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Big and Tall Plus Size Hats for Men

  • Sedona Fedora, M & XL - Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sedona Fedora, M & XL - Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Sedona Fedora, M & XL - Wallaroo Hat Company

    The full-size Sedona Safari Hat blends a relaxed woven texture with excellent sun protection for warm-weather outings. Its wide downturned brim pro...

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    $ 61.00
  • Large Brim Palm Leaf Safari Hat, 2XL - JSA Safari Hat Jeanne Simmons js6664litexl Natural Palm XL (61 cm)
    Large Brim Palm Leaf Safari Hat, 2XL - JSA Safari Hat Jeanne Simmons js6664darkm Burnt Palm Medium (57 cm)
    $ 37.00
    Jeanne Simmons

    Large Brim Palm Leaf Safari Hat, 2XL - JSA

    Escape the sun in style with this burnt palm leaf safari hat that works for anyone. Featuring a classic fedora silhouette with a dented crown and a...

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    $ 37.00
  • Gardener Burnt Palm Leaf Safari Hat up to 2XL - Tula Hats Safari Hat Tula Hats
    Gardener Burnt Palm Leaf Safari Hat up to 2XL - Tula Hats Safari Hat Tula Hats TU9500 Burnt Palm S/M (56 - 57 cm)
    $ 45.00
    Tula Hats

    Gardener Burnt Palm Leaf Safari Hat up to 2XL - Tula Hats

    Expertly crafted from 100% palm fiber, this pinched crown gardening hat delivers sophisticated style with serious sun defense. The generously propo...

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    $ 45.00
  • 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

    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 ...

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    $ 38.50
  • Carkella Del Mar Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Carkella Del Mar Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Carkella Del Mar Fedora by Wallaroo Hat Company

    The Del Mar Fedora combines sleek styling with practical sun protection, making it a favorite on and off the golf course. Its structured crown and ...

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    $ 61.00
  • 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
  • Karen Keith Panama Hat Panama Hat Great hats by Karen Keith
    Karen Keith Panama Hat Panama Hat Great hats by Karen Keith
    $ 38.00
    Great hats by Karen Keith

    Karen Keith Panama Hat

    Super lightweight woven 5 BU toyo straw safari hat. Lightweight structure, perfect for golf. 3" wide slightly down sloping brim, provides excellent...

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    $ 38.00
  • St. Tropez Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats STTR-24-NA Natural / Navy M/L (58 cm)
    St. Tropez Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Sale
    Original Price $ 49.00
    Current Price $ 26.00
    Wallaroo Hats

    St. Tropez Trilby by Wallaroo Hat Company

    The St. Tropez Trilby features a shorter brim and structured fedora crown, making it a chic option for women and men seeking a compact summer hat. ...

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    Original Price $ 49.00
    Current Price $ 26.00
    Sale
  • Palm Leaf Lifeguard Hat - JSA Lifeguard Hat Jeanne Simmons
    Palm Leaf Lifeguard Hat - JSA Lifeguard Hat Jeanne Simmons js6661dark M Burnt Palm Medium (57 cm)
    $ 40.00
    Jeanne Simmons

    Palm Leaf Lifeguard Hat - JSA

    Crafted from 100% natural palm fiber, this lifeguard-inspired hat features a distinctive double hump crown with strategic ventilation holes for opt...

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    $ 40.00
  • Palm Fiber Baja Crusher Lifeguard Hat - Makai Hat Co Lifeguard Hat Makai Hat MA136sm Natural S/M (57 cm)
    Palm Fiber Baja Crusher Lifeguard Hat - Makai Hat Co Lifeguard Hat Makai Hat
    $ 43.99
    Makai Hat

    Palm Fiber Baja Crusher Lifeguard Hat - Makai Hat Co

    Meet your new poolside essential—a playful take on the classic lifeguard look. This handcrafted palm fiber crusher features the iconic double-hump ...

