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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")
    $ 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...

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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
    Original Price $ 18.00
    Current Price $ 12.99
    Milani Hats

    Large Bill Flap Cap - Milani Hats

    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
  • Packable Hiker Hat, S to 3XL Hat Sizes - Henschel Breezer Hats Safari Hat Henschel Hats h4310BKM Black Medium (22 1/4")
    Packable Hiker Hat, S to 3XL Hat Sizes - Henschel Breezer Hats Safari Hat Henschel Hats h4310eaS Earth Small (21 1/2")
    $ 49.00
    Henschel Hats

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

    Step into your next adventure with confidence wearing the Henschel Breezer—a lightweight, crushable mesh hat built for explorers who refuse to comp...

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    $ 49.00
  • 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...

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    from $ 39.99
  • Brushed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design Safari Hat Dorfman Hat Co.
    Brushed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design Safari Hat Dorfman Hat Co. 864M-KAKI1 Khaki Small (55 cm)
    $ 39.50
    Dorfman Hat Co.

    Brushed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design

    Embrace adventure with this sophisticated safari hat, engineered for the modern explorer. The brushed twill and mesh crown design delivers superior...

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    $ 39.50
  • 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
  • Henschel Hats - Side Snap Aussie Sun Hat Safari Hat Henschel Hats H5336KHS Khaki Small (21 1/2")
    Henschel Hats - Side Snap Aussie Sun Hat Safari Hat Henschel Hats H5336OLS Olive Small (21 1/2")
    Sale
    Original Price $ 51.00
    from $ 39.00
    Henschel Hats

    Henschel Hats - Side Snap Aussie Sun Hat

    Embrace the adventurous spirit with this iconic Henschel Aussie sun hat, engineered for those who refuse to compromise on style or protection. Craf...

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    Original Price $ 51.00
    from $ 39.00
    Sale
  • Hiker Low Crown Safari Breezer Hat - Henschel Hats Safari Hat Henschel Hats h5196KHS Khaki Small (22")
    Hiker Low Crown Safari Breezer Hat - Henschel Hats Safari Hat Henschel Hats h5196EAS Earth Small (22")
    $ 47.00
    Henschel Hats

    Hiker Low Crown Safari Breezer Hat - Henschel Hats

    Conquer the trail with a safari hat engineered for the adventurer in you. This low-crown silhouette pairs breathable mesh side panels with a comman...

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    $ 47.00
  • 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
  • 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
  • Cotton Bucket Hat with Drawstring - Karen Keith Hats Bucket Hat Great hats by Karen Keith
    Cotton Bucket Hat with Drawstring - Karen Keith Hats Bucket Hat Great hats by Karen Keith ch50OLM Olive S/M (54-56 cm)
    $ 16.50
    Great hats by Karen Keith

    Cotton Bucket Hat with Drawstring - Karen Keith Hats

    Traditional cotton bucket hat for men and women. Narrow brim, 2.5" wide with stitching detail. Square crown, 4" deep. Inner drawstring to reduce si...

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    $ 16.50
  • Solarweave® Mesh Crown Safari Hat, Camel - DPC Outdoor Design Safari Hat Dorfman Hat Co.
    Solarweave® Mesh Crown Safari Hat, Camel - DPC Outdoor Design Safari Hat Dorfman Hat Co. SPF4-CAML1 Camel Small (55 cm)
    $ 39.99
    Dorfman Hat Co.

    Solarweave® Mesh Crown Safari Hat, Camel - DPC Outdoor Design

    Lightweight, airy cotton safari hat. Mesh crown sidewall, cotton crown top provides breezy sun protection. Stitched, bound brim, 3" wide. Dark unde...

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    $ 39.99
  • 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
  • Straw Lifeguard Hat with Surfboard Print Underbrim - Kenny K. Hats Lifeguard Hat Great hats by Karen Keith LM9-Dl Natural Large (59 cm)
    Straw Lifeguard Hat with Surfboard Print Underbrim - Kenny K. Hats Lifeguard Hat Great hats by Karen Keith LM9-Ds Natural Small (55 cm)
    $ 29.00
    Great hats by Karen Keith

    Straw Lifeguard Hat with Surfboard Print Underbrim - Kenny K. Hats

    Natural rush straw straw lifeguard hat. Wide brim, 4.5", with surfboard print cotton underbrim and bounding. Rope tie and chin strap. UPF 50+ sun h...

