Skip to content

Filters

Big and Tall Plus Size Hats for Men

  • Large Bill Flap Cap - Milani Hats Cap Milani Hats F006-NV Navy OS (56-60 cm)
    Large Bill Flap Cap - Milani Hats Cap Milani Hats F006-NG Neon Green OS (56-60 cm)
    Sale
    $ 18.00
    $ 12.99
    Milani Hats

    Large Bill Flap Cap - Milani Hats

    Four panel crown with soft 180 degree bill. Bill is 2.75" wide with neck cape attached. Mesh side panel and screened metal eyelets for ventilation....

    View full details
    $ 18.00
    $ 12.99
    Sale
  • Reversible Floral Print-Solid Color Bucket Hat - Karen Keith Hats Bucket Hat Great hats by Karen Keith
    Reversible Floral Print-Solid Color Bucket Hat - Karen Keith Hats Bucket Hat Great hats by Karen Keith ch98Ed Navy Palm S/M (56-57 cm)
    $ 15.00
    Great hats by Karen Keith

    Reversible Floral Print-Solid Color Bucket Hat - Karen Keith Hats

    Traditional bucket hat style. Square, flat crown top. Stitched brim, 2.5" wide. Floral print on one side, solid color on the other side. UPF 50+ ra...

    View full details
    $ 15.00
  • Supplex Dimensional Brim Hat, White - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, White - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. mc288whs White S/M (57 cm)
    $ 32.00
    Dorfman Hat Co.

    Supplex Dimensional Brim Hat, White - DPC Outdoor Headwear

    DPC Outdoor Hats for men and women. Supplex® materials provide cottony soft comfort, while shrink and fade resistant, and faster drying. This booni...

    View full details
    $ 32.00
  • 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
  • Palm Beach Crushable Safari Hat - Carkella Golf Hats Safari Hat Wallaroo Hats
    Palm Beach Crushable Safari Hat - Carkella Golf Hats Safari Hat Wallaroo Hats PLMBCHMBKM Black M/L (59 cm)
    $ 58.00
    Wallaroo Hats

    Palm Beach Crushable Safari Hat - Carkella Golf Hats

    Soft flexi-weave packable golf hat for ultimate comfort. Classic safari style hat with dented and pinched crown.  Downward brim, 2.75" wide provide...

    View full details
    $ 58.00
  • Supplex Dimensional Brim Hat, White 2XL - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, White 2XL - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC288-WHT5 White XL/2X (61 cm)
    $ 32.00
    Dorfman Hat Co.

    Supplex Dimensional Brim Hat, White 2XL - DPC Outdoor Headwear

    DPC Outdoor Hats for men. Supplex® materials provide cottony soft comfort, while shrink and fade resistant, and faster drying. This boonie style me...

    View full details
    $ 32.00
  • Jr. Explorer Boonie Hiking Hat - Wallaroo Hats for Small Head Bucket Hat Wallaroo Hats
    Explorer Boonie Fishing, Hiking Hat - Wallaroo Hats Bucket Hat Wallaroo Hats EXPNATml Natural/Camel Medium/Large (57-59 cm)
    $ 50.00
    Wallaroo Hats

    Explorer Boonie Fishing, Hiking Hat - Wallaroo Hats

    This trail hat is made for all your outdoor adventures. Boonie style made of microfiber. Floatable 3" wide foam brim with contrast color trim. Doub...

    View full details
    $ 50.00
  • 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 ...

    View full details
    $ 16.00
  • 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
  • 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...

    View full details
    $ 29.75
  • 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
  • Charlie Trilby Fedora, Unisex - Wallaroo Hats Safari Hat Wallaroo Hats
    Charlie Trilby Fedora, Unisex - Wallaroo Hats Safari Hat Wallaroo Hats CHARTR-IB-M Ivory / Black M/L (59 cm)
    $ 50.00
    Wallaroo Hats

    Charlie Trilby Fedora, Unisex - Wallaroo Hats

    Stylish trilby hat made for travel. The best selling two-tone fabric of the Wallaroo Charlie collection now in a new, narrower brim trilby style. T...

    View full details
    $ 50.00
  • 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
  • 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...

    View full details
    $ 20.00
  • 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

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.