Skip to content

Filters

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")
    $ 50.00
    Henschel Hats

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

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

    View full details
    $ 50.00
  • 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...

    View full details
    from $ 39.99
  • Mesh Outback Hat for Men up to XXL, Black - Stetson and Scala Hats Safari Hat Stetson Hats
    Mesh Outback Hat for Men up to XXL, Black - Stetson and Scala Hats Safari Hat Stetson Hats STC205BKSSTC205BKS Black Stetson Hats Small
    $ 51.00
    Stetson Hats

    Mesh Outback Hat for Men up to XXL, Black - Stetson and Scala Hats

    Outback-style breezy mesh hat. Nylon mesh construction makes this hat tough enough to take along for all your wet or dry outdoor adventures. Covere...

    View full details
    $ 51.00
  • 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")
    $ 38.50
    Great hats by Karen Keith

    Large and XL Size Gardening Hat - Karen Keith Hats

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

    View full details
    $ 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)
    $ 65.00
    Wallaroo Hats

    Palm Beach Carkella by Wallaroo Hats

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

    View full details
    $ 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)
    $ 33.00
    Tidal Tom

    Unisex Water Repellent Straw Safari Hat - Tidal Tom™

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

    View full details
    $ 33.00
  • Head 'N Home Cabana Black SolAir Breathable Mesh Shade Hat up to XXL Safari Hat Head'N'Home Hats
    Head 'N Home Cabana Black SolAir Breathable Mesh Shade Hat up to XXL Safari Hat Head'N'Home Hats CabanaBKS Black S (55 cm - 6 7/8)
    from $ 97.00
    Head'N'Home Hats

    Head 'N Home Cabana Black SolAir Breathable Mesh Shade Hat up to XXL

    Stay cool and protected with this fun outback-inspired hat that breathes as well as you do. Mesh sidewalls keep air circulating while the nylon-pol...

    View full details
    from $ 97.00
  • 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
    $ 44.00
    Stetson Hats

    Men's Safari Style Rain Hat - Stetson Hats

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

    View full details
    $ 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
    $ 27.00
    Boardwalk Style Hats

    Belted Fine Braid Summer Fedora Hat - Boardwalk Style

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

    View full details
    $ 27.00
  • 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. ...

    View full details
    $ 89.00
  • Wide Brim Black Safari Beach Hat - Peter Grimm Headwear Safari Hat Peter Grimm PGR1627 Black L/XL (60 cm)
    $ 32.00
    Peter Grimm

    Wide Brim Black Safari Beach Hat - Peter Grimm Headwear

    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...

    View full details
    $ 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
    $ 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,...

    View full details
    $ 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.