Skip to content

Filters

Big and Tall Plus Size Hats for Men

  • 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...

    View full details
    $ 43.00
  • 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...

    View full details
    $ 99.00
  • 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...

    View full details
    $ 29.00
  • 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. ...

    View full details
    $ 31.99
  • 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...

    View full details
    $ 45.00
  • 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...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 41.00
  • 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" ...

    View full details
    $ 38.00
  • 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...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 69.00
  • 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. ...

    View full details
    $ 89.00
  • 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...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 29.00
  • 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...

    View full details
    $ 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...

    View full details
    $ 89.00
  • 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...

    View full details
    $ 89.00
  • 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...

    View full details
    $ 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...

    View full details
    $ 32.00
  • 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....

    View full details
    $ 59.00
  • 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...

    View full details
    $ 32.00
  • 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...

    View full details
    $ 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...

    View full details
    $ 27.00
  • 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 xgz097nv1 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...

    View full details
    $ 32.00
  • World Champion Pancho Cowboy Hat, 2XL - Larry Mahan's Hats Cowboy Hat Larry Mahan's Hats MS7681PNCHO50 Natural XXL (7 3/4)
    $ 59.99
    Larry Mahan's Hats

    World Champion Pancho Cowboy Hat, 2XL - Larry Mahan's Hats

    Larry Mahan World Champion All Around Cowboy Hat Collection® by Milano Hats. Glazed, stiff micro-braid palm fiber construction. Sloped Gus crease h...

    View full details
    $ 59.99

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.