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Big and Tall Plus Size Hats for Men

  • 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
  • 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
  • Modern Airflo® Boonie Hat - Tilley Hats Bucket Hat Tilley Endurables Hats
    Modern Airflo® Boonie Hat - Tilley Hats Bucket Hat Tilley Endurables Hats H04HT10016102 Light Stone 7 (56 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
  • 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
    Sale
    Original Price $ 69.25
    Current Price $ 49.95
    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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    Original Price $ 69.25
    Current Price $ 49.95
    Sale
  • 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
  • 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
  • Caribbean Joe Denim Ribbon Fedora with Straw Trim - Island Living Fedora Hat Caribbean Joe HCJ269A-ML Blue M/L (59 cm)
    $ 36.00
    Caribbean Joe

    Caribbean Joe Denim Ribbon Fedora with Straw Trim - Island Living

    Huntington stripe denim ribbon fedora hat. Soft and lightweight hat. Raffia straw band and trim. Dented crown with pinched front. The brim is 2" wi...

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    $ 36.00
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
    Sale
    Original Price $ 60.75
    Current Price $ 24.89
    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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    Original Price $ 60.75
    Current Price $ 24.89
    Sale
  • 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
  • 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....

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    $ 59.00
  • Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats
    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats DA1302-GREY Grey Large (59cm)
    $ 35.00
    Boardwalk Style Hats

    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style

    The perfect sun protection hat for your summer adventures. Crushable, packable, water resistant, UPF50+ UV blocking hat. Downward wide brim, 4.5". ...

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    $ 35.00
  • 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
  • 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
  • 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 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...

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    $ 32.00

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.