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Big and Tall Plus Size Hats for Men

  • 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
  • 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
  • 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
  • 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
  • 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

    Men's Safari Style Rain Hat - Stetson Hats

    $ 44.00

    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
  • 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)

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

    $ 31.99

    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

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

    $ 157.00

    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
  • 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)

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

    $ 41.00

    Stay polished and protected with this safari-style summer hat, designed for versatile outdoor wear and timeless appeal. Crafted from water-repellen...

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    $ 41.00
  • 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)

    Solarweave® Mesh Crown Safari Hat - DPC Outdoor Design

    $ 28.00

    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
  • 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
  • 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
  • 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)

    Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats

    $ 89.00

    Elevate your style with this striking Spade Bangora Straw Fedora by Biltmore Vintage Couture. Crafted from premium waxed bangora straw, this hat fe...

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    $ 89.00
  • 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
  • Water Repellent Cotton Packable Bucket Hat, M-2XL - Scala Hats Bucket Hat Scala Hats
    Water Repellent Cotton Packable Bucket Hat, M-2XL - Scala Hats Bucket Hat Scala Hats

    Water Repellent Cotton Packable Bucket Hat, M-2XL - Scala Hats

    $ 29.99

    Experience a trusted favorite with this bestselling Stetson Fairway hat, now crafted under the Scala brand. Designed for everyday versatility, this...

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    $ 29.99
  • 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
  • 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
  • Premium Cattle Suede Mesh Crown Cooler Hat - Red Rock Hats Safari Hat Red Rock Hats 1074BR5L Brown Large (57 cm)
    Premium Cattle Suede Mesh Crown Cooler Hat - Red Rock Hats Safari Hat Red Rock Hats 1074OC5L Dark Brown Large (57 cm)

    Premium Cattle Suede Mesh Crown Cooler Hat - Red Rock Hats

    $ 95.00

    Red Rock Suede Cooler Hat – Lightweight, Packable, and Made for the Outback Blending classic Australian outback style with travel-ready features, t...

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    $ 95.00
  • Everett Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats EVRT-MC-M Mixed Camel M/L (59 cm)
    Everett Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Everett Fedora by Wallaroo Hat Company

    $ 69.00

    Designed specifically for golfers, the Everett brings together classic fedora style and high-performance bamboo fabric to keep you protected and co...

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    $ 69.00
  • Vintage Bronco Full-Grain Leather Outback Hat - Red Rock Hats Safari Hat Red Rock Hats 1081HI3S Hickory Small (53 cm)

    Vintage Bronco Full-Grain Leather Outback Hat - Red Rock Hats

    $ 95.00

    Red Rock Fold-A-Bull Australian Leather Hat Crafted from premium full-grain Australian cattle leather, the Fold-A-Bull is built for adventure. Its ...

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    $ 95.00
  • 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
  • Handwoven Panama Safari Hat with Web Band - Tommy Bahama Hats Safari Hat Tommy Bahama Hats
    Handwoven Panama Safari Hat with Web Band - Tommy Bahama Hats Safari Hat Tommy Bahama Hats TBW114OS-NAT1 Natural S/M (55-57cm)

    Handwoven Panama Safari Hat with Web Band - Tommy Bahama Hats

    $ 189.00

    Elevate your warm-weather wardrobe with this handwoven Panama safari hat, expertly crafted from 100% genuine Panama straw for lightweight breathabi...

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    $ 189.00
  • 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
  • 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.