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    $ 43.99
  • Outback Burnt Palm Leaf Sun Hat up to 2XL - Tula Hats Gambler Hat Tula Hats
    Outback Burnt Palm Leaf Sun Hat up to 2XL - Tula Hats Gambler Hat Tula Hats TU1-5200 Burnt Palm Large (58.5cm)
    $ 45.00
    Tula Hats

    Outback Burnt Palm Leaf Sun Hat up to 2XL - Tula Hats

    Engineered for sun-soaked adventures, this unisex outback hat delivers sophisticated style with serious protection. The distinctive flat crown and ...

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    $ 45.00
  • Woven Palm Leaf Cowboy Hat - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons JS6654-MD Natural Palm Medium (57 cm)
    $ 39.00
    Jeanne Simmons

    Woven Palm Leaf Cowboy Hat - Jeanne Simmons Hats

    Step into the wild with this charming palm leaf cowboy hat that brings safari sophistication to your wardrobe. Handcrafted from 100% natural palm f...

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    $ 39.00
  • Distressed Straw Cattleman Hat for Large Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RM7D-L Natural Large (59 cm)
    $ 45.00
    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...

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    $ 45.00
  • Memphis Burnt Palm Leaf Fedora Hat - Tula Hats Fedora Hat Tula Hats TU1-1700 Pale Palm Straw S/M Stretch band (56-57 cm)
    Memphis Burnt Palm Leaf Fedora Hat - Tula Hats Fedora Hat Tula Hats TU1-1690 Honey Palm Straw S/M Stretch band (56-57 cm)
    $ 41.00
    Tula Hats

    Memphis Burnt Palm Leaf Fedora Hat - Tula Hats

    Elevate your summer style with this refined palm leaf fedora, expertly crafted in Mexico. Featuring a distinctive dented crown and front pinch deta...

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    $ 41.00
  • 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...

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    $ 33.00
  • Angler Fishing Palm Leaf Sun Hat - Tula Hats Safari Hat Tula Hats
    Angler Fishing Palm Leaf Sun Hat - Tula Hats Safari Hat Tula Hats TU1-3400 Honey Palm Straw S/M (57 - 58 cm)
    $ 45.00
    Tula Hats

    Angler Fishing Palm Leaf Sun Hat - Tula Hats

    Engineered for the discerning angler, this Tula Hats design merges functionality with refined aesthetics. The asymmetrical brim—4 inches at the fro...

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    $ 45.00
  • Pecos Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats Gambler Hat Tula Hats
    Pecos Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats Gambler Hat Tula Hats TU9350 Natural Palm S/M (56-57 cm)
    $ 47.00
    Tula Hats

    Pecos Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats

    Expertly crafted from 100% palm fiber, this safari hat delivers sophisticated sun protection with a UPF 50+ rating. The distinctive front-pinched c...

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    $ 47.00
  • Woven Palm Leaf Gardening Hat with Chin Cord- Jeanne Simmons Hats Safari Hat Jeanne Simmons JS6652LX Natural Palm X-Large (61 cm)
    Woven Palm Leaf Gardening Hat with Chin Cord- Jeanne Simmons Hats Safari Hat Jeanne Simmons JS6652LL Natural Palm Large (59 cm)
    $ 43.00
    Jeanne Simmons

    Woven Palm Leaf Gardening Hat with Chin Cord- Jeanne Simmons Hats

    Handwoven from natural palm fibers, this charming safari-style hat brings effortless style to your garden adventures. The distinctive dented crown ...

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    $ 43.00
  • 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
  • Palm Leaf Safari Pith Helmet - Texas Gold Hats Safari Hat Texas Gold Hats jr7313-3 Black Pinned Band L/XL (58-60 cm)
    Palm Leaf Safari Pith Helmet - Texas Gold Hats Safari Hat Texas Gold Hats jr7313-1 Black Stitched Band L/XL (58-60 cm)
    $ 15.00
    Texas Gold Hats

    Palm Leaf Safari Pith Helmet - Texas Gold Hats

    American sun helmet style sewn palm leaf safari pith helmet.  Structured dome crown. Dimensional brim, 2 - 2.5" wide. Elasticized inner comfort ban...

