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Big and Tall Plus Size Hats for Men

  • Aussie Packable Breezer, S to 3XL Hat Sizes - Henschel Hats Safari Hat Henschel Hats
    Aussie Packable Breezer, S to 3XL Hat Sizes - Henschel Hats Safari Hat Henschel Hats h5310khS Khaki Small (21 1/2")

    Aussie Packable Breezer, S to 3XL Hat Sizes - Henschel Hats

    $ 50.00

    Step into the outback spirit with the Aussie Packable Breezer, designed for those who refuse to compromise between style and function. This innovat...

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    $ 50.00
  • Large Bill Flap Cap - Milani Hats Cap Milani Hats
    Large Bill Flap Cap - Milani Hats Cap Milani Hats F006-NG Neon Green OS (56-60 cm) Sale

    Large Bill Flap Cap - Milani Hats

    Original Price $ 18.00
    Current Price $ 12.99

    This bold four-panel cap commands attention with its oversized 2.75" bill and protective neck flap that shields you from sun exposure. Engineered f...

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    Original Price $ 18.00
    Current Price $ 12.99
    Sale
  • 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
  • Large and XL Size Gardening Hat - Karen Keith Hats Safari Hat Great hats by Karen Keith BT34-5Bl Tan Tweed Large (23 1/4")
    Large and XL Size Gardening Hat - Karen Keith Hats Safari Hat Great hats by Karen Keith BT34-5A Black/Tan Mix Large (23 1/4")

    Large and XL Size Gardening Hat - Karen Keith Hats

    $ 38.50

    Embrace endless summer days with confidence in this expansive gardening hat designed for those who refuse to compromise on protection or style. Fea...

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    $ 38.50
  • Palm Beach Carkella by Wallaroo Hats Safari Hat Wallaroo Hats
    Palm Beach Carkella by Wallaroo Hats Safari Hat Wallaroo Hats PLMBCHMBKM Black M/L (59 cm)

    Palm Beach Carkella by Wallaroo Hats

    $ 65.00

    The Palm Beach Safari Hat offers lightweight performance with classic styling, perfect for golf, travel, outdoor adventures, and daily sun protecti...

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    $ 65.00
  • Unisex Water Repellent Straw Safari Hat - Tidal Tom™ Safari Hat Tidal Tom HTT1047AM/L Ivory M/L (57-59 cm)
    Unisex Water Repellent Straw Safari Hat - Tidal Tom™ Safari Hat Tidal Tom HTT1047BML Black M/L (57-59 cm)

    Unisex Water Repellent Straw Safari Hat - Tidal Tom™

    $ 33.00

    Super lightweight safari style summer hat. Water repellent poly-straw sun hat. Fedora-like dented crown with front pinch. Flat brim, 3" wide, creat...

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    $ 33.00
  • 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
  • Hawaii Floral Print Cotton Bucket Hat  - Mega Cap Bucket Hat MegaCI
    Hawaii Floral Print Cotton Bucket Hat  - Mega Cap Bucket Hat MegaCI 7801Hm Black M/L (58 cm,)

    Hawaii Floral Print Cotton Bucket Hat - Mega Cap

    $ 10.00

    Embrace your vibrant spirit with this fun floral bucket hat, where tropical blooms meet timeless summer style. Crafted from soft cotton fabric feat...

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    $ 10.00
  • Men's Safari Style Rain Hat - Stetson Hats Safari Hat Stetson Hats
    Men's Safari Style Rain Hat - Stetson Hats Safari Hat Stetson Hats STC61-BLK2 Black Medium

    Men's Safari Style Rain Hat - Stetson Hats

    $ 44.00

    Embrace adventure in this water-resistant cotton blend safari hat that keeps you dry without sacrificing style. The structured 2" brim slopes gentl...

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    $ 44.00
  • Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats

    Belted Fine Braid Summer Fedora Hat - Boardwalk Style

    $ 27.00

    Experience effortless summer style with this versatile fine braid fedora, designed for both men and women. The classic dented crown and pinched fro...

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    $ 27.00
  • 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

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

    Original Price $ 59.00
    Current Price $ 28.50

    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

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

    Original Price $ 69.25
    Current Price $ 29.99

    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
  • 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
  • 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

    Black Wool Felt Fedora Hat - Scala Hats

    Original Price $ 60.75
    Current Price $ 24.89

    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)

    Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats

    $ 89.00

    Elevate your style with this striking Spade Bangora Straw Fedora by Biltmore Vintage Couture. Crafted from premium waxed bangora straw, this hat fe...

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    $ 89.00
  • 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

    $ 32.00

    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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    $ 32.00
  • 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

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.