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Big and Tall Plus Size Hats for Men

  • Henschel Hats - 10 Point Microfiber Hiking Hat Bucket Hat Henschel Hats H5552-13TNl Tan Large {23")
    Henschel Hats - 10 Point Microfiber Hiking Hat Bucket Hat Henschel Hats H5552-13TNm Tan Medium (22 1/4")
    $ 49.00
    Henschel Hats

    Henschel Hats - 10 Point Microfiber Hiking Hat

    Unleash your potential on every outdoor expedition with the Henschel 10 Point Microfiber Hiking Hat. Engineered for adventurers who refuse to let w...

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    $ 49.00
  • Palm Beach Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Palm Beach Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 65.00
    Wallaroo Hats

    Palm Beach Safari by Wallaroo Hat Company

    The Palm Beach Safari Hat combines modern structure with lightweight comfort, making it a top choice for men and women who want dependable sun prot...

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    $ 65.00
  • Charlie Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Charlie Fedora by Wallaroo Hat Company

    Designed with a contemporary silhouette, the Charlie Fedora pairs clean lines with effortless comfort. The structured crown and medium brim create ...

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    $ 61.00
  • Supplex® Nylon Boonie with Mesh Crown - DPC Global Hats Bucket Hat Dorfman Hat Co.
    Supplex® Nylon Boonie with Mesh Crown - DPC Global Hats Bucket Hat Dorfman Hat Co. MC2-KAKI1 Khaki Small (55 cm)
    $ 26.99
    Dorfman Hat Co.

    Supplex® Nylon Boonie with Mesh Crown - DPC Global Hats

    Trailer DPC Outdoor hats for hiking. Supplex® nylon boonie with vented mesh crown. Covered underbrim, 3" wide stitched brim. Wide elastic CoolMax® ...

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    $ 26.99
  • Mesh Outback Hat for Men up to 2XL, Clay - Stetson and Scala Hats Safari Hat Stetson Hats SC205-CLAY3 Clay Scala Hats Large
    Mesh Outback Hat for Men up to 2XL, Clay - Stetson and Scala Hats Safari Hat Stetson Hats STC205-CLAY1 Clay Stetson Hats Small
    $ 51.00
    Stetson Hats

    Mesh Outback Hat for Men up to 2XL, Clay - Stetson and Scala Hats

    Legendary Stetson® Hats for men. Grand Canyon breezy mesh crown safari hat. Nylon mesh construction makes this hat tough enough to take along for a...

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    $ 51.00
  • 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...

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    $ 51.00
  • Supplex® Nylon Boonie with Covered Underbrim - DPC Global Hats Bucket Hat Dorfman Hat Co.
    Supplex® Nylon Boonie with Covered Underbrim - DPC Global Hats Bucket Hat Dorfman Hat Co. MC1-KAKI1 Khaki Small (55 cm)
    $ 24.00
    Dorfman Hat Co.

    Supplex® Nylon Boonie with Covered Underbrim - DPC Global Hats

    Embrace the outdoors with confidence in this Supplex® nylon boonie hat, engineered for serious adventurers. The covered underbrim shields your eyes...

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    $ 24.00
  • Stetson Hats Mesh Outback Hat for Men up to 2XL - Natural Safari Hat Stetson Hats STC205-NAT1 Natural Small
    $ 51.99
    Stetson Hats

    Stetson Hats Mesh Outback Hat for Men up to 2XL - Natural

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

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    $ 51.99
  • Stetson Hats Mesh Outback Hat for Men up to XXL - Mushroom Safari Hat Stetson Hats
    Stetson Hats Mesh Outback Hat for Men up to XXL - Mushroom Safari Hat Stetson Hats STC205MSHRM1 Mushroom Small
    $ 51.99
    Stetson Hats

    Stetson Hats Mesh Outback Hat for Men up to XXL - Mushroom

    Legendary Stetson® Hats for men. Grand Canyon breezy mesh safari hat.  Slightly curving brim, 2.75" wide with covered underbrim and crown top for m...

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    $ 51.99
  • Supplex Dimensional Brim Hat, White - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, White - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. mc288whs White S/M (57 cm)
    $ 33.00
    Dorfman Hat Co.

    Supplex Dimensional Brim Hat, White - DPC Outdoor Headwear

    Experience the perfect blend of performance and comfort with this Supplex Dimensional Brim Hat. Crafted from innovative Supplex® fabric, it deliver...

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    $ 33.00
  • Carkella Fairway Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Fairway Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 67.00
    Wallaroo Hats

    Carkella Fairway Fedora by Wallaroo Hat Company

    Designed with golfers in mind, the Fairway blends a stylish fedora shape with a wide protective brim for all-around sun safety. Lightweight and bre...

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    $ 67.00
  • 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...

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    $ 65.00
  • Supplex Dimensional Brim Hat, Khaki - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, Khaki - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. mc288khs Khaki S/M
    $ 32.00
    Dorfman Hat Co.

    Supplex Dimensional Brim Hat, Khaki - DPC Outdoor Headwear

    Conquer every outdoor challenge with a hat designed for those who refuse to compromise. Built from premium Supplex® fabric, this boonie-style hat d...

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    $ 32.00
  • Taslon Jungle Bucket Hat with Snap Brim, 2XL - Juniper UV Hats Bucket Hat MegaCI J7263NV Navy XX-Large (24")
    Taslon Jungle Bucket Hat with Snap Brim, 2XL - Juniper UV Hats Bucket Hat MegaCI J7263OL Olive XX-Large (24")
    $ 29.00
    MegaCI

    Taslon Jungle Bucket Hat with Snap Brim, 2XL - Juniper UV Hats

    The perfect jungle boonie hat for any outdoor activity in any weather. Stitched, 3" wide bound brim. Branch loops and snap-up brim. Mesh ventilatio...

