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Big and Tall Plus Size Hats for Men

  • Palm Safari Hat by Milani Safari Hat Milani Hats
    Palm Safari Hat by Milani Safari Hat Milani Hats MF001BN Natural Large (59.5 cm)
    $ 24.00
    Milani Hats

    Palm Safari Hat by Milani

    Natural palm fiber safari style sun hat. Dented crown with front pinch.  Slightly sloping 3" wide brim, ribbon bound. Three metal eyelets for venti...

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    $ 24.00
  • Large Size Unisex Straw Hiking Hat - Tidal Tom™ Safari Hat Tidal Tom HTT1040B-ML Brown Tweed M/L (57-59 cm)
    Sold out
    $ 36.00
    Tidal Tom

    Large Size Unisex Straw Hiking Hat - Tidal Tom™

    Classic safari style summer straw hat perfect for hiking and gardening. Mixed tone brown braid hat with dark brown band create an stylish look. Fed...

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    $ 36.00
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • Artisan Lifeguard Hat with Wave Print Underbrim - Makai Hats Lifeguard Hat Makai Hat
    Artisan Lifeguard Hat with Wave Print Underbrim - Makai Hats Lifeguard Hat Makai Hat MA116OS-NAT Natural S/M (57 - 58 cm)
    $ 31.99
    Makai Hat

    Artisan Lifeguard Hat with Wave Print Underbrim - Makai Hats

    Rush straw wide brim lifeguard hat. Lightly downward sloping 5" wide brim. Wave print covered underbrim provides excellent UPF 50+ sun protection. ...

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    $ 31.99
  • Carlisle Safari Hat with Grosgrain Ribbon Band - Sun 'N' Sand Hat Safari Hat Sun N Sand Hats HH1829B bk Black M/L (58 cm)
    Carlisle Safari Hat with Grosgrain Ribbon Band - Sun 'N' Sand Hat Safari Hat Sun N Sand Hats HH1829A iv Ivory 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
  • 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
  • Roatan Rush Straw Safari Hat with Chin Cord - Tommy Bahama Safari Hat Tommy Bahama Hats
    Roatan Rush Straw Safari Hat with Chin Cord - Tommy Bahama Safari Hat Tommy Bahama Hats TBM325-NAT1 Natural S/M (56-57 cm)
    $ 43.00
    Tommy Bahama Hats

    Roatan Rush Straw Safari Hat with Chin Cord - Tommy Bahama

    Classy rush straw summer hat with covered underbrim. Dented and pinched crown. Slightly downward sloping brim, 3 1/4" wide, ribbon bound. Faux leat...

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    $ 43.00
  • Andora Black Palm Straw Fedora Hat with Gold Feather - Biltmore Hats Fedora Hat Biltmore Hats
    Andora Black Palm Straw Fedora Hat with Gold Feather - Biltmore Hats Fedora Hat Biltmore Hats ANDORA4BLK2 Black Small (57 cm)
    $ 75.00
    Biltmore Hats

    Andora Black Palm Straw Fedora Hat with Gold Feather - Biltmore Hats

    Microbraid palm straw hat made by Biltmore Hats USA. Stunning midnight black wide brim fedora hat. Two tone black and gold hand painted feather pul...

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    $ 75.00
  • 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
  • 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
  • Cotton Trooper Hat with Quilted Lining - DPC Hats Trapper Hat Dorfman Hat Co.
    Cotton Trooper Hat with Quilted Lining - DPC Hats Trapper Hat Dorfman Hat Co. MW270 Black S/M
    $ 28.00
    Dorfman Hat Co.

    Cotton Trooper Hat with Quilted Lining - DPC Hats

    Black cotton trooper hat with contrast color decorative stitching detail. Faux fur lined earflap and front bill. Quilted lining inside crown. Earfl...

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    $ 28.00
  • Modern Airflo® Boonie Hat - Tilley Hats Bucket Hat Tilley Endurables Hats
    Modern Airflo® Boonie Hat - Tilley Hats Bucket Hat Tilley Endurables Hats H04HT10016103 Light Stone 7 1/8 (57 cm)
    $ 99.00
    Tilley Endurables Hats

    Modern Airflo® Boonie Hat - Tilley Hats

    The finest outdoors hat in all the world. Lightweight unisex boonie style hat. Floating bound brim, 2.75" wide. Flat crown top with pocket inside. ...

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    $ 99.00
  • Penida Rush Straw Safari Hat with Chin Cord - Tommy Bahama Safari Hat Tommy Bahama Hats
    Penida Rush Straw Safari Hat with Chin Cord - Tommy Bahama Safari Hat Tommy Bahama Hats TBM374-NAT1 Natural S/M (56-57 cm)
    $ 38.00
    Tommy Bahama Hats

    Penida Rush Straw Safari Hat with Chin Cord - Tommy Bahama

    Classy rush straw summer hat with tropical leaves print cotton covered underbrim. Dented and pinched crown. Slightly downward sloping brim, 3 1/4" ...

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    $ 38.00

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.