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Big and Tall Plus Size Hats for Men

  • Charlie Trilby Fedora, Unisex - Wallaroo Hats Safari Hat Wallaroo Hats
    Charlie Trilby Fedora, Unisex - Wallaroo Hats Safari Hat Wallaroo Hats CHARTR-IB-M Ivory / Black M/L (59 cm)
    $ 57.00
    Wallaroo Hats

    Charlie Trilby Fedora, Unisex - Wallaroo Hats

    Stylish trilby hat made for travel. The best selling two-tone fabric of the Wallaroo Charlie collection now in a new, narrower brim trilby style. T...

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    $ 57.00
  • 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...

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    $ 21.00
  • 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
  • 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)
    $ 49.00
    Stetson Hats

    Dark Denim Bucket Hat with Orange Stitching - Stetson Hats

    Traditional men's bucket hat, but looks great on women too. Dark denim hat with orange stitching to accent brim. STETSON embroidery on side. Classi...

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    $ 49.00
  • 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
    $ 44.00
    Stetson Hats

    Men's Safari Style Rain Hat - Stetson Hats

    Water repellent cotton blend safari hat. Bound, stitched brim, 2" wide. Slightly downward sloping. Double metal eyelets with mesh on both sides. De...

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    $ 44.00
  • 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,)
    $ 10.00
    MegaCI

    Hawaii Floral Print Cotton Bucket Hat - Mega Cap

    Floral print traditional summer cotton bucket hat style. Flat crown top. Stitched brim, 2" wide. Foliage and flower print soft cotton fabric. Cold ...

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    $ 10.00
  • 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)
    $ 31.99
    Dorfman Hat Co.

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

    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
  • 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...

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    $ 25.00
  • Supplex® Nylon Aussie with Floatable Brim  - DPC Global Hats Bucket Hat Dorfman Hat Co.
    Supplex® Nylon Aussie with Floatable Brim  - DPC Global Hats Bucket Hat Dorfman Hat Co. mc363m Fossil Medium (57 cm)
    $ 29.00
    Dorfman Hat Co.

    Supplex® Nylon Aussie with Floatable Brim - DPC Global Hats

    Everglade DPC Outdoor Hats Supplex® nylon Aussie with ventilated crown. Floatable, 3.25" wide dimensional stitched brim. Mesh stripe at top of crow...

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    $ 29.00
  • 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 crusherBBML Brown Small
    $ 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. ...

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    $ 157.00
  • Hiking Hat with Snap Side Brim - Elysiumland Outdoor Gear Bucket Hat Epoch Hats
    Hiking Hat with Snap Side Brim - Elysiumland Outdoor Gear Bucket Hat Epoch Hats OD6010GY Grey M/L (59 cm)
    $ 21.00
    Epoch Hats

    Hiking Hat with Snap Side Brim - Elysiumland Outdoor Gear

    Hiking hat with mesh side panel. Sun protecting downward brim with side snap, 3.5" wide. Chin strap with toggle lock. UPF 50+ UV protection hat. Ad...

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    $ 21.00
  • 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)
    $ 28.00
    Dorfman Hat Co.

    Solarweave® Mesh Crown Safari Hat - DPC Outdoor Design

    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
  • 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
  • Carlisle Safari Hat with Grosgrain Ribbon Band - Sun 'N' Sand Hat Safari Hat Sun N Sand Hats HH1829A iv Ivory M/L (58 cm)
    Carlisle Safari Hat with Grosgrain Ribbon Band - Sun 'N' Sand Hat Safari Hat Sun N Sand Hats HH1829B bk Black M/L (58 cm)
    $ 25.00
    Sun N Sand Hats

    Carlisle Safari Hat with Grosgrain Ribbon Band - Sun 'N' Sand Hat

    Lightweight woven toyo safari hat for men and women. Fedora style dented and pinched crown. Decorative mid-crown design. 2.5" wide brim. Grosgrain ...

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    $ 25.00
  • Water Repellent Boonie with Chin Strap - Elysiumland Outdoor Gear Bucket Hat Epoch Hats od2793 Olive OS (57 cm - 60 cm))
    Water Repellent Boonie with Chin Strap - Elysiumland Outdoor Gear Bucket Hat Epoch Hats od2793 Khaki OS (57 cm - 60 cm)
    $ 22.00
    Epoch Hats

    Water Repellent Boonie with Chin Strap - Elysiumland Outdoor Gear

    Dimensional brim water repellent nylon boonie Round crown with mesh lining. Dimensional brim 3.5" front and back, 3" side. Mesh vent crown. Chin st...

