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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)
    from $ 39.99
    Dorfman Hat Co.

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

      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
  • Distressed Woven Straw Cowboy Hat, XS to XL Sizes - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RC12D-XS Natural Extra-Small (20 7/8")
    $ 45.00
    Great hats by Karen Keith

    Distressed Woven Straw Cowboy Hat, XS to XL Sizes - Karen Keith Hats

    Summer straw cowboy hat with darker, worn look crown tip and brim edge. Criss cross woven straw. Over-welt brim, 3.25" wide. Double rope chin tie w...

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    $ 45.00
  • 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
  • Distressed Straw Cattleman Hat for Large Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RM7D-L Natural Large (59 cm)
    $ 45.00
    Great hats by Karen Keith

    Distressed Straw Cattleman Hat for Large Heads - Karen Keith Hats

    Unisex woven raffia cattleman style summer hat for large heads. Distressed look created with darker color crown tip. Criss-cross woven raffia straw...

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    $ 45.00
  • 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)
    $ 47.00
    Tula Hats

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

    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
  • Pecos Burnt Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats Gambler Hat Tula Hats
    Pecos Burnt Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats Gambler Hat Tula Hats TU1-9820 Burnt Palm XXL (61 - 62 cm)
    $ 48.00
    Tula Hats

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

    This unisex safari hat showcases a distinctive burnt palm leaf construction with a classic Gus-style crown featuring a front pinch and sloping cent...

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    $ 48.00
  • 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)
    $ 34.00
    Dorfman Hat Co.

    Braided Palm Leaf Outback Hat - Dorfman Hats

    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
    $ 29.00
    Milani Hats

    Black Straw Cowboy Hat with Long Horn Concho - Milani Hats

    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 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
    $ 29.00
    Milani Hats

    Straw Cowboy Hat with Turquoise Band and Concho - Milani Hats

    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
  • 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
    $ 42.00
    Milani Hats

    Straw Cowboy Hat with Turquoise Embroidered Band - Milani Hats

    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 Red, White and Blue Star Band - Milani Hats Cowboy Hat Milani Hats
    Straw Cowboy Hat with Red, White and Blue Star Band - Milani Hats Cowboy Hat Milani Hats ST-092 Tan M/L
    $ 29.00
    Milani Hats

    Straw Cowboy Hat with Red, White and Blue Star Band - Milani Hats

    Rock the range in style with this charming straw cowboy hat, featuring a patriotic red, white, and blue star-studded band that brings serious Weste...

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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)
    $ 59.00
    Texas Gold Hats

    Jackaroo Brown Leather Western Cowboy Hat by Jars

    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
    $ 27.00
    Boardwalk Style Hats

    Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats

    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
    $ 49.50
    Guy Harvey

    Vintage USA Flag Cowboy Hat - Guy Harvey Hats

    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)
    $ 31.00
    Boardwalk Style Hats

    Blue Stain Seagrass Cowboy Hat - Boardwalk Hats

    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.