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Big and Tall Plus Size Hats for Men

  • Charlie Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Charlie Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Charlie Trilby by Wallaroo Hat Company

    $ 57.00

    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
  • 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)

    Palm Leaf Safari Pith Helmet - Texas Gold Hats

    $ 20.00

    Channel timeless adventure style with this safari pith helmet, expertly crafted from 100% palm leaf. Made in Mexico, this structured hat combines d...

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    $ 20.00
  • Palm Safari Hat by Milani Safari Hat Milani Hats
    Palm Safari Hat by Milani Safari Hat Milani Hats MF001BN Natural Large (59.5 cm)

    Palm Safari Hat by Milani

    $ 24.00

    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
  • Unisex Open Crown Palm Visor Hat - Scala Hats Visor Cap Scala Hats MS549-S/M Natural S/M
    Unisex Open Crown Palm Visor Hat - Scala Hats Visor Cap Scala Hats

    Unisex Open Crown Palm Visor Hat - Scala Hats

    $ 45.00

    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
  • 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)

    Braided Palm Leaf Outback Hat - Dorfman Hats

    $ 34.00

    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
  • 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

    Black Straw Cowboy Hat with Long Horn Concho - Milani Hats

    $ 29.00

    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
  • 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)

    Supplex Dimensional Brim Hat, Fossil - DPC Outdoor Headwear

    $ 32.00

    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
  • 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

    Belted Fine Braid Summer Fedora Hat - Boardwalk Style

    $ 27.00

    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
  • Hawaii Floral Print Cotton Bucket Hat  - Mega Cap Bucket Hat MegaCI
    Hawaii Floral Print Cotton Bucket Hat  - Mega Cap Bucket Hat MegaCI 7801Hm Black M/L (58 cm,)

    Hawaii Floral Print Cotton Bucket Hat - Mega Cap

    $ 10.00

    Embrace your vibrant spirit with this fun floral bucket hat, where tropical blooms meet timeless summer style. Crafted from soft cotton fabric feat...

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    $ 10.00
  • Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA Safari Hat Jeanne Simmons Accessories
    Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA Safari Hat Jeanne Simmons Accessories js6979bnL Brown Large (59 cm)

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

    $ 25.00

    Discover versatile sun protection with this unisex safari hat, crafted from mixed-tone braid for effortless style. The structured crown features a ...

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    $ 25.00
  • Dark Denim Bucket Hat with Orange Stitching - Stetson Hats Bucket Hat Stetson Hats
    Dark Denim Bucket Hat with Orange Stitching - Stetson Hats Bucket Hat Stetson Hats STW396 Denim Medium (57 cm)

    Dark Denim Bucket Hat with Orange Stitching - Stetson Hats

    $ 49.00

    Embrace timeless style with this versatile Stetson bucket hat, crafted from rich dark denim with striking orange stitching that frames the classic ...

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    $ 49.00
  • 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

    Straw Cowboy Hat with Turquoise Band and Concho - Milani Hats

    $ 29.00

    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
  • 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)

    The Airflo® Tilley Hat - Medium Brim LTM5 Boonie

    $ 99.00

    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
  • Floral Print Cotton Bucket Hat  - Mega Cap Bucket Hat MegaCI
    Floral Print Cotton Bucket Hat  - Mega Cap Bucket Hat MegaCI 7801Gm Black M/L (58 cm,)

    Floral Print Cotton Bucket Hat - Mega Cap

    $ 10.00

    Traditional summer cotton bucket hat style. Flat crown top. Stitched brim, 2" wide. Hibiscus flower print on black background. Cold water wash.  10...

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    $ 10.00
  • 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 DA1302-OLIVE Olive Large (59cm)

    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style

    $ 35.00

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

    Justin Hats - Travis Fine Palm Wide Brim Hat

    $ 59.00

    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
  • 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

    Straw Cowboy Hat with Turquoise Embroidered Band - Milani Hats

    $ 42.00

    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
  • Pistol Mexican Palm Flat Brim Hat - Biltmore Hats Safari Hat Biltmore Hats BS70TFPISLXLS Natural Small  (55 cm)

    Pistol Mexican Palm Flat Brim Hat - Biltmore Hats

    $ 89.00

    Step into authentic style with this handcrafted Mexican palm hat, featuring a refined teardrop silhouette with a signature pinched front. The rust ...

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    $ 89.00
  • 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)

    Senna Handwoven Shantung Flat Brim Hat - Biltmore USA

    $ 95.00

    Crafted from premium handwoven shantung, this American-made fedora embodies timeless sophistication. The iconic center dent and pinch front crown d...

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    $ 95.00
  • Riverfront Lightweight Straw Safari Hat - Biltmore Hats Safari Hat Biltmore Hats BS2115RVRF31 Ivory Medium (22-22 3/8")
    Riverfront Lightweight Straw Safari Hat - Biltmore Hats Safari Hat Biltmore Hats

    Riverfront Lightweight Straw Safari Hat - Biltmore Hats

    $ 69.00

    Experience effortless summer style with this featherweight straw safari hat, expertly crafted to keep you cool and protected. The innovative vent p...

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    $ 69.00
  • 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)

    Modern Airflo® Boonie Hat - Tilley Hats

    $ 99.00

    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
  • Braid Straw Up Turned Brim Safari Hat - Angela & William Hats Safari Hat Epoch Hats
    Braid Straw Up Turned Brim Safari Hat - Angela & William Hats Safari Hat Epoch Hats F6040 Natural Large (58-59 cm)

    Braid Straw Up Turned Brim Safari Hat - Angela & William Hats

    $ 32.00

    Ready to explore in style? This unisex safari hat brings serious fun to sun protection with its signature upturned brim and shapeable design. The 3...

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

    Wide Brim Black Safari Beach Hat - Peter Grimm Headwear

    $ 32.00

    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...

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    $ 32.00
  • Quiver Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats Lifeguard Hat Makai Hat
    Quiver Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats Lifeguard Hat Makai Hat MA157OS2 Natural S/M

    Quiver Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats

    $ 45.00

    Stay cool, protected, and adventure-ready with this rush straw lifeguard hat, designed for maximum sun coverage and vibrant coastal style. Crafted ...

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    $ 45.00
  • Fern Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats Lifeguard Hat Makai Hat
    Fern Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats Lifeguard Hat Makai Hat MA154OS2 Natural S/M

    Fern Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats

    $ 45.00

    Stay cool, protected, and ready for any sunny adventure with this rush straw lifeguard hat, designed for maximum coverage and standout coastal styl...

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    $ 45.00
  • Caliber Palm Teardrop Curled Brim Sun Hat - Biltmore Hats Safari Hat Biltmore Hats BS70N1CALI3601SM Natural Small  (55 cm)
    Caliber Palm Teardrop Curled Brim Sun Hat - Biltmore Hats Safari Hat Biltmore Hats

    Caliber Palm Teardrop Curled Brim Sun Hat - Biltmore Hats

    $ 89.00

    Embrace timeless elegance with the Caliber Palm Teardrop, a masterfully crafted sun hat that celebrates authentic artisanal tradition. This hand-wo...

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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.