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Big and Tall Plus Size Hats for Men

  • Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats
    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats DA1302-GREY Grey Large (59cm)
    $ 35.00
    Boardwalk Style Hats

    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style

    The perfect sun protection hat for your summer adventures. Crushable, packable, water resistant, UPF50+ UV blocking hat. Downward wide brim, 4.5". ...

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    $ 35.00
  • Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats
    Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats BF128-BLK2 Black Medium  (57 cm)
    $ 89.00
    Biltmore Hats

    Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats

    Waxed bangora straw wide brim fedora hat by Biltmore Vintage Couture. Tightly woven hat with spade shape crown top. Open weaving vented mid-crown. ...

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    $ 89.00
  • Wide Brim Black Safari Beach Hat - Peter Grimm Headwear Safari Hat Peter Grimm PGR1627 Black Large (23 1/4")
    $ 32.00
    Peter Grimm

    Wide Brim Black Safari Beach Hat - Peter Grimm Headwear

    Black straw summer hat for maximum sun protection. Downward sloping brim, 4.25" wide with cotton underbrim for extra UV blocking. Peter Grimm gromm...

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    $ 32.00
  • World Champion Pancho Cowboy Hat, 2XL - Larry Mahan's Hats Cowboy Hat Larry Mahan's Hats MS7681PNCHO50 Natural XXL (7 3/4)
    Sold out
    $ 59.99
    Larry Mahan's Hats

    World Champion Pancho Cowboy Hat, 2XL - Larry Mahan's Hats

    Larry Mahan World Champion All Around Cowboy Hat Collection® by Milano Hats. Glazed, stiff micro-braid palm fiber construction. Sloped Gus crease h...

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    $ 59.99
  • Justin Hats - Travis Fine Palm Wide Brim Hat Safari Hat Justin Hats JS19TBTRAV4054 Natural 6 3/4 (54 cm)
    $ 59.00
    Justin Hats

    Justin Hats - Travis Fine Palm Wide Brim Hat

    Hand-woven authentic Mexican palm safari-style hat. C-crown with pinch front. Narrow macrame and brown leather band. JUSTIN pin and feather accent....

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    $ 59.00
  • Handwoven Panama Safari Hat with Web Band - Tommy Bahama Hats Safari Hat Tommy Bahama Hats
    Handwoven Panama Safari Hat with Web Band - Tommy Bahama Hats Safari Hat Tommy Bahama Hats TBW114OS-NAT1 Natural S/M (55-57cm)
    $ 189.00
    Tommy Bahama Hats

    Handwoven Panama Safari Hat with Web Band - Tommy Bahama Hats

    Handwoven panama safari hat with C-crown and pinched front. Web band with leather loop and TB Marlin pin. Slightly curled brim, 3" wide. TB tip sti...

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    $ 189.00
  • 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
  • Royal Flush Bangora Straw Club Cowboy Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats
    Royal Flush Bangora Straw Club Cowboy Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats BF130-TAN2 Ivory Medium  (57 cm)
    $ 89.00
    Biltmore Hats

    Royal Flush Bangora Straw Club Cowboy Hat - Biltmore Vintage Hats

    Waxed bangora straw wide brim hat by Biltmore Vintage Couture. Woven two tone hat with clover crown top. Flat brim with semi curl, 4" wide.  Native...

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    $ 89.00
  • The Crispin Bangora Straw Heart Cowboy Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats BF131-IVORY3 Ivory Large (59 cm)
    The Crispin Bangora Straw Heart Cowboy Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats BF131-IVORY2 Ivory Medium  (57 cm)
    $ 89.00
    Biltmore Hats

    The Crispin Bangora Straw Heart Cowboy Hat - Biltmore Vintage Hats

    Waxed bangora woven straw fedora hat by Biltmore Vintage Couture. Double hump crown with heart detail. Slight up curving brim, 2.5" wide.  Vegan su...

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    $ 89.00
  • Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats Cowboy Hat Boardwalk Style Hats
    Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA1953-BLK2 Black Medium
    $ 27.00
    Boardwalk Style Hats

    Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats

    Lightweight woven toyo straw western hat. Cattleman-style double hump crown. Shapeable rolled brim with wire edge, approximately 3.5" wide. Leather...

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    $ 27.00
  • Braid Straw Up Turned Brim Safari Hat - Angela & William Hats Safari Hat Epoch Hats
    Braid Straw Up Turned Brim Safari Hat - Angela & William Hats Safari Hat Epoch Hats F6040 Natural Large (58-59 cm)
    $ 32.00
    Epoch Hats

    Braid Straw Up Turned Brim Safari Hat - Angela & William Hats

    Unisex safari hat with up turned brim. Shapeable, slightly downward brim, 3.75" wide with up turned edge. Shallow crown, 3.5" deep. Narrow straw br...

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    $ 32.00
  • Caliber Palm Teardrop Curled Brim Sun Hat - Biltmore Hats Safari Hat Biltmore Hats BS70N1CALI3601SM Natural Small  (55 cm)
    Caliber Palm Teardrop Curled Brim Sun Hat - Biltmore Hats Safari Hat Biltmore Hats
    $ 89.00
    Biltmore Hats

    Caliber Palm Teardrop Curled Brim Sun Hat - Biltmore Hats

    Hand woven authentic Mexican palm sun hat. Classic teardrop crown hat with pinched front. Curled brim, approximately 3.25" wide. Guatemalan woven b...

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    $ 89.00
  • Weathered Toyo Golf Cap - Stetson Hats Flat Cap Stetson Hats
    Weathered Toyo Golf Cap - Stetson Hats Flat Cap Stetson Hats STC362-KAKI2 Khaki Medium (57 cm)
    $ 27.00
    Stetson Hats

    Weathered Toyo Golf Cap - Stetson Hats

    Stylish toyo straw ivy cap. Weathered toyo creates a multitone look. Weathered cotton peak, 1.75". Cotton inner band, print lining. Leather patch o...

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    $ 27.00
  • Tweed Navy Raffia Crown Safari Hat by Sun Styles Safari Hat Sun Styles
    Tweed Navy Raffia Crown Safari Hat by Sun Styles Safari Hat Sun Styles xgz097nv1 Navy
    $ 32.00
    Sun Styles

    Tweed Navy Raffia Crown Safari Hat by Sun Styles

    Crocheted navy and natural mix raffia fedora style crown. Braided brim, 4" wide. Navy frayed edge ribbon band with loop. Ribbon inner band with dra...

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    $ 32.00
  • Blue Stain Seagrass Cowboy Hat - Boardwalk Hats Cowboy Hat Boardwalk Style Hats
    Blue Stain Seagrass Cowboy Hat - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA1305-BLU Blue Large (59 cm)
    $ 31.00
    Boardwalk Style Hats

    Blue Stain Seagrass Cowboy Hat - Boardwalk Hats

    Lightweight woven natural seagrass straw western hat. Hand-stained in vintage denim blue. No two hats are exactly alike. Classic cattleman style wi...

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    $ 31.00

2XL and 3XL Size Men's Hats. 

Large variety of men's hats for smart big heads up to 2XL and 3XL hat sizes. Safari and outback style hats, fedora, evaporative cooling soaker hats, flat caps, and leather hats.