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Big and Tall Plus Size Hats for Men

  • 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
  • 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)
    $ 33.00
    Jeanne Simmons

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

    Natural palm leaf safari style hat. Dented and pinched crown. Downward sloping, slightly curving brim, 3.5" wide. Elastic inner comfort band. Natur...

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    $ 33.00
  • Explorer Boonie Fishing, Hiking Hat - Wallaroo Hats Bucket Hat Wallaroo Hats
    Explorer Boonie Fishing, Hiking Hat - Wallaroo Hats Bucket Hat Wallaroo Hats EXPNATml Natural/Camel Medium/Large (57-59 cm)
    $ 43.00
    Wallaroo Hats

    Explorer Boonie Fishing, Hiking Hat - Wallaroo Hats

    This hat is made for all your outdoor adventures. Boonie style made of microfiber. 3" wide foam brim allows hat to float in the water. Contrast col...

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    $ 43.00
  • Unisex Water Repellent Straw Safari Hat - Tidal Tom™ Safari Hat Tidal Tom HTT1047A M/L Ivory M/L (57-59 cm)
    Unisex Water Repellent Straw Safari Hat - Tidal Tom™ Safari Hat Tidal Tom HTT1047B ML 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
  • Solarweave® Cotton Boonie - DPC Outdoor Design Bucket Hat Dorfman Hat Co.
    Solarweave® Cotton Boonie - DPC Outdoor Design Bucket Hat Dorfman Hat Co. SPF1S Oatmeal Small (55 cm)
    $ 23.00
    Dorfman Hat Co.

    Solarweave® Cotton Boonie - DPC Outdoor Design

    Lightweight, comfortable brushed cotton boonie. Flat crown with side snaps and double eyelets. Stitched, bound brim with covered underbrim, 3" wide...

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    $ 23.00
  • Woven Palm Leaf Cowboy Hat - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons JS6654-MD Natural Palm Medium (57 cm)
    $ 37.00
    Jeanne Simmons

    Woven Palm Leaf Cowboy Hat - Jeanne Simmons Hats

    Natural palm leaf safari style hat. Two hump crown. Faux leather band. Curled up side brim, 3.5" wide. Elastic inner comfort band. Naturally sun pr...

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    $ 37.00
  • Solarweave® Mesh Crown Safari Hat, Oatmeal - DPC Outdoor Design Safari Hat Dorfman Hat Co.
    Solarweave® Mesh Crown Safari Hat, Oatmeal - DPC Outdoor Design Safari Hat Dorfman Hat Co. SPF4-OAT1 Oatmeal Small (55 cm)
    $ 39.99
    Dorfman Hat Co.

    Solarweave® Mesh Crown Safari Hat, Oatmeal - DPC Outdoor Design

    Lightweight, airy cotton safari hat. Mesh crown sidewall, cotton crown top provides breezy sun protection. Stitched, bound brim, 3" wide. Dark unde...

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    $ 39.99
  • 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 TU9380 Natural Palm XXL (60-61 cm)
    $ 47.00
    Tula Hats

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

    Wide brim sun protection hat with chin cord. Gus like front sloping center dented crown with front pinch. Provides excellent sun protection, UPF 50...

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    $ 47.00
  • 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

    Tightly braided soft, packable palm leaf hat. Classic double hump crown lifeguard hat with triple eyelets on sides. Wide downward brim, 4.75" with ...

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    $ 43.99
  • The Airflo® Tilley Hat - Broad Brim LTM6 Boonie Bucket Hat Tilley Endurables Hats
    The Airflo® Tilley Hat - Broad Brim LTM6 Boonie Bucket Hat Tilley Endurables Hats H99HT1006493101 KhakiOlive 6 7/8 (55 cm)
    $ 99.00
    Tilley Endurables Hats

    The Airflo® Tilley Hat - Broad Brim LTM6 Boonie

    The best selling classic Tilley hat for rain or shine. Lightweight unisex boonie style hat. Floating dimensional brim, 3.5" front and back, 2.5" si...