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    $ 15.00
  • 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
  • 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

    Crafted from natural palm fiber, this safari-inspired sun hat brings effortless style to your outdoor adventures. The distinctive dented crown and ...

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    $ 24.00
  • 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
  • Roatan Rush Straw Safari Hat with Chin Cord - Tommy Bahama Safari Hat Tommy Bahama Hats
    Roatan Rush Straw Safari Hat with Chin Cord - Tommy Bahama Safari Hat Tommy Bahama Hats TBM325-NAT1 Natural S/M (56-57 cm)
    $ 43.00
    Tommy Bahama Hats

    Roatan Rush Straw Safari Hat with Chin Cord - Tommy Bahama

    Classy rush straw summer hat with covered underbrim. Dented and pinched crown. Slightly downward sloping brim, 3 1/4" wide, ribbon bound. Faux leat...

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    $ 43.00
  • Pecos Burnt Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats Gambler Hat Tula Hats
    Pecos Burnt Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats Gambler Hat Tula Hats TU1-9820 Burnt Palm XXL (61 - 62 cm)
    $ 48.00
    Tula Hats

    Pecos Burnt Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats

    This unisex safari hat showcases a distinctive burnt palm leaf construction with a classic Gus-style crown featuring a front pinch and sloping cent...

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    $ 48.00
  • Braided Palm Leaf Outback Hat - Dorfman Hats Cowboy Hat Dorfman Hat Co.
    Braided Palm Leaf Outback Hat - Dorfman Hats Cowboy Hat Dorfman Hat Co. MS444OS-TOAST Burnt Palm L/XL (59.5 cm)
    $ 34.00
    Dorfman Hat Co.

    Braided Palm Leaf Outback Hat - Dorfman Hats

    Embrace adventure in this stunning handcrafted outback hat, expertly woven from natural palm fibers. The distinctive dented crown and subtle front ...

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    $ 34.00
  • Unisex Open Crown Palm Visor Hat - Scala Hats Visor Cap Scala Hats
    Unisex Open Crown Palm Visor Hat - Scala Hats Visor Cap Scala Hats
    $ 45.00
    Scala Hats

    Unisex Open Crown Palm Visor Hat - Scala Hats

    This handcrafted unisex visor combines natural elegance with practical sun defense. Constructed entirely from 100% palm fiber and meticulously brai...

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    $ 45.00
  • 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
    $ 29.00
    Milani Hats

    Black Straw Cowboy Hat with Long Horn Concho - Milani Hats

    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
  • 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...

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    $ 27.00
  • Water Repellent Straw Safari Hat with Chin Cord - Tidal Tom™ Safari Hat Tidal Tom HTT1020C ML Tan M/L (57-59 cm)
    Water Repellent Straw Safari Hat with Chin Cord - Tidal Tom™ Safari Hat Tidal Tom HTT1020B ML Olive M/L (57-59 cm)
    $ 41.00
    Tidal Tom

    Water Repellent Straw Safari Hat with Chin Cord - Tidal Tom™

    Safari style summer hat with leatherette chin strap. Water repellent poly-straw sun hat. Fedora-like dented crown with front pinch. Flat brim, 3" w...

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    $ 41.00
  • Straw Cowboy Hat with Turquoise Band and Concho - Milani Hats Cowboy Hat Milani Hats
    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

    Step into the saddle with this charming straw cowboy hat that's equal parts rugged and refined. The tightly woven straw construction shields you fr...

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    $ 29.00
  • 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
    $ 42.00
    Milani Hats

    Straw Cowboy Hat with Turquoise Embroidered Band - Milani Hats

    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
  • 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. ...

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    $ 89.00

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.