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Big and Tall Plus Size Hats for Men

  • Large Brim Palm Leaf Safari Hat, 2XL - JSA Safari Hat Jeanne Simmons js6664litexl Natural Palm XL (61 cm)
    Large Brim Palm Leaf Safari Hat, 2XL - JSA Safari Hat Jeanne Simmons js6664darkm Burnt Palm Medium (57 cm)
    $ 37.00
    Jeanne Simmons

    Large Brim Palm Leaf Safari Hat, 2XL - JSA

    Escape the sun in style with this burnt palm leaf safari hat that works for anyone. Featuring a classic fedora silhouette with a dented crown and a...

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    $ 37.00
  • Wide Brim Unisex Gardening Hat by JSA - Large and XL Sizes Safari Hat Jeanne Simmons
    Wide Brim Unisex Gardening Hat by JSA - Large and XL Sizes Safari Hat Jeanne Simmons js6989wt-M Wheat Tweed Medium (57 cm)
    $ 34.00
    Jeanne Simmons

    Wide Brim Unisex Gardening Hat by JSA - Large and XL Sizes

    Protect yourself while tending your garden with this versatile unisex hat designed for serious sun exposure. The generous 5-inch brim shields your ...

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    $ 34.00
  • Unisex Straw Gardening Hat with Chin Cord - Large and XL Sizes Safari Hat Jeanne Simmons
    Unisex Straw Gardening Hat with Chin Cord - Large and XL Sizes Safari Hat Jeanne Simmons js6966ttL Toast Large (59 cm)
    $ 25.00
    Jeanne Simmons

    Unisex Straw Gardening Hat with Chin Cord - Large and XL Sizes

    Large brim hat provides excellent sun protection. Downward sloping brim, 4" wide. Dented fedora like crown with front pinch. Double metal eyelets o...

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    $ 25.00
  • Palm Leaf Lifeguard Hat - JSA Lifeguard Hat Jeanne Simmons
    Palm Leaf Lifeguard Hat - JSA Lifeguard Hat Jeanne Simmons js6661dark M Burnt Palm Medium (57 cm)
    $ 40.00
    Jeanne Simmons

    Palm Leaf Lifeguard Hat - JSA

    Crafted from 100% natural palm fiber, this lifeguard-inspired hat features a distinctive double hump crown with strategic ventilation holes for opt...

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    $ 40.00
  • Unisex Gardening Hat with Chin Cord - Large and XL Sizes Safari Hat Jeanne Simmons js6962l Brown Large (59 cm)
    Unisex Gardening Hat with Chin Cord - Large and XL Sizes Safari Hat Jeanne Simmons
    $ 27.00
    Jeanne Simmons

    Unisex Gardening Hat with Chin Cord - Large and XL Sizes

    Shield yourself from the sun with this versatile gardening hat, designed for both men and women who demand protection without compromise. The gener...

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    $ 27.00
  • Woven Palm Leaf Cowboy Hat - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons JS6654-MD Natural Palm Medium (57 cm)
    $ 39.00
    Jeanne Simmons

    Woven Palm Leaf Cowboy Hat - Jeanne Simmons Hats

    Step into the wild with this charming palm leaf cowboy hat that brings safari sophistication to your wardrobe. Handcrafted from 100% natural palm f...

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    $ 39.00
  • Woven Palm Leaf Gardening Hat with Chin Cord- Jeanne Simmons Hats Safari Hat Jeanne Simmons JS6652LX Natural Palm X-Large (61 cm)
    Woven Palm Leaf Gardening Hat with Chin Cord- Jeanne Simmons Hats Safari Hat Jeanne Simmons JS6652LL Natural Palm Large (59 cm)
    $ 43.00
    Jeanne Simmons

    Woven Palm Leaf Gardening Hat with Chin Cord- Jeanne Simmons Hats

    Handwoven from natural palm fibers, this charming safari-style hat brings effortless style to your garden adventures. The distinctive dented crown ...

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    $ 43.00
  • Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA Safari Hat Jeanne Simmons
    Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA Safari Hat Jeanne Simmons js6979bnL Brown Large (59 cm)
    $ 25.00
    Jeanne Simmons

    Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA

    Discover versatile sun protection with this unisex safari hat, crafted from mixed-tone braid for effortless style. The structured crown features a ...

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    $ 25.00
  • Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats Fedora Hat Jeanne Simmons JS7164 Apricot Large (59 cm)
    $ 15.00
    Jeanne Simmons

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

    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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    $ 15.00

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.