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    $ 29.00
  • Straw Lifeguard Hat with Blue Hibiscus Print Underbrim - Kenny K. Hats Lifeguard Hat Great hats by Karen Keith LM9-Cl Natural Large (59 cm)
    Straw Lifeguard Hat with Blue Hibiscus Print Underbrim - Kenny K. Hats Lifeguard Hat Great hats by Karen Keith LM9-Cs Natural Small (55 cm)
    $ 29.00
    Great hats by Karen Keith

    Straw Lifeguard Hat with Blue Hibiscus Print Underbrim - Kenny K. Hats

    Natural rush straw straw lifeguard hat. Wide brim, 4.5", with blue Hawaii hibiscus print cotton underbrim and bounding. Rope tie and chin strap. Ke...

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    $ 29.00
  • Solarweave® Mesh Crown Safari Hat, Oatmeal - DPC Outdoor Design Safari Hat Dorfman Hat Co.
    Solarweave® Mesh Crown Safari Hat, Oatmeal - DPC Outdoor Design Safari Hat Dorfman Hat Co. SPF4-OAT1 Oatmeal Small (55 cm)
    $ 39.99
    Dorfman Hat Co.

    Solarweave® Mesh Crown Safari Hat, Oatmeal - DPC Outdoor Design

    Lightweight, airy cotton safari hat. Mesh crown sidewall, cotton crown top provides breezy sun protection. Stitched, bound brim, 3" wide. Dark unde...

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    $ 39.99
  • Natural Palm Leaf Wide Brim Safari Hat - SetarTrading Hats Safari Hat SetarTrading Hats 7338x Natural Palm Small (55 cm)
    Natural Palm Leaf Wide Brim Safari Hat - SetarTrading Hats Safari Hat SetarTrading Hats
    $ 32.00
    SetarTrading Hats

    Natural Palm Leaf Wide Brim Safari Hat - SetarTrading Hats

    Natural tripilla palm straw sun hat for men and women. Tight micro-braided strands create high quality sun protection hats. Shallow crow, 3.75" wit...

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    $ 32.00
  • Solarweave® Cotton Boonie - DPC Outdoor Design Bucket Hat Dorfman Hat Co.
    Solarweave® Cotton Boonie - DPC Outdoor Design Bucket Hat Dorfman Hat Co. SPF1S Oatmeal Small (55 cm)
    $ 23.00
    Dorfman Hat Co.

    Solarweave® Cotton Boonie - DPC Outdoor Design

    Lightweight, comfortable brushed cotton boonie. Flat crown with side snaps and double eyelets. Stitched, bound brim with covered underbrim, 3" wide...

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    $ 23.00
  • 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
  • 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
  • Garment Washed Twill Mesh Crown Safari Hat - Dorfman Hat Co. Safari Hat Dorfman Hat Co.
    Garment Washed Twill Mesh Crown Safari Hat - Dorfman Hat Co. Safari Hat Dorfman Hat Co. 863M-PUTTY1 Putty Small (55 cm)
    $ 31.99
    Dorfman Hat Co.

    Garment Washed Twill Mesh Crown Safari Hat - Dorfman Hat Co.

    Trailman breezy small brim summer safari hat.  Creased crown with mesh sidewall will provide good ventilation.  Downward sloping stitched and bound...

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    $ 31.99
  • Head'n Home Crusher Outback Leather Hat up to 3XL- Bomber Brown Safari Hat Head'N'Home Hats
    Head'n Home Crusher Outback Leather Hat up to 3XL- Bomber Brown Safari Hat Head'N'Home Hats crusherBBML Brown Small
    $ 157.00
    Head'N'Home Hats

    Head'n Home Crusher Outback Leather Hat up to 3XL- Bomber Brown

    Crafted right here in the USA, this rugged leather Outback hat is built for adventure seekers who refuse to compromise. The aged, antiqued leather ...

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    $ 157.00
  • Solarweave® Mesh Crown Safari Hat - DPC Outdoor Design Safari Hat Dorfman Hat Co.
    Solarweave® Mesh Crown Safari Hat - DPC Outdoor Design Safari Hat Dorfman Hat Co. SPF4S Navy Small (55 cm)
    $ 28.00
    Dorfman Hat Co.

    Solarweave® Mesh Crown Safari Hat - DPC Outdoor Design

    Lightweight, comfortable treated cotton safari hat. Mesh crown sidewall, cotton crown top provides breezy sun protection. Stitched, bound brim with...

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    $ 28.00
  • 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
  • Justin Hats - Travis Fine Palm Wide Brim Hat Safari Hat Justin Hats JS19TBTRAV4054 Natural 6 3/4 (54 cm)
    $ 59.00
    Justin Hats

    Justin Hats - Travis Fine Palm Wide Brim Hat

    Discover the Travis Fine Palm—a hand-crafted Mexican palm hat that brings effortless style to any adventure. This safari-inspired beauty features a...

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    $ 59.00

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.