Shipping Update: Orders placed Saturday, Aug 29 – Tuesday, Sep 1 will ship out on Wednesday, Sep 2
Shipping Update: Orders placed Saturday, Aug 29 – Tuesday, Sep 1 will ship out on Wednesday, Sep 2
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Big and Tall Plus Size Hats for Men

  • 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)

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

    $46.00

    Ready to explore in style? This unisex safari hat brings serious fun to sun protection with its signature upturned brim and shapeable design. The 3...

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    $46.00
  • 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

    $46.00

    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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    $46.00
  • Sedona XL Fedora for Large Head by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sedona XL Fedora for Large Head by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Sedona XL Fedora for Large Head by Wallaroo Hat Company

    $88.00

    The Sedona Safari Hat XL by Wallaroo Hat Company brings one of Wallaroo's most popular sun hats to men and women who need a little extra room. Desi...

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    $88.00
  • 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

    $128.00

    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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    $128.00
  • 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)

    Weathered Toyo Golf Cap - Stetson Hats

    $39.00

    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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    $39.00
  • 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

    $39.00

    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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    $39.00
  • 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 $62.00
    Current Price $31.00

    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 $62.00
    Current Price $31.00
    Sale
  • Studded Longhorn Western Straw Hat - Milani Cowboy Hats Cowboy Hat Milani Hats
    Studded Longhorn Western Straw Hat - Milani Cowboy Hats Cowboy Hat Milani Hats ST130T-NAVY Navy Large (59 cm)

    Studded Longhorn Western Straw Hat - Milani Cowboy Hats

    $51.00

    Step into classic Western style with this unisex straw cowboy hat, featuring rugged distressed details and a bold longhorn accent. Crafted from sti...

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    $51.00
  • Charlie XL Fedora for Large Heads by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie XL Fedora for Large Heads by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Charlie XL Fedora for Large Heads by Wallaroo Hat Company

    $88.00

    The Charlie XL Fedora by Wallaroo Hat Company brings the brand's best-selling fedora design to women and men with larger head sizes seeking a comfo...

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    $88.00
  • SPIN-IT King Baseball Cap - Tails Active Wear Cap Tails Active Wear
    SPIN-IT King Baseball Cap - Tails Active Wear Cap Tails Active Wear CX9401-OSC8 Onyx OS
    Sale

    SPIN-IT King Baseball Cap - Tails Active Wear

    Original Price $42.00
    Current Price $22.00

    Designed for active lifestyles and larger head sizes, this lightweight performance cap is the perfect companion for golf, tennis, pickleball, and o...

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    Original Price $42.00
    Current Price $22.00
    Sale

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.