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    $ 99.00
  • Classic Soft Wool Felt Bowler Hat - JSA for Men Bowler Hat Jeanne Simmons
    Classic Soft Wool Felt Bowler Hat - JSA for Men Bowler Hat Jeanne Simmons js6829GYL Grey Large (59 cm)
    $ 42.00
    Jeanne Simmons

    Classic Soft Wool Felt Bowler Hat - JSA for Men

    Classic round crown bowler hat. Soft, crushable wool felt. Grosgrain ribbon band with side bow. Ribbon bound brim, 1.5" wide. Choose from a unique ...

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    $ 42.00
  • Reversible Wide Brim Cotton Boonie Hat - Karen Keith Hats Bucket Hat Great hats by Karen Keith CH98-Ix White L/XL (59-60.5 cm)
    Reversible Wide Brim Cotton Boonie Hat - Karen Keith Hats Bucket Hat Great hats by Karen Keith CH98-Is White M/L (57-58.5 cm)
    $ 16.00
    Great hats by Karen Keith

    Reversible Wide Brim Cotton Boonie Hat - Karen Keith Hats

    Wide brim cotton bucket hat. Square, flat crown top. Stitched flat brim, 2.5" wide. Tropical print on one side, solid color on the other side. UPF ...

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    $ 16.00
  • Taslon Large Bill UV Cap with Neck Cape - Juniper UV Wear Cap MegaCI
    Taslon Large Bill UV Cap with Neck Cape - Juniper UV Wear Cap MegaCI J7250 Olive
    $ 29.75
    MegaCI

    Taslon Large Bill UV Cap with Neck Cape - Juniper UV Wear

    Extra wide bill UV cap with extended back flap. Five panel crown with mesh insert for ventilation. Wide dimensional 180 degree brim, 4.25" peak. Ex...

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    $ 29.75
  • Crushable Water Repellent Wool Felt Ascot Cap, up to 2XL - Scala Hat Flat Cap Scala Hats
    Crushable Water Repellent Wool Felt Ascot Cap, up to 2XL - Scala Hat Flat Cap Scala Hats DF5-BLK3 Black Large
    $ 44.99
    Scala Hats

    Crushable Water Repellent Wool Felt Ascot Cap, up to 2XL - Scala Hat

    Classic molded wool felt ascot cap. Round, 1.75" padded bill. Packable. Wool felt is naturally sun protective and water repellent. 100% wool felt hat.

    $ 44.99
  • Distressed Straw Cattleman Hat for Large Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RM7D-XL Natural X-Large (61 cm)
    $ 39.00
    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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    $ 39.00
  • 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
  • Ridgeline Palm Safari Hat - Biltmore Hats Safari Hat Biltmore Hats
    Ridgeline Palm Safari Hat - Biltmore Hats Safari Hat Biltmore Hats BS1916RIDm Mudd Medium  (57 cm)
    $ 48.00
    Biltmore Hats

    Ridgeline Palm Safari Hat - Biltmore Hats

    Classic sewn authentic mexican palm safari style hat. C-crown with pinch front. Stitched leather band with Biltmore side pin. Leather chin strap. M...

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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

    Wide brim handcrafted drifter cowboy hat made of natural palm fibers. Dented crown, with slight front pinch. Curved brim, 3.75" wide. Naturally wat...

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    $ 34.00
  • 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)
    $ 32.00
    Dorfman Hat Co.

    Supplex Dimensional Brim Hat, Fossil - DPC Outdoor Headwear

    DPC Outdoor Hats for men. Boonie style hat with dimensional brim, 4" wide front and back, 3" sides. Double layer bound brim with black under brim. ...

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    $ 32.00
  • Vintage Couture Ivory Toyo Gaucho Hat - Biltmore Hats Bolero Hat Biltmore Hats BS88BLOHE40SM Ivory Small (55 cm)
    $ 99.00
    Biltmore Hats

    Vintage Couture Ivory Toyo Gaucho Hat - Biltmore Hats

    True craftsmanship American made toyo straw gaucho hat. Elegant, lightweight hat a new addition to Biltmore's Vintage Couture. Now available for sm...

