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Big and Tall Plus Size Hats for Men

  • Woven White Toyo Panama Hat, up to 2XL - Scala Hats Panama Hat Scala Hats
    Woven White Toyo Panama Hat, up to 2XL - Scala Hats Panama Hat Scala Hats
    $ 59.99
    Scala Hats

    Woven White Toyo Panama Hat, up to 2XL - Scala Hats

    Classic panama hat for extra large head sizes. Finely woven toyo fedora hat. Dented crown with front pinch. Downward 2" wide brim. 3-pleat cotton b...

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    $ 59.99
  • 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
  • Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats Safari Hat Scala Hats
    Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats Safari Hat Scala Hats WF536 Black Medium (22.5")
    $ 59.00
    Scala Hats

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

    Structured wool felt safari style hat. Raw edge 2.5" wide brim. 19-Ligne grosgrain band with side bow. SCALA pin and feather detail. Dented and pin...

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    $ 59.00
  • Satipo Wool Felt Fedora Hat with Raw Edge, up to 2XL - Indiana Jones Hat Fedora Hat Indiana Jones Hats
    Satipo Wool Felt Fedora Hat with Raw Edge, up to 2XL - Indiana Jones Hat Fedora Hat Indiana Jones Hats IJ551-BRN1 Brown Small (54.5 cm)
    $ 69.00
    Indiana Jones Hats

    Satipo Wool Felt Fedora Hat with Raw Edge, up to 2XL - Indiana Jones Hat

    Indiana Jones Satipo fedora hat. Structured C-crown and pinched front. Raw edge 2.5" wide brim. Grosgrain band with side bow and Indiana Jones pin....

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    $ 69.00
  • 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
  • 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 sa643wm White Medium
    $ 20.00
    Stacy Adams Hats

    Stacy Adams Flat Cap Leatherette Under Bill - White

    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 lining and p...

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    $ 20.00
  • 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
  • Have a Heart Palm Hat in Lustrous Pecan Brown - Peter Grimm Headwear Safari Hat Peter Grimm PGB1849 Brown Large (59 cm)
    Have a Heart Palm Hat in Lustrous Pecan Brown - Peter Grimm Headwear Safari Hat Peter Grimm
    $ 48.00
    Peter Grimm

    Have a Heart Palm Hat in Lustrous Pecan Brown - Peter Grimm Headwear

    Unique heart crown palm hat collection. Soft braided palm leaf hat in pecan brown color. Wide brim, 4", bound with woven palm leaf. Heart shape cro...

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    $ 48.00
  • 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
  • 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
  • Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats Safari Hat Stacy Adams Hats SAW536-BLK2 Black Medium (22.5")
    Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats Safari Hat Stacy Adams Hats SAW536-GREY2 Grey Medium (22.5")
    $ 64.25
    Stacy Adams Hats

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

    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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    $ 64.25
  • 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
  • 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
  • Unisex Open Crown Palm Visor Hat - Scala Hats Visor Cap Scala Hats
    Unisex Open Crown Palm Visor Hat - Scala Hats Visor Cap Scala Hats
    $ 45.00
    Scala Hats

    Unisex Open Crown Palm Visor Hat - Scala Hats

    Open crown sun visor hat for men and women. Beautiful tightly braided and glazed palm leaf visor hat. Wide downward brim trimmed with grosgrain rib...

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    $ 45.00
  • Have a Heart Palm Hat for True Character Romance - Peter Grimm Headwear Safari Hat Peter Grimm PGR4087 Burnt Palm Large (59 cm)
    $ 45.00
    Peter Grimm

    Have a Heart Palm Hat for True Character Romance - Peter Grimm Headwear

    Unique heart crown palm hat collection. Safari style hat. Woven palm straw bound brim, 2.75" wide. Peter Grimm grommet detail on brim. Heart shape ...

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    $ 45.00
  • The Crispin Bangora Straw Heart Cowboy Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats BF131-IVORY3 Ivory Large (59 cm)
    The Crispin Bangora Straw Heart Cowboy Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats BF131-IVORY2 Ivory Medium  (57 cm)
    $ 89.00
    Biltmore Hats

    The Crispin Bangora Straw Heart Cowboy Hat - Biltmore Vintage Hats

    Waxed bangora woven straw fedora hat by Biltmore Vintage Couture. Double hump crown with heart detail. Slight up curving brim, 2.5" wide.  Vegan su...

