Skip to content

Big and Tall Plus Size Hats for Men

  • DPC Global Soaker Hat up to XXL Safari Hat Dorfman Hat Co.
    DPC Global Soaker Hat up to XXL Safari Hat Dorfman Hat Co. 948OS-TAN2 Tan S/M
    $ 39.99
    Dorfman Hat Co.

    DPC Global Soaker Hat up to XXL

    The Cooler is the coolest hat on hot days! Now available up to 2XL. Pour water over hat, or dunk it, then shake excess water off. The evaporating w...

    View full details
    $ 39.99
  • Aussie Packable Breezer, S to 3XL Hat Sizes - Henschel Hats Safari Hat Henschel Hats h5310NTM Natural Medium (22 1/4")
    Aussie Packable Breezer, S to 3XL Hat Sizes - Henschel Hats Safari Hat Henschel Hats h5310OLM Green Medium (22 1/4")
    $ 47.00
    Henschel Hats

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

    Packable Aussie outback breezer hat. Cotton crown top, slightly dented center. Mesh side panels. Cotton brim with soft mesh overlay, 3" wide. Soft ...

    View full details
    $ 47.00
  • Grande Aussie Crushable Breezer, S to 3XL Hat Sizes - Henschel Hats Safari Hat Henschel Hats
    Grande Aussie Crushable Breezer, S to 3XL Hat Sizes - Henschel Hats Safari Hat Henschel Hats h5301gnM Green Medium (22 1/2")
    $ 47.00
    Henschel Hats

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

    Best selling packable Aussie outback breezer hat, now available in navy. Cotton crown top, slightly dented center. Mesh side panels. Cotton brim wi...

    View full details
    $ 47.00
  • 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 h4310-82EAm Earth Medium (22 1/4")
    $ 45.00
    Henschel Hats

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

    Crushable soft mesh breezer hat. Solid, dented crown top for excellent sun protection. Mesh side panel. Soft mesh covered, 2.5" wide, bound brim. S...

    View full details
    $ 45.00
  • 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. MC127BNM Brown Medium (57 cm)
    $ 39.99
    Dorfman Hat Co.

    Weathered Cotton Outback Hat, Small to 3XL Size - DPC Headwear

    Aged leather look, weathered cotton hat Shapeable, wired brim allows to style it as a cowboy or safari style.  Bound 2.75" wide brim. Teardrop crow...

    View full details
    $ 39.99
  • Sedona Safari Hat with Aztec Band - Wallaroo Hats Safari Hat Wallaroo Hats
    Sedona Safari Hat with Aztec Band - Wallaroo Hats Safari Hat Wallaroo Hats SED-24-NY Navy Medium/Large (58 cm)
    $ 52.00
    Wallaroo Hats

    Sedona Safari Hat with Aztec Band - Wallaroo Hats

    Classy large brim unisex fedora hat for men or women.  2.75" wide brim with a gentle downward slope. Colorful Aztec pattern band. Inner drawstring ...

    View full details
    $ 52.00
  • Reversible Floral Print-Solid Color Bucket Hat - Karen Keith Hats Bucket Hat Great hats by Karen Keith
    Reversible Floral Print-Solid Color Bucket Hat - Karen Keith Hats Bucket Hat Great hats by Karen Keith
    $ 15.00
    Great hats by Karen Keith

    Reversible Floral Print-Solid Color Bucket Hat - Karen Keith Hats

    Traditional bucket hat style. Square, flat crown top. Stitched brim, 2.5" wide. Floral print on one side, solid color on the other side. UPF 50+ ra...

    View full details
    $ 15.00
  • Hiker Low Crown Safari Breezer Hat - Henschel Hats Safari Hat Henschel Hats h5196KHM Khaki Medium (22 1/4")
    Hiker Low Crown Safari Breezer Hat - Henschel Hats Safari Hat Henschel Hats
    $ 43.00
    Henschel Hats

    Hiker Low Crown Safari Breezer Hat - Henschel Hats

    Low C-crown safari hat. Mesh breezer side panel. Cotton bound brim, 2.5" wide. Cotton crown top for excellent sun protection. Soft inner sweatband....

    View full details
    $ 43.00
  • Stetson Hats Mesh Outback Hat for Men up to XXL - Walnut Safari Hat Stetson Hats
    Stetson Hats Mesh Outback Hat for Men up to XXL - Walnut Safari Hat Stetson Hats STC205WNL Walnut Large
    $ 51.99
    Stetson Hats

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

    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...

