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Big and Tall Plus Size Hats for Men

  • Weathered Cotton Outback Hat, Small to 3XL Size - DPC Headwear Safari Hat Dorfman Hat Co.
    Weathered Cotton Outback Hat, Small to 3XL Size - DPC Headwear Safari Hat Dorfman Hat Co. MC127BNS Brown Small (55 cm)

    Weathered Cotton Outback Hat, Small to 3XL Size - DPC Headwear

    from $ 39.99

      Embrace adventure with this versatile weathered cotton outback hat, designed for those who refuse to be confined by convention. The shapeable, wi...

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    from $ 39.99
  • Woven Palm Leaf Cowboy Hat - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons JS6654-MD Natural Palm Medium (57 cm)

    Woven Palm Leaf Cowboy Hat - Jeanne Simmons Hats

    $ 39.00

    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
  • Pecos Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats Gambler Hat Tula Hats
    Pecos Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats Gambler Hat Tula Hats TU9350 Natural Palm S/M (56-57 cm)

    Pecos Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats

    $ 47.00

    Expertly crafted from 100% palm fiber, this safari hat delivers sophisticated sun protection with a UPF 50+ rating. The distinctive front-pinched c...

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    $ 47.00
  • Braided Palm Leaf Outback Hat - Dorfman Hats Cowboy Hat Dorfman Hat Co.
    Braided Palm Leaf Outback Hat - Dorfman Hats Cowboy Hat Dorfman Hat Co. MS444OS-TOAST Burnt Palm L/XL (59.5 cm)

    Braided Palm Leaf Outback Hat - Dorfman Hats

    $ 34.00

    Embrace adventure in this stunning handcrafted outback hat, expertly woven from natural palm fibers. The distinctive dented crown and subtle front ...

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    $ 34.00
  • Black Straw Cowboy Hat with Long Horn Concho - Milani Hats Cowboy Hat Milani Hats
    Black Straw Cowboy Hat with Long Horn Concho - Milani Hats Cowboy Hat Milani Hats ST-090 Black M/L

    Black Straw Cowboy Hat with Long Horn Concho - Milani Hats

    $ 29.00

    Tightly woven straw western hat for sun protection. Black straw hat with curled up cowboy brim, 3" wide. Faux leather studded band with bull concho...

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    $ 29.00
  • Straw Cowboy Hat with Turquoise Embroidered Band - Milani Hats Cowboy Hat Milani Hats
    Straw Cowboy Hat with Turquoise Embroidered Band - Milani Hats Cowboy Hat Milani Hats ST-117U Black M/L

    Straw Cowboy Hat with Turquoise Embroidered Band - Milani Hats

    $ 42.00

    Step into the spotlight with this charming straw cowboy hat that's equal parts practical and fabulous. Crafted from tightly woven straw, it shields...

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    $ 42.00
  • Straw Cowboy Hat with Turquoise Band and Concho - Milani Hats Cowboy Hat Milani Hats
    Straw Cowboy Hat with Turquoise Band and Concho - Milani Hats Cowboy Hat Milani Hats ST-118NAT Natural M/L

    Straw Cowboy Hat with Turquoise Band and Concho - Milani Hats

    $ 29.00

    Step into the saddle with this charming straw cowboy hat that's equal parts rugged and refined. The tightly woven straw construction shields you fr...

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    $ 29.00
  • Jackaroo Brown Leather Western Cowboy Hat by Jars Cowboy Hat Texas Gold Hats
    Jackaroo Brown Leather Western Cowboy Hat by Jars Cowboy Hat Texas Gold Hats jr7481bn Brown Medium (57 cm)

    Jackaroo Brown Leather Western Cowboy Hat by Jars

    $ 59.00

    Safari, outback style heavy leather hat for summer and winter season. Excellent sun protection.  C-crown with pinched front. Curled up, curved brim...

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    $ 59.00
  • 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
  • Vintage USA Flag Cowboy Hat - Guy Harvey Hats Cowboy Hat Guy Harvey HG942 US Flag L/XL (59-60 cm)
    Vintage USA Flag Cowboy Hat - Guy Harvey Hats Cowboy Hat Guy Harvey

    Vintage USA Flag Cowboy Hat - Guy Harvey Hats

    $ 49.50

    Step right up to authentic western flair with this standout straw cowboy hat! Featuring a bold USA flag design infused with Guy Harvey's iconic mar...

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    $ 49.50
  • 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

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.