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    $ 22.00
  • 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-GREY Grey Large (59cm)
    $ 35.00
    Boardwalk Style Hats

    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style

    The perfect sun protection hat for your summer adventures. Crushable, packable, water resistant, UPF50+ UV blocking hat. Downward wide brim, 4.5". ...

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    $ 35.00
  • Caribbean Joe Denim Ribbon Fedora with Straw Trim - Island Living Fedora Hat Caribbean Joe HCJ269A-ML Blue M/L (59 cm)
    $ 36.00
    Caribbean Joe

    Caribbean Joe Denim Ribbon Fedora with Straw Trim - Island Living

    Huntington stripe denim ribbon fedora hat. Soft and lightweight hat. Raffia straw band and trim. Dented crown with pinched front. The brim is 2" wi...

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    $ 36.00
  • 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

    Tightly woven straw western hat for sun protection. Beautiful embroidered band with studding, rhinestone and butterfly concho accent.  Curled up co...

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    $ 42.00
  • 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...

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    $ 29.00
  • 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)
    $ 95.00
    Biltmore Hats

    Senna Handwoven Shantung Flat Brim Hat - Biltmore USA

    Handwoven shantung wide brim fedora hat made in the USA. Classic center dent and pinch front crown. Flat brim, 3.5" wide. Wide grosgrain ribbon ban...

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    $ 95.00
  • Pistol Mexican Palm Flat Brim Hat - Biltmore Hats Safari Hat Biltmore Hats BS70TFPISLXLS Natural Small  (55 cm)
    $ 89.00
    Biltmore Hats

    Pistol Mexican Palm Flat Brim Hat - Biltmore Hats

    Handwoven authentic Mexican palm outback style hat. Classic teardrop crown hat with pinched front. Solid rust color grosgrain ribbon band. Biltmore...

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    $ 89.00
  • 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
  • Straw Cowboy Hat with Red, White and Blue Star Band - Milani Hats Cowboy Hat Milani Hats
    Straw Cowboy Hat with Red, White and Blue Star Band - Milani Hats Cowboy Hat Milani Hats ST-092 Tan M/L
    $ 29.00
    Milani Hats

    Straw Cowboy Hat with Red, White and Blue Star Band - Milani Hats

    Tightly woven straw cowboy hat for sun protection. Distressed look created with staining. Classic cowboy up curled brim, 3" wide. Layer faux leathe...

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    $ 29.00
  • 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)
    $ 52.00
    Tommy Bahama Hats

    Bond Rush Straw Safari Hat with Chin Cord - Tommy Bahama

    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
  • 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
    $ 69.00
    Biltmore Hats

    Riverfront Lightweight Straw Safari Hat - Biltmore Hats

    Unique vent pattern woven toyo straw safari hat. Featherweight unisex summer hat. Underwelt brim, 3" wide provides plenty of sun protection. Classi...

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    $ 69.00
  • Stacy Adams Flat Cap Leatherette Under Bill - White Flat Cap Stacy Adams Hats
    Stacy Adams Flat Cap Leatherette Under Bill - White Flat Cap Stacy Adams Hats sa643wl White Large
    Sale
    Original Price $ 20.00
    Current Price $ 9.99
    Stacy Adams Hats

    Stacy Adams Flat Cap Leatherette Under Bill - White

    FINAL SALE. Classic men's summer flat cap. Dotted cotton ivy cap. 1.5" bill with leatherette under-brim. Stacy Adams logo in back. Sky blue cotton ...

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    Original Price $ 20.00
    Current Price $ 9.99
    Sale
  • 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...

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    $ 59.00
  • Justin Hats - Travis Fine Palm Wide Brim Hat Safari Hat Justin Hats JS19TBTRAV4054 Natural 6 3/4 (54 cm)
    $ 59.00
    Justin Hats

    Justin Hats - Travis Fine Palm Wide Brim Hat

    Hand-woven authentic Mexican palm safari-style hat. C-crown with pinch front. Narrow macrame and brown leather band. JUSTIN pin and feather accent....

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    $ 59.00
  • Wide Brim Black Safari Beach Hat - Peter Grimm Headwear Safari Hat Peter Grimm PGR1627 Black Large (23 1/4")
    $ 32.00
    Peter Grimm

    Wide Brim Black Safari Beach Hat - Peter Grimm Headwear

    Black straw summer hat for maximum sun protection. Downward sloping brim, 4.25" wide with cotton underbrim for extra UV blocking. Peter Grimm gromm...

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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)
    $ 189.00
    Tommy Bahama Hats

    Handwoven Panama Safari Hat with Web Band - Tommy Bahama Hats

    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

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.