    View full details
    $ 51.99
  • Large Size Two Tone Fedora Hat - Tidal Tom™ Fedora Hat Tidal Tom HTT1038B-XL Black XL (24")
    Large Size Two Tone Fedora Hat - Tidal Tom™ Fedora Hat Tidal Tom HTT1038A-ML Brown M/L (23 1/4")
    $ 32.50
    Tidal Tom

    Large Size Two Tone Fedora Hat - Tidal Tom™

    Unique two tone braid fedora hat for men and women.  Classic fedora crown, dented with front pinch. Brim is 2.5" wide. Grosgrain ribbon band with s...

    View full details
    $ 32.50
  • 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...

    View full details
    $ 51.99
  • Large and XL Size Gardening Hat - Karen Keith Hats Safari Hat Great hats by Karen Keith BT34-5Bx Tan Tweed X-Large (23 3/4")
    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")
    $ 32.00
    Great hats by Karen Keith

    Large and XL Size Gardening Hat - Karen Keith Hats

    Extra large brim summer hat for maximum sun protection. Brim is 5" wide. Dented fedora like crown with front pinch. Leatherette band and chin cord ...

    View full details
    $ 32.00
  • Adventurer Low Profile Safari Hat - Henschel Hats Safari Hat Henschel Hats h5316KHS Khaki Small (22")
    Adventurer Low Profile Safari Hat - Henschel Hats Safari Hat Henschel Hats h5316EAS Earth Small (22")
    $ 43.00
    Henschel Hats

    Adventurer Low Profile Safari Hat - Henschel Hats

    Packable lightweight hat for all adventurers. Flat low rise cotton crown top, sloping toward back. Mesh side panels to maximize airflow. Cotton bri...

    View full details
    $ 43.00
  • St. Tropez Two Tone Trilby Fedora Hat - Wallaroo Hats Fedora Hat Wallaroo Hats
    St. Tropez Two Tone Trilby Fedora Hat - Wallaroo Hats Fedora Hat Wallaroo Hats STTR-24-NA Natural / Navy M/L (58 cm)
    $ 49.00
    Wallaroo Hats

    St. Tropez Two Tone Trilby Fedora Hat - Wallaroo Hats

    Casual fedora style with stunning three color combination. Narrow brim 2" wide. Inline navy band. Inner drawstring to adjust size. Medium/large hat...

    View full details
    $ 49.00
  • Distressed Woven Straw Cowboy Hat, XS to XL Sizes - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RC12D-S Natural Small (22")
    $ 39.00
    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. Overvelt brim, 3.25" wide. Double rope chin tie wi...

    View full details
    $ 39.00
  • Stroller Soaka Outback Hat for Large Heads - Kakadu Australia Safari Hat Kakadu 7H16RUSXX Rust XXL (61 cm)
    Stroller Soaka Outback Hat for Large Heads - Kakadu Australia Safari Hat Kakadu 7H16BLUEX Light Blue XL (59 cm)
    $ 37.00
    Kakadu

    Stroller Soaka Outback Hat for Large Heads - Kakadu Australia

    Unisex soaker hat for extra large head sizes.  Outback style summer hat provides evaporative cooling. Perforated sidewall allows ventilation. Gentl...

    View full details
    $ 37.00
  • Pigment Dyed Weathered Cotton Outback Hat, Shapeable Brim - DPC Headwear Safari Hat Dorfman Hat Co.
    Pigment Dyed Weathered Cotton Outback Hat, Shapeable Brim - DPC Headwear Safari Hat Dorfman Hat Co. MC394-LODEN2 Loden Medium (57 cm)
    $ 44.99
    Dorfman Hat Co.

    Pigment Dyed Weathered Cotton Outback Hat, Shapeable Brim - DPC Headwear

    Aged leather look, pigment dyed weathered cotton hat. Wired brim allows to shape it from safari to cowboy hat style. Bound 2.75" wide brim. Teardro...

    View full details
    $ 44.99
  • Unisex Gardening Hat with Chin Cord - Large and XL Sizes Safari Hat Jeanne Simmons js6962khL Khaki Large (59 cm)
    Unisex Gardening Hat with Chin Cord - Large and XL Sizes Safari Hat Jeanne Simmons
    $ 25.00
    Jeanne Simmons

    Unisex Gardening Hat with Chin Cord - Large and XL Sizes

    Great gardening hat for men and women. Large brim for excellent sun protection. Downward sloping brim, 4" wide. Dented fedora like crown with front...