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    $ 29.00
  • Supplex Dimensional Brim Hat, White 2XL - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, White 2XL - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC288-WHT5 White XL/2X (61 cm)
    $ 32.00
    Dorfman Hat Co.

    Supplex Dimensional Brim Hat, White 2XL - DPC Outdoor Headwear

    Experience the perfect blend of performance and comfort with this DPC Outdoor boonie hat, engineered for adventurers who demand more. Crafted from ...

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    $ 32.00
  • Supplex Dimensional Brim Hat, Grey - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, Grey - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC288-GREY1 Grey S/M
    $ 32.00
    Dorfman Hat Co.

    Supplex Dimensional Brim Hat, Grey - DPC Outdoor Headwear

    Embrace adventure with confidence in this DPC Outdoor boonie-style hat, engineered for serious explorers. The dimensional brim spans 4" front and b...

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    $ 32.00
  • DPC Global Microfiber Boonie Hat with Mesh Vent Bucket Hat Dorfman Hat Co.
    DPC Global Microfiber Boonie Hat with Mesh Vent Bucket Hat Dorfman Hat Co. mc362l Olive Large (59 cm)
    $ 21.00
    Dorfman Hat Co.

    DPC Global Microfiber Boonie Hat with Mesh Vent

    Engineered for adventurers who refuse to compromise, this microfiber boonie hat combines technical performance with versatile style. The ventilated...

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    $ 21.00
  • Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats
    Explorer by Wallaroo Hat Company Bucket Hat Wallaroo Hats
    $ 57.00
    Wallaroo Hats

    Explorer by Wallaroo Hat Company

    The Explorer is a performance-driven boonie hat crafted for long days outdoors. Lightweight microfiber keeps it breathable and quick-drying, while ...

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    $ 57.00
  • The Airflo® Tilley Hat - Broad Brim LTM6 Boonie Bucket Hat Tilley Endurables Hats
    The Airflo® Tilley Hat - Broad Brim LTM6 Boonie Bucket Hat Tilley Endurables Hats H99HT1006493101 KhakiOlive 6 7/8 (55 cm)
    $ 99.00
    Tilley Endurables Hats

    The Airflo® Tilley Hat - Broad Brim LTM6 Boonie

    The best-selling classic Tilley hat is a proven favorite for dependable protection in rain or sunshine. Designed in a lightweight, unisex boonie st...

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    $ 99.00
  • 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...

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    from $ 97.00
  • Taslon Large Bill UV Cap with Neck Cape - Juniper UV Wear Cap MegaCI
    Taslon Large Bill UV Cap with Neck Cape - Juniper UV Wear Cap MegaCI J7250-WHT White
    $ 29.75
    MegaCI

    Taslon Large Bill UV Cap with Neck Cape - Juniper UV Wear

    Extra wide bill UV cap with extended back flap. Five panel crown with mesh insert for ventilation. Wide dimensional 180 degree brim, 4.25" peak. Ex...

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    $ 29.75
  • Supplex Dimensional Brim Hat, Fossil - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, Fossil - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. mc288fss Fossil S/M (56 - 58 cm)
    $ 32.00
    Dorfman Hat Co.

    Supplex Dimensional Brim Hat, Fossil - DPC Outdoor Headwear

    Embrace adventure with confidence in the Supplex Dimensional Brim Hat. This boonie-style design features a generously proportioned brim—4" front an...

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    $ 32.00
  • Charlie Trilby by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie Trilby by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 57.00
    Wallaroo Hats

    Charlie Trilby by Wallaroo Hat Company

    The Charlie Unisex Trilby offers a timeless shape with a contemporary feel, featuring a structured crown and shorter brim for a refined, easygoing ...

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    $ 57.00
  • 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...

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    $ 44.00
  • The Airflo® Tilley Hat - Medium Brim LTM5 Boonie Bucket Hat Tilley Endurables Hats
    The Airflo® Tilley Hat - Medium Brim LTM5 Boonie Bucket Hat Tilley Endurables Hats H00HT1005728101 Rockface 6 7/8 (55 cm)
    $ 99.00
    Tilley Endurables Hats

    The Airflo® Tilley Hat - Medium Brim LTM5 Boonie

    The best-selling classic Tilley hat is a trusted choice for rain or shine, designed to perform wherever your day takes you. This lightweight, unise...

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    $ 99.00
  • Caribbean Joe Denim Ribbon Fedora with Straw Trim - Island Living Fedora Hat Caribbean Joe HCJ269A-ML Blue M/L (59 cm)
    $ 36.00
    Caribbean Joe

    Caribbean Joe Denim Ribbon Fedora with Straw Trim - Island Living

    Step into island vibes with this charming fedora that blends casual style with practical sun protection. Crafted from huntington stripe denim with ...

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    $ 36.00
  • Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats
    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats
    $ 35.00
    Boardwalk Style Hats

    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style

    Shield yourself from intense sun rays with this versatile lifeguard-inspired hat, engineered for those who refuse to compromise on style or protect...

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    $ 35.00
  • Modern Airflo® Boonie Hat - Tilley Hats Bucket Hat Tilley Endurables Hats
    Modern Airflo® Boonie Hat - Tilley Hats Bucket Hat Tilley Endurables Hats H04HT10016102 Light Stone 7 (56 cm)
    $ 99.00
    Tilley Endurables Hats

    Modern Airflo® Boonie Hat - Tilley Hats

    Often described as the finest outdoor hat in the world, this lightweight, unisex boonie-style hat is built for serious adventurers and everyday out...

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    $ 99.00

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.