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Big and Tall Plus Size Hats for Men

  • 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
  • Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats Fedora Hat Scala Hats
    Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats Fedora Hat Scala Hats WF536 Black Medium (22.5") Sale

    Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats

    Original Price $ 59.00
    Current Price $ 28.50

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. This refined wool felt fedora delivers timeless sophistication with meticulous construction. The stru...

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    Original Price $ 59.00
    Current Price $ 28.50
    Sale
  • 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

    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
  • 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
  • Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats Safari Hat Stacy Adams Hats
    Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats Safari Hat Stacy Adams Hats SAW536-BLK2 Black Medium (22.5")
    Sale

    Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats

    Original Price $ 69.25
    Current Price $ 29.99

    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...

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    Original Price $ 69.25
    Current Price $ 29.99
    Sale
  • Black Wool Felt Fedora Hat - Scala Hats Fedora Hat Scala Hats WF574-BLK2 Black Medium (22.25")
    Black Wool Felt Fedora Hat - Scala Hats Fedora Hat Scala Hats
    Sale

    Black Wool Felt Fedora Hat - Scala Hats

    Original Price $ 60.75
    Current Price $ 24.89

    This timeless fedora showcases a refined wool felt construction with a precisely structured crown featuring the signature center dent and front pin...

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    Original Price $ 60.75
    Current Price $ 24.89
    Sale
  • 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
  • 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
  • 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
  • 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
  • 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
  • Bond Rush Straw Safari Hat with Chin Cord - Tommy Bahama Safari Hat Tommy Bahama Hats
    Bond Rush Straw Safari Hat with Chin Cord - Tommy Bahama Safari Hat Tommy Bahama Hats TBM380-NAT1 Natural S/M (56-57 cm)

    Bond Rush Straw Safari Hat with Chin Cord - Tommy Bahama

    $ 52.00

    Rush straw summer hat with covered underbrim. Dented and pinched crown. Slightly downward sloping brim, 3 1/4" wide, ribbon bound. Rope band and ch...

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    $ 52.00
  • 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
  • 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
  • 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

    Handwoven panama safari hat with C-crown and pinched front. Web band with leather loop and TB Marlin pin. Slightly curled brim, 3" wide. TB tip sti...

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    $ 189.00
  • 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
  • Weathered Toyo Golf Cap - Stetson Hats Flat Cap Stetson Hats
    Weathered Toyo Golf Cap - Stetson Hats Flat Cap Stetson Hats STC362-KAKI2 Khaki Medium (57 cm)

    Weathered Toyo Golf Cap - Stetson Hats

    $ 27.00

    Elevate your golf game with this distinguished Toyo straw ivy cap that exudes timeless sophistication. The weathered Toyo construction delivers a r...

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    $ 27.00
  • Folk Distressed Look Wool Felt Western Hat - Biltmore Hats Safari Hat Biltmore Hats BFNN50Folk32M Chocolate Medium  (57 cm)

    Folk Distressed Look Wool Felt Western Hat - Biltmore Hats

    $ 119.00

    Embrace the rugged spirit of the frontier with this striking wool felt western hat. Expertly crafted with a distressed finish that tells a story of...

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    $ 119.00
  • 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 USA Flag Cowboy Hat - Guy Harvey Hats Cowboy Hat Guy Harvey HG942 US Flag L/XL (59-60 cm)
    Vintage USA Flag Cowboy Hat - Guy Harvey Hats Cowboy Hat Guy Harvey

    Vintage USA Flag Cowboy Hat - Guy Harvey Hats

    $ 49.50

    Step right up to authentic western flair with this standout straw cowboy hat! Featuring a bold USA flag design infused with Guy Harvey's iconic mar...

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    $ 49.50

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.