    View full details
    $ 25.00
  • Weathered Cotton Safari Hat with Mesh Crown, up to 2XL Size - DPC Headwear Safari Hat Dorfman Hat Co. MC152BN2 Brown Medium (57 cm)
    Weathered Cotton Safari Hat with Mesh Crown, up to 2XL Size - DPC Headwear Safari Hat Dorfman Hat Co. MC152BN3 Brown Large (59 cm)
    $ 42.99
    Dorfman Hat Co.

    Weathered Cotton Safari Hat with Mesh Crown, up to 2XL Size - DPC Headwear

    Aged leather look weathered cotton hat.  Downward sloping 3" wide bound brim. Center dent crown with front pinch. Mesh sidewall provides cooling ai...

    View full details
    $ 42.99
  • Packable Water Repellent Wool Felt Outback Hat, Small to 3XL - Scala Hats Safari Hat Scala Hats
    Packable Water Repellent Wool Felt Outback Hat, Small to 3XL - Scala Hats Safari Hat Scala Hats DF6BLK1 Black Small (56 cm)
    $ 68.00
    Scala Hats

    Packable Water Repellent Wool Felt Outback Hat, Small to 3XL - Scala Hats

    Classic wool felt outback hat with feather accent. Packable, crushable. Naturally water repellent. Pinched front and C-crown. Gently curved brim, 3...

    View full details
    $ 68.00
  • Palm Safari Hat by Milani Safari Hat Milani Hats
    Palm Safari Hat by Milani Safari Hat Milani Hats MF001BN Natural Large (59.5 cm)
    $ 24.00
    Milani Hats

    Palm Safari Hat by Milani

    Natural palm fiber safari style sun hat. Dented crown with front pinch.  Slightly sloping 3" wide brim, ribbon bound. Three metal eyelets for venti...

    View full details
    $ 24.00
  • Classic Soft Wool Felt Bowler Hat - JSA for Men Bowler Hat Jeanne Simmons
    Classic Soft Wool Felt Bowler Hat - JSA for Men Bowler Hat Jeanne Simmons js6829GYL Grey Large (59 cm)
    $ 42.00
    Jeanne Simmons

    Classic Soft Wool Felt Bowler Hat - JSA for Men

    Classic round crown bowler hat. Soft, crushable wool felt. Grosgrain ribbon band with side bow. Ribbon bound brim, 1.5" wide. Choose from a unique ...

    View full details
    $ 42.00
  • XL Size Hats: Tweed Summer Fedora Hat - Jeanne Simmons Accessories Fedora Hat Jeanne Simmons
    XL Size Hats: Tweed Summer Fedora Hat - Jeanne Simmons Accessories Fedora Hat Jeanne Simmons js6765bnl Grey Heather Large (59 cm)
    $ 21.00
    Jeanne Simmons

    XL Size Hats: Tweed Summer Fedora Hat - Jeanne Simmons Accessories

    Great unisex multi tone straw braid fedora. Classic dented fedora crown with pinched front. Brim turned up in back; brim is 2" wide. Wide grosgrain...

    View full details
    $ 21.00
  • Distressed Straw Cattleman Hat for Large Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RM7D-XL Natural X-Large (61 cm)
    $ 39.00
    Great hats by Karen Keith

    Distressed Straw Cattleman Hat for Large Heads - Karen Keith Hats

    Unisex woven raffia cattleman style summer hat for large heads. Distressed look created with darker color crown tip. Criss cross woven raffia straw...

    View full details
    $ 39.00
  • Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA Safari Hat Jeanne Simmons
    Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA Safari Hat Jeanne Simmons js6979bnL Brown Large (59 cm)
    $ 25.00
    Jeanne Simmons

    Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA

    Mixed color braid summer hat for men and women. Slightly downward sloping brim, 3.5" wide. Dented fedora like crown with front pinch. Leatherette b...

    View full details
    $ 25.00
  • Garment Washed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design Safari Hat Dorfman Hat Co.
    Garment Washed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design Safari Hat Dorfman Hat Co. 864bzs Bronze Small (55 cm)
    $ 23.00
    Dorfman Hat Co.

    Garment Washed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design

    Great airy summer safari hiking hat.  Creased crown with mesh sidewall provides good ventilation.  Downsloping stitched and bound brim, 3" wide. Le...

    View full details
    $ 23.00
  • 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 crusherBBM Brown Medium
    $ 157.00
    Head'N'Home Hats

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

    Men's leather hat proudly made in USA. Outback style, super lightweight antiqued aged leather hat. Packable, crushable, waterproof, UPF 50+ rated. ...

