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Big and Tall Plus Size Hats for Men

  • Sedona Fedora, M & XL - Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sedona Fedora, M & XL - Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Sedona Fedora, M & XL - Wallaroo Hat Company

    The full-size Sedona Safari Hat blends a relaxed woven texture with excellent sun protection for warm-weather outings. Its wide downturned brim pro...

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    $ 61.00
  • Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats Fedora Hat Scala Hats
    Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats Fedora Hat Scala Hats WF536 Black Medium (22.5")
    Sale
    Original Price $ 59.00
    Current Price $ 28.50
    Scala Hats

    Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. This refined wool felt fedora delivers timeless sophistication with meticulous construction. The stru...

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    Original Price $ 59.00
    Current Price $ 28.50
    Sale
  • Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats Safari Hat Stacy Adams Hats
    Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats Safari Hat Stacy Adams Hats SAW536-BLK2 Black Medium (22.5")
    Sale
    Original Price $ 69.25
    Current Price $ 29.99
    Stacy Adams Hats

    Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats

    Wool felt fedora hat with feather accent. Raw edge 2.5" wide brim. 19-Ligne grosgrain band with side bow. Signature STACY ADAMS pin detail Dented a...

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    Original Price $ 69.25
    Current Price $ 29.99
    Sale
  • Black Wool Felt Fedora Hat - Scala Hats Fedora Hat Scala Hats WF574-BLK2 Black Medium (22.25")
    Black Wool Felt Fedora Hat - Scala Hats Fedora Hat Scala Hats
    Sale
    Original Price $ 60.75
    Current Price $ 24.89
    Scala Hats

    Black Wool Felt Fedora Hat - Scala Hats

    This timeless fedora showcases a refined wool felt construction with a precisely structured crown featuring the signature center dent and front pin...

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    Original Price $ 60.75
    Current Price $ 24.89
    Sale
  • Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats
    Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats BF128-BLK2 Black Medium  (57 cm)
    $ 89.00
    Biltmore Hats

    Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats

    Waxed bangora straw wide brim fedora hat by Biltmore Vintage Couture. Tightly woven hat with spade shape crown top. Open weaving vented mid-crown. ...

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    $ 89.00
  • Senna Handwoven Shantung Flat Brim Hat - Biltmore USA Safari Hat Biltmore Hats BS344SENA34MD Natural Medium  (57 cm)
    Senna Handwoven Shantung Flat Brim Hat - Biltmore USA Safari Hat Biltmore Hats BS344SENA34SM Natural Small  (55 cm)
    $ 95.00
    Biltmore Hats

    Senna Handwoven Shantung Flat Brim Hat - Biltmore USA

    Handwoven shantung wide brim fedora hat made in the USA. Classic center dent and pinch front crown. Flat brim, 3.5" wide. Wide grosgrain ribbon ban...

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    $ 95.00
  • Pistol Mexican Palm Flat Brim Hat - Biltmore Hats Safari Hat Biltmore Hats BS70TFPISLXLS Natural Small  (55 cm)
    $ 89.00
    Biltmore Hats

    Pistol Mexican Palm Flat Brim Hat - Biltmore Hats

    Handwoven authentic Mexican palm outback style hat. Classic teardrop crown hat with pinched front. Solid rust color grosgrain ribbon band. Biltmore...

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    $ 89.00
  • Riverfront Lightweight Straw Safari Hat - Biltmore Hats Safari Hat Biltmore Hats BS2115RVRF31 Ivory Medium (22-22 3/8")
    Riverfront Lightweight Straw Safari Hat - Biltmore Hats Safari Hat Biltmore Hats
    $ 69.00
    Biltmore Hats

    Riverfront Lightweight Straw Safari Hat - Biltmore Hats

    Unique vent pattern woven toyo straw safari hat. Featherweight unisex summer hat. Underwelt brim, 3" wide provides plenty of sun protection. Classi...

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    $ 69.00
  • The Crispin Bangora Straw Heart Cowboy Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats BF131-IVORY3 Ivory Large (59 cm)
    The Crispin Bangora Straw Heart Cowboy Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats BF131-IVORY2 Ivory Medium  (57 cm)
    $ 89.00
    Biltmore Hats

    The Crispin Bangora Straw Heart Cowboy Hat - Biltmore Vintage Hats

    Waxed bangora woven straw fedora hat by Biltmore Vintage Couture. Double hump crown with heart detail. Slight up curving brim, 2.5" wide.  Vegan su...

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    $ 89.00
  • Handwoven Panama Safari Hat with Web Band - Tommy Bahama Hats Safari Hat Tommy Bahama Hats
    Handwoven Panama Safari Hat with Web Band - Tommy Bahama Hats Safari Hat Tommy Bahama Hats TBW114OS-NAT1 Natural S/M (55-57cm)
    $ 189.00
    Tommy Bahama Hats

    Handwoven Panama Safari Hat with Web Band - Tommy Bahama Hats

    Handwoven panama safari hat with C-crown and pinched front. Web band with leather loop and TB Marlin pin. Slightly curled brim, 3" wide. TB tip sti...

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    $ 189.00
  • Double Diamond Bangora Straw Gambler Hat - Biltmore Vintage Hats Gambler Hat Biltmore Hats
    Double Diamond Bangora Straw Gambler Hat - Biltmore Vintage Hats Gambler Hat Biltmore Hats BF129-IVORY2 Ivory Medium  (57 cm)
    $ 89.00
    Biltmore Hats

    Double Diamond Bangora Straw Gambler Hat - Biltmore Vintage Hats

    Waxed bangora straw wide brim gambler hat by Biltmore Vintage Couture. Vertically woven two tone hat with double diamond shape crown top. Open weav...

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    $ 89.00
  • Royal Flush Bangora Straw Club Cowboy Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats
    Royal Flush Bangora Straw Club Cowboy Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats BF130-TAN2 Ivory Medium  (57 cm)
    $ 89.00
    Biltmore Hats

    Royal Flush Bangora Straw Club Cowboy Hat - Biltmore Vintage Hats

    Waxed bangora straw wide brim hat by Biltmore Vintage Couture. Woven two tone hat with clover crown top. Flat brim with semi curl, 4" wide.  Native...

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    $ 89.00
  • 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
    $ 89.00
    Biltmore Hats

    Caliber Palm Teardrop Curled Brim Sun Hat - Biltmore Hats

    Hand woven authentic Mexican palm sun hat. Classic teardrop crown hat with pinched front. Curled brim, approximately 3.25" wide. Guatemalan woven b...

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    $ 89.00
  • Folk Distressed Look Wool Felt Western Hat - Biltmore Hats Safari Hat Biltmore Hats BFNN50Folk32M Chocolate Medium  (57 cm)
    $ 119.00
    Biltmore Hats

    Folk Distressed Look Wool Felt Western Hat - Biltmore Hats

    Handcrafted wool felt western outback style hat. Felt is distressed to give an authentic worn look. Teardrop crown with pinched front. Distressed g...

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    $ 119.00

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.