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Big and Tall Plus Size Hats for Men

  • Wide Brim Black Safari Beach Hat - Peter Grimm Headwear Safari Hat Peter Grimm PGR1627 Black L/XL (60 cm)

    Wide Brim Black Safari Beach Hat - Peter Grimm Headwear

    $ 32.00

    Shield yourself from the sun in style with this striking black straw safari hat. Featuring a generously wide 4.25" brim that slopes downward for se...

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    $ 32.00
  • Quiver Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats Lifeguard Hat Makai Hat
    Quiver Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats Lifeguard Hat Makai Hat MA157OS2 Natural S/M

    Quiver Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats

    $ 45.00

    Stay cool, protected, and adventure-ready with this rush straw lifeguard hat, designed for maximum sun coverage and vibrant coastal style. Crafted ...

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    $ 45.00
  • Fern Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats Lifeguard Hat Makai Hat
    Fern Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats Lifeguard Hat Makai Hat MA154OS2 Natural S/M

    Fern Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats

    $ 45.00

    Stay cool, protected, and ready for any sunny adventure with this rush straw lifeguard hat, designed for maximum coverage and standout coastal styl...

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    $ 45.00
  • 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

    Caliber Palm Teardrop Curled Brim Sun Hat - Biltmore Hats

    $ 89.00

    Embrace timeless elegance with the Caliber Palm Teardrop, a masterfully crafted sun hat that celebrates authentic artisanal tradition. This hand-wo...

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    $ 89.00
  • 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

    Tweed Navy Raffia Crown Safari Hat by Sun Styles

    $ 32.00

    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)

    Blue Stain Seagrass Cowboy Hat - Boardwalk Hats

    $ 31.00

    Discover the timeless appeal of this hand-crafted seagrass cowboy hat, expertly woven and stained in rich vintage denim blue. Each hat is uniquely ...

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    $ 31.00
  • 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

    Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats

    $ 27.00

    Experience the perfect blend of classic western style and practical sun protection with this straw cowboy hat. Crafted from lightweight toyo straw,...

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    $ 27.00
  • Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats Fedora Hat Jeanne Simmons Accessories JS7164 Apricot Large (59 cm)
    Sale

    Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats

    Original Price $ 43.00
    Current Price $ 21.50

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. Make a statement with this charming wool felt fedora that's built for bigger personalities and larger...

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    Original Price $ 43.00
    Current Price $ 21.50
    Sale
  • 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)

    Weathered Toyo Golf Cap - Stetson Hats

    $ 27.00

    Elevate your golf game with this distinguished Toyo straw ivy cap that exudes timeless sophistication. The weathered Toyo construction delivers a r...

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    $ 27.00

Finding a great hat shouldn’t depend on squeezing into an XL size. Our collection of 2XL and 3XL men’s hats is curated for larger head sizes, offering a comfortable, proportional fit that stays secure and looks right—no tight pressure, no riding up, no awkward shaping.

Shop a wide variety of men’s big size hats for every season and lifestyle: rugged safari hats and outback hats for outdoor coverage, classic 2XL/3XL fedoras for polished everyday style, and breathable performance options like evaporative cooling soaker hats for scorching summer days. For heritage looks, explore big-size flat caps and driving caps, and for premium durability, add a large-size leather hat to your rotation. Whether you’re traveling, golfing, working outdoors, or dressing up your street style, these 2XL and 3XL hats for men deliver the fit you need with the style you want.