    View full details
    $ 157.00
  • Head 'N Home Cabana Walnut SolAir Breathable Mesh Shade Hat up to 2XL Safari Hat Head'N'Home Hats
    Head 'N Home Cabana Walnut SolAir Breathable Mesh Shade Hat up to 2XL Safari Hat Head'N'Home Hats CabanaWTL Walnut L (60 cm - 7 3/8)
    $ 97.00
    Head'N'Home Hats

    Head 'N Home Cabana Walnut SolAir Breathable Mesh Shade Hat up to 2XL

    This outback style hat is super lightweight, soakable and provides excellent UV protection. Its nylon and polyester construction makes it durable, ...

    View full details
    $ 97.00
  • Satipo Wool Felt Fedora Hat with Raw Edge, up to 2XL - Indiana Jones Hat Fedora Hat Indiana Jones Hats
    Satipo Wool Felt Fedora Hat with Raw Edge, up to 2XL - Indiana Jones Hat Fedora Hat Indiana Jones Hats IJ551-BRN1 Brown Small (54.5 cm)
    $ 69.00
    Indiana Jones Hats

    Satipo Wool Felt Fedora Hat with Raw Edge, up to 2XL - Indiana Jones Hat

    Indiana Jones Satipo fedora hat. Structured C-crown and pinched front. Raw edge 2.5" wide brim. Grosgrain band with side bow and Indiana Jones pin....

    View full details
    $ 69.00
  • Jackaroo Brown Leather Western Cowboy Hat by Jars Cowboy Hat Texas Gold Hats
    Jackaroo Brown Leather Western Cowboy Hat by Jars Cowboy Hat Texas Gold Hats jr7481bn Brown Medium (57 cm)
    $ 59.00
    Texas Gold Hats

    Jackaroo Brown Leather Western Cowboy Hat by Jars

    Safari, outback style heavy leather hat for summer and winter season. Excellent sun protection.  C-crown with pinched front. Curled up, curved brim...

    View full details
    $ 59.00
  • Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats Safari Hat Stacy Adams Hats SAW536-BLK2 Black Medium (22.5")
    Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats Safari Hat Stacy Adams Hats SAW536-GREY2 Grey Medium (22.5")
    $ 64.25
    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...

    View full details
    $ 64.25
  • Head 'N Home Cabana Beaver SolAir Breathable Mesh Shade Hat up to XXL Safari Hat Head'N'Home Hats
    Head 'N Home Cabana Beaver SolAir Breathable Mesh Shade Hat up to XXL Safari Hat Head'N'Home Hats CabanaBVX Beaver XL (61 cm - 7 5/8)
    $ 97.00
    Head'N'Home Hats

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

    This outback style breezer hat is super lightweight and provides excellent UV protection. Its nylon and polyester construction makes it durable, cr...

    View full details
    $ 97.00
  • Have a Heart Palm Hat in Lustrous Pecan Brown - Peter Grimm Headwear Safari Hat Peter Grimm PGB1849 Brown Large (59 cm)
    Have a Heart Palm Hat in Lustrous Pecan Brown - Peter Grimm Headwear Safari Hat Peter Grimm
    $ 48.00
    Peter Grimm

    Have a Heart Palm Hat in Lustrous Pecan Brown - Peter Grimm Headwear

    Unique heart crown palm hat collection. Soft braided palm leaf hat in pecan brown color. Wide brim, 4", bound with woven palm leaf. Heart shape cro...

    View full details
    $ 48.00
  • 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...

    View full details
    $ 119.00
  • Straw Cowboy Hat with Turquoise Band and Concho - Milani Hats Cowboy Hat Milani Hats ST-118BRN Brown M/L
    Straw Cowboy Hat with Turquoise Band and Concho - Milani Hats Cowboy Hat Milani Hats ST-118NAT Natural M/L
    $ 29.00
    Milani Hats

    Straw Cowboy Hat with Turquoise Band and Concho - Milani Hats

    Tightly woven straw cowboy hat for sun protection. Distressed look created with stained crown and brim edge. Classic cowboy up curled brim, 3" wide...

    View full details
    $ 29.00

2XL and 3XL Size Men's Hats. 

Large variety of men's hats for smart big heads up to 2XL and 3XL hat sizes. Safari and outback style hats, fedora, evaporative cooling soaker hats, flat caps, and leather hats. 

NEED HELP?

We are here to help: Live Chat, Email, Call 888.412.2183