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    $ 99.00
  • Natural Palm Leaf Wide Brim Safari Hat - SetarTrading Hats Safari Hat SetarTrading Hats 7338m Natural Palm Medium ( 57 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 sun hat for men and women. Tight micro-braided palm strands provide excellent sun protection. Shallow crow, 3.75" with deep c...

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    $ 32.00
  • 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.

    Trailmen breezy small brim summer safari hat.  Creased crown with mesh sidewall will provide good ventilation.  Downsloping stitched and bound brim...

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    $ 31.99
  • 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,)
    Sold out
    $ 10.00
    MegaCI

    Floral Print Cotton Bucket Hat - Mega Cap

    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
  • 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
  • Large Brim Woven Palm Leaf Safari Hat - Texas Gold Hats Safari Hat Texas Gold Hats jr7267 Natural Palm Medium ( 57 cm)
    Large Brim Woven Palm Leaf Safari Hat - Texas Gold Hats Safari Hat Texas Gold Hats
    Sold out
    $ 18.00
    Texas Gold Hats

    Large Brim Woven Palm Leaf Safari Hat - Texas Gold Hats

    Soft microbraid palm leaf hat. Fedora style dented crown. Wide, slightly curving brim, 4". Elastic inner comfort band. 100% palm fiber. Product of ...

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    $ 18.00
  • 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
  • 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)
    $ 99.00
    Tilley Endurables Hats

    The Airflo® Tilley Hat - Medium Brim LTM5 Boonie

    The best selling classic Tilley hat for rain or shine. Lightweight unisex boonie style hat. Floating dimensional brim, 3.5" front and back, 2.5" si...

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    $ 99.00
  • Head'N Home Monterey Breezer SolAir Suede and Mesh Shade Hat up to 3XL - Latte Safari Hat Head'N'Home Hats
    Head'N Home Monterey Breezer SolAir Suede and Mesh Shade Hat up to 3XL - Latte Safari Hat Head'N'Home Hats BreezerLTxx Latte XXL (63 cm - 7 7/8)
    $ 129.00
    Head'N'Home Hats

    Head'N Home Monterey Breezer SolAir Suede and Mesh Shade Hat up to 3XL - Latte

    SolAir Hat's flagship suede hat provides comfort and protection in rain or sunshine. This outback style hat features beautiful water-repellent sued...

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    $ 129.00
  • Waxed Cotton Safari Hat with Chin Cord - Henschel Hats Safari Hat Henschel Hats H5137-95XX Tan 2XL (24 5/8")
    $ 62.95
    Henschel Hats

    Waxed Cotton Safari Hat with Chin Cord - Henschel Hats

    Waxed Cotton canvas safari hat.  Dented crown. Shapeable, bound brim, 3". Leather chin cord. Leather band. Soft inner sweatband. UPF 50+ sun protec...

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    $ 62.95
  • 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
  • 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
  • Jackson Wool Felt Porkpie Hat, up to 2XL - Stacy Adams Hats Gambler Hat Stacy Adams Hats
    Jackson Wool Felt Porkpie Hat, up to 2XL - Stacy Adams Hats Gambler Hat Stacy Adams Hats SAW509 Black Large (23")
    Save 30%
    Original Price $ 64.25
    Current Price $ 44.95
    Stacy Adams Hats

    Jackson Wool Felt Porkpie Hat, up to 2XL - Stacy Adams Hats

    Wool felt porkpie rocker hat with feather detail. Bound 2" wide brim. 16-Ligne grosgrain ribbon band with side bow. Leather inner band. Satin linin...

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    Original Price $ 64.25
    Current Price $ 44.95
    Save 30%
  • 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
  • Garment Washed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design Safari Hat Dorfman Hat Co.
    Garment Washed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design Safari Hat Dorfman Hat Co. 864bzs Bronze Small (55 cm)
    $ 23.00
    Dorfman Hat Co.

    Garment Washed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design

    Great airy summer safari hiking hat.  Creased crown with mesh sidewall provides good ventilation.  Downsloping stitched and bound brim, 3" wide. Le...

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    $ 23.00
  • 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

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.