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    $ 89.00
  • Navy Blue Safari Hat by Sun Styles Safari Hat Sun Styles
    Navy Blue Safari Hat by Sun Styles Safari Hat Sun Styles xgz097nv Navy
    $ 32.00
    Sun Styles

    Navy Blue Safari Hat by Sun Styles

    Crocheted navy raffia fedora style crown. Braided brim, 4" wide. Navy and red ribbon band with loop. Ribbon inner band with drawstring to adjust fi...

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    $ 32.00
  • 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
  • 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
  • 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)
    $ 32.00
    Epoch Hats

    Braid Straw Up Turned Brim Safari Hat - Angela & William Hats

    Unisex safari hat with up turned brim. Shapeable, slightly downward brim, 3.75" wide with up turned edge. Shallow crown, 3.5" deep. Narrow straw br...

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    $ 32.00
  • Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats Fedora Hat Jeanne Simmons JS7164 Apricot Large (59 cm)
    $ 46.00
    Jeanne Simmons

    Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats

    Classic pinched crown fedora hat for large head size. Burnt apricot hat with grey band detailed with zig zag stitch. Bound brim, 2" wide.  Center d...

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    $ 46.00
  • Royal Flush Bangora Straw Club Cowboy Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats
    Royal Flush Bangora Straw Club Cowboy Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats BF130-TAN2 Ivory Medium  (57 cm)
    $ 89.00
    Biltmore Hats

    Royal Flush Bangora Straw Club Cowboy Hat - Biltmore Vintage Hats

    Waxed bangora straw wide brim hat by Biltmore Vintage Couture. Woven two tone hat with clover crown top. Flat brim with semi curl, 4" wide.  Native...

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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)
    $ 27.00
    Stetson Hats

    Weathered Toyo Golf Cap - Stetson Hats

    Stylish toyo straw ivy cap. Weathered toyo creates a multitone look. Weathered cotton peak, 1.75". Cotton inner band, print lining. Leather patch o...

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    $ 27.00
  • Folk Distressed Look Wool Felt Western Hat - Biltmore Hats Safari Hat Biltmore Hats BFNN50Folk32M Chocolate Medium  (57 cm)
    $ 119.00
    Biltmore Hats

    Folk Distressed Look Wool Felt Western Hat - Biltmore Hats

    Handcrafted wool felt western outback style hat. Felt is distressed to give an authentic worn look. Teardrop crown with pinched front. Distressed g...

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    $ 119.00
  • Tweed Navy Raffia Crown Safari Hat by Sun Styles Safari Hat Sun Styles
    Tweed Navy Raffia Crown Safari Hat by Sun Styles Safari Hat Sun Styles xgz097nv Navy
    $ 32.00
    Sun Styles

    Tweed Navy Raffia Crown Safari Hat by Sun Styles

    Crocheted navy and natural mix raffia fedora style crown. Braided brim, 4" wide. Navy frayed edge ribbon band with loop. Ribbon inner band with dra...

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    $ 32.00
  • 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
  • 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
  • Double Diamond Bangora Straw Gambler Hat - Biltmore Vintage Hats Gambler Hat Biltmore Hats
    Double Diamond Bangora Straw Gambler Hat - Biltmore Vintage Hats Gambler Hat Biltmore Hats BF129-IVORY2 Ivory Medium  (57 cm)
    $ 89.00
    Biltmore Hats

    Double Diamond Bangora Straw Gambler Hat - Biltmore Vintage Hats

    Waxed bangora straw wide brim gambler hat by Biltmore Vintage Couture. Vertically woven two tone hat with double diamond shape crown top. Open weav...

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    $ 89.00
  • 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
    $ 89.00
    Biltmore Hats

    Caliber Palm Teardrop Curled Brim Sun Hat - Biltmore Hats

    Hand woven authentic Mexican palm sun hat. Classic teardrop crown hat with pinched front. Curled brim, approximately 3.25" wide. Guatemalan woven b...

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    $ 89.00
  • 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
    $ 60.75
    Scala Hats

    Black Wool Felt Fedora Hat - Scala Hats

    Structured wool felt fedora hat. Classic fedora crown with center dent and front pinch. 2.25" wide brim. Grosgrain band with side bow. Feather and ...

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    $ 60.75

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.