
    Stacy Adams Hats

    Jackson Wool Felt Porkpie Hat, up to 2XL - Stacy Adams Hats

    $ 64.25

    Wool felt porkpie rocker hat with feather detail. Bound 2" wide brim. 16-Ligne grosgrain ribbon band with side bow. Leather inner band. Satin linin...

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    $ 64.25
  • Outback Burnt Palm Leaf Sun Hat, 2XL - Tula Hats, Gambler Hat - SetarTrading Hats
    Outback Burnt Palm Leaf Sun Hat, 2XL - Tula Hats, Gambler Hat - SetarTrading Hats
    Tula Hats

    Outback Burnt Palm Leaf Sun Hat, 2XL - Tula Hats

    $ 39.00

    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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    $ 39.00
  • Braid Gambler Hat with 3-Pleat Cotton Band - Tommy Bahama, Gambler Hat - SetarTrading Hats
    Braid Gambler Hat with 3-Pleat Cotton Band - Tommy Bahama, Gambler Hat - SetarTrading Hats
    Tommy Bahama Hats

    Braid Gambler Hat with 3-Pleat Cotton Band - Tommy Bahama

    $ 39.00

    Tommy Bahama gambler golf hats. Elegant sun protection hat for men. Sunken crown. Flat brim, 3.25" wide. Wide 3-pleat cotton band with signature To...

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    $ 39.00
  • Shiny Polybraid Porkpie Fedora Hat - Stacy Adams, Fedora Hat - SetarTrading Hats
    Shiny Polybraid Porkpie Fedora Hat - Stacy Adams, Fedora Hat - SetarTrading Hats
    Sale
    Stacy Adams Hats

    Shiny Polybraid Porkpie Fedora Hat - Stacy Adams

    Original Price $ 25.00
    Current Price $ 15.20

    Soft polybraid pinched crown fedora. Small, shapeable brim, 1.75" wide. Faux leather band with tie print overlay. Loop with Stacy Adams pin. Faux l...

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    Original Price $ 25.00
    Current Price $ 15.20
    Sale
  • Trendsetter Shantung Porkpie - Biltmore Hats, Gambler Hat - SetarTrading Hats
    Trendsetter Shantung Porkpie - Biltmore Hats, Gambler Hat - SetarTrading Hats
    Biltmore Hats

    Trendsetter Shantung Porkpie - Biltmore Hats

    $ 77.00

    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
  • Gambler - Wool Felt Porkpie Hat by JSA for Men - Brown, Gambler Hat - SetarTrading Hats
    Jeanne Simmons

    Gambler - Wool Felt Porkpie Hat by JSA for Men - Brown

    $ 37.00

    Traditional flat telescope crown top gambler style hat. Double, turquoise and brown grosgrain ribbon band with side bow. Curled, 1.5" wide brim. Ad...

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    $ 37.00
  • Pro Golf Woven Palm Gambler - Scala Hats for Men, Gambler Hat - SetarTrading Hats
    Scala Hats

    Pro Golf Woven Palm Gambler - Scala Hats for Men

    $ 48.00

    Natural straw color gambler style hat. Leather band with golf ornament. Turned up, 3" wide brim. Sunken crown top. Elastic CoolMax® comfort inner b...

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    $ 48.00
  • Raffia Gambler with Braided Jute Band by Kenny Keith, Gambler Hat - SetarTrading Hats
    Great hats by Karen Keith

    Raffia Gambler with Braided Jute Band by Kenny Keith

    $ 29.00

    Soft braided raffia gambler style golf hat for men. Jute band with loop. Ribbon bound, 3.5" wide curled brim. Wide elasticized comfort inner band. ...

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    $ 29.00

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