Skip to content

Filters

Big and Tall Plus Size Hats for Men

  • Sedona Safari Hat with Aztec Band, M-XL - Wallaroo Hats Safari Hat Wallaroo Hats
    Sedona Safari Hat with Aztec Band, M-XL - Wallaroo Hats Safari Hat Wallaroo Hats SED-24-NY Navy Medium/Large (58 cm)
    $ 52.00
    Wallaroo Hats

    Sedona Safari Hat with Aztec Band, M-XL - Wallaroo Hats

    Classy wide-brim unisex fedora hat for men or women, now also in L/XL size.  2.75" wide brim with a gentle downward slope. Colorful Aztec pattern b...

    View full details
    $ 52.00
  • Large Brim Palm Leaf Safari Hat, 2XL - JSA Safari Hat Jeanne Simmons js6664litexl Natural Palm XL (61 cm)
    Large Brim Palm Leaf Safari Hat, 2XL - JSA Safari Hat Jeanne Simmons js6664darkm Burnt Palm Medium (57 cm)
    $ 37.00
    Jeanne Simmons

    Large Brim Palm Leaf Safari Hat, 2XL - JSA

    Burnt palm leaf safari style sun hat for men and women. Fedora style dented and pinched crown. Downward sloping, slightly curving brim, 4.25" wide....

    View full details
    $ 37.00
  • Large Size Two Tone Fedora Hat - Tidal Tom™ Fedora Hat Tidal Tom HTT1038B-ML Black M/L (23 1/4")
    Large Size Two Tone Fedora Hat - Tidal Tom™ Fedora Hat Tidal Tom HTT1038A-ML Brown M/L (23 1/4")
    Sold out
    $ 32.50
    Tidal Tom

    Large Size Two Tone Fedora Hat - Tidal Tom™

    Unique two tone braid fedora hat for men and women.  Classic fedora crown, dented with front pinch. Brim is 2.5" wide. Grosgrain ribbon band with s...

    View full details
    $ 32.50
  • Del Mar Golf Fedora with Magnet for Marker - Carkella Hats Fedora Hat Wallaroo Hats
    Del Mar Golf Fedora with Magnet for Marker - Carkella Hats Fedora Hat Wallaroo Hats DELMM-BG-M Beige M/L (58-59 cm)
    $ 55.00
    Wallaroo Hats

    Del Mar Golf Fedora with Magnet for Marker - Carkella Hats

    Sporty fedora hat made for golf, but you can take it everywhere. Narrow brim 1.75" wide. C-Crown with pinched front. Ribbon band with hidden magnet...

    View full details
    $ 55.00
  • Karen Keith Panama Hat Panama Hat Great hats by Karen Keith
    Karen Keith Panama Hat Panama Hat Great hats by Karen Keith
    $ 38.00
    Great hats by Karen Keith

    Karen Keith Panama Hat

    Super lightweight woven 5 BU toyo straw safari hat. Lightweight structure, perfect for golf. 3" wide slightly down sloping brim, provides excellent...

    View full details
    $ 38.00
  • Distressed Woven Straw Cowboy Hat, XS to XL Sizes - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RC12D-XS Natural Extra-Small (20 7/8")
    $ 39.00
    Great hats by Karen Keith

    Distressed Woven Straw Cowboy Hat, XS to XL Sizes - Karen Keith Hats

    Summer straw cowboy hat with darker, worn look crown tip and brim edge. Criss cross woven straw. Over-welt brim, 3.25" wide. Double rope chin tie w...

    View full details
    $ 39.00
  • St. Tropez Two Tone Trilby Fedora Hat - Wallaroo Hats Fedora Hat Wallaroo Hats
    St. Tropez Two Tone Trilby Fedora Hat - Wallaroo Hats Fedora Hat Wallaroo Hats STTR-24-NA Natural / Navy M/L (58 cm)
    Sale
    Original Price $ 49.00
    Current Price $ 26.00
    Wallaroo Hats

    St. Tropez Two Tone Trilby Fedora Hat - Wallaroo Hats

    Casual fedora style with stunning three color combination. Narrow brim 2" wide. Inline navy band. Inner drawstring to adjust size. Medium/large hat...

    View full details
    Original Price $ 49.00
    Current Price $ 26.00
    Sale
  • 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 ...

    View full details
    $ 43.99
  • Classic Straw Summer Safari Hat - Tidal Tom™ Safari Hat Tidal Tom
    Classic Straw Summer Safari Hat - Tidal Tom™ Safari Hat Tidal Tom HTT1045A-ML Ivory M/L (57-59 cm)
    $ 32.00
    Tidal Tom

    Classic Straw Summer Safari Hat - Tidal Tom™

    Classic light ivory color safari style summer hat. Fedora-like dented crown with front pinch. Slightly downward sloping brim, 3" wide. Chevron patt...

    View full details
    $ 32.00
  • Memphis Burnt Palm Leaf Fedora Hat - Tula Hats Fedora Hat Tula Hats TU1-1700 Pale Palm Straw S/M Stretch band (56-57 cm)
    Memphis Burnt Palm Leaf Fedora Hat - Tula Hats Fedora Hat Tula Hats TU1-1690 Honey Palm Straw S/M Stretch band (56-57 cm)
    $ 41.00
    Tula Hats

    Memphis Burnt Palm Leaf Fedora Hat - Tula Hats

    Classy little summer straw fedora. Dented crown with front pinch. Rated as a UPF 50+ sun hat. Narrow brim, 2" wide. Crown depth 4". Naturally water...

    View full details
    $ 41.00
  • Angler Fishing Palm Leaf Sun Hat - Tula Hats Safari Hat Tula Hats
    Angler Fishing Palm Leaf Sun Hat - Tula Hats Safari Hat Tula Hats TU1-3400 Honey Palm Straw S/M (57 - 58 cm)
    $ 45.00
    Tula Hats

    Angler Fishing Palm Leaf Sun Hat - Tula Hats

    Unique Tula Hats design for fishing while protected from harmful UV rays. C- crown with vented lattice accented crown. Provides excellent sun prote...

    View full details
    $ 45.00
  • 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...

    View full details
    $ 33.00
  • Straw Lifeguard Hat with Surfboard Print Underbrim - Kenny K. Hats Lifeguard Hat Great hats by Karen Keith LM9-Dl Natural Large (59 cm)
    Straw Lifeguard Hat with Surfboard Print Underbrim - Kenny K. Hats Lifeguard Hat Great hats by Karen Keith LM9-Ds Natural Small (55 cm)
    $ 29.00
    Great hats by Karen Keith

    Straw Lifeguard Hat with Surfboard Print Underbrim - Kenny K. Hats

    Natural rush straw straw lifeguard hat. Wide brim, 4.5", with surfboard print cotton underbrim and bounding. Rope tie and chin strap. UPF 50+ sun h...

    View full details
    $ 29.00
  • 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...

    View full details
    $ 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...

    View full details
    $ 43.00
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats Cowboy Hat Boardwalk Style Hats
    Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA1953-BLK2 Black Medium
    $ 27.00
    Boardwalk Style Hats

    Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats

    Lightweight woven toyo straw western hat. Cattleman-style double hump crown. Shapeable rolled brim with wire edge, approximately 3.5" wide. Leather...

    View full details
    $ 27.00

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.