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Men's Headwear

  • 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
  • Woven Straw Fedora Hat for Small Heads - Milani Hats Fedora Hat Milani Hats    Woven Straw Fedora Hat for Small Heads - Milani Hats Fedora Hat Milani Hats KFD115 Natural XS (54 cm) Sold out
    $ 15.00
    Milani Hats

    Woven Straw Fedora Hat for Small Heads - Milani Hats

    Classic little summer fedora for small head sizes. Tear drop crown with slight front pinch. Narrow, 1.5" wide brim. Black grosgrain ribbon band wit...

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    $ 15.00
  • Rough Braid Raffia Lifeguard Hat - Scala Hats Lifeguard Hat Scala Hats    Rough Braid Raffia Lifeguard Hat - Scala Hats Lifeguard Hat Scala Hats 318OSNAT3 Natural L/XL Sold out
    $ 54.99
    Scala Hats

    Rough Braid Raffia Lifeguard Hat - Scala Hats

    Rough braid natural raffia straw lifeguard hat. Downward sloping 5" wide brim. Waxed cotton chin cord with toggle lock. Wide elasticized comfort sw...

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    $ 54.99
  • Fairway Wide Brim Golf Fedora - Wallaroo Hats Safari Hat Wallaroo Hats    Fairway Wide Brim Golf Fedora - Wallaroo Hats Safari Hat Wallaroo Hats FAIRMBGM Beige M/L (59 cm)
    $ 58.00
    Wallaroo Hats

    Fairway Wide Brim Golf Fedora - Wallaroo Hats

    Wide brim fedora hat made for golf. Lightweight packable hat with wind resistant sizer and a magnetic golf marker. Perfect brim size for sun protec...

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    $ 58.00
  • 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...

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    $ 58.00
  • Supplex Dimensional Brim Hat, Navy - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.    Supplex Dimensional Brim Hat, Navy - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC288NV1 Navy S/M Sold out
    $ 32.00
    Dorfman Hat Co.

    Supplex Dimensional Brim Hat, Navy - DPC Outdoor Headwear

    Supplex® materials provide cottony soft comfort, while shrink and fade resistant, and faster drying. This best selling boonie hat is a great compan...

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    $ 32.00
  • Supplex Dimensional Brim Hat, Slate - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC288SLATE1 Slate S/M Supplex Dimensional Brim Hat, Slate - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    $ 32.00
    Dorfman Hat Co.

    Supplex Dimensional Brim Hat, Slate - DPC Outdoor Headwear

    Supplex® materials provide cottony soft comfort, while shrink and fade resistant, and faster drying. This boonie style hat will be a great companio...

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    $ 32.00
  • Tie Dye Cotton Baseball Cap - E-Flag Wear Cap Epoch Hats CP6001-MYW Yellow OS Tie Dye Cotton Baseball Cap - E-Flag Wear Cap Epoch Hats CP6001-MBL Blue OS
    $ 14.00
    Epoch Hats

    Tie Dye Cotton Baseball Cap - E-Flag Wear

    Six panel multicolor tie dye cotton cap. Antique brass slide adjuster closure. Embroidered eyelets on all six panels. Button top. Curved 2.75" wide...

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    $ 14.00
  • Hiking Hat with Snap Side Brim - Elysiumland Outdoor Gear Bucket Hat Epoch Hats    Hiking Hat with Snap Side Brim - Elysiumland Outdoor Gear Bucket Hat Epoch Hats OD6010GY Grey M/L (59 cm)
    $ 21.00
    Epoch Hats

    Hiking Hat with Snap Side Brim - Elysiumland Outdoor Gear

    Hiking hat with mesh side panel. Sun protecting downward brim with side snap, 3.5" wide. Chin strap with toggle lock. UPF 50+ UV protection hat. Ad...

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    $ 21.00
  • 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
  • Sequoia Black Wool Felt Safari Hat - Biltmore Hats Safari Hat Biltmore Hats BF2146SEQU1 Black Small (55 cm)
    $ 89.00
    Biltmore Hats

    Sequoia Black Wool Felt Safari Hat - Biltmore Hats

    Handcrafted wool felt bubble pinch crossover hat. Teardrop crown with pinched front. Leather cord and braided leather band. Brass concho displays h...

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    $ 89.00
  • Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons JS8439TN Tan Small (56 cm) Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons JS8439BZ Bronze Small (56 cm)
    $ 24.00
    Jeanne Simmons

    Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats

    Classic summer fedora hat for small head size.  Soft sewn braid fedora, perfect for travel. Dented crown with front pinch. 2" wide brim. Black band...

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    $ 24.00
  • 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. ...

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    $ 31.99
  • Ladies' Explorer Boonie Fishing, Hiking Hat - Wallaroo Hats Bucket Hat Wallaroo Hats    Ladies' Explorer Boonie Fishing, Hiking Hat - Wallaroo Hats Bucket Hat Wallaroo Hats LEXP-NAT Natural/Blu Medium/Large (58 cm)
    $ 48.00
    Wallaroo Hats

    Ladies' Explorer Boonie Fishing, Hiking Hat - Wallaroo Hats

    This hat was designed for outdoor activities. Makes a perfect golf hat or hiking hat. Boonie style hat soft microfiber construction. Dimensional br...

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    $ 48.00
  • Dark Denim Bucket Hat with Orange Stitching - Stetson Hats Bucket Hat Stetson Hats    Dark Denim Bucket Hat with Orange Stitching - Stetson Hats Bucket Hat Stetson Hats STW396 Denim Medium (57 cm)
    $ 49.00
    Stetson Hats

    Dark Denim Bucket Hat with Orange Stitching - Stetson Hats

    Traditional men's bucket hat, but looks great on women too. Dark denim hat with orange stitching to accent brim. STETSON embroidery on side. Classi...

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    $ 49.00
  • Classic Woven Straw Summer Fedora Hat for Small Heads - JSA Hats Fedora Hat Jeanne Simmons JS1237TAN Tan Small (56cm) Classic Woven Straw Summer Fedora Hat for Small Heads - JSA Hats Fedora Hat Jeanne Simmons JS1237NAT Natural Small (56cm)
    $ 24.00
    Jeanne Simmons

    Classic Woven Straw Summer Fedora Hat for Small Heads - JSA Hats

    Classic fedora hat with teardrop crown. Slight front pinch. Narrow brim, 2" wide. Black band. Cotton inner band with drawstring to reduce size. 100...

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    $ 24.00
  • Black Soaka Hat for Small Heads - Kakadu Australia Safari Hat Kakadu    Black Soaka Hat for Small Heads - Kakadu Australia Safari Hat Kakadu 10H23BLKS Black XS (53 cm) Sold out
    $ 37.00
    Kakadu

    Black Soaka Hat for Small Heads - Kakadu Australia

    Black soaker hat for extra-small head sizes. European styling narrower brim, 2" wide Tapered crown 3.75" height. Inner panel raised in front to blo...

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    $ 37.00
  • Tribal Band Straw Gaucho Hat - Sun Hat - JSA Bolero Hat Jeanne Simmons JS8248 Black Small (56 cm) Sold out
    $ 25.00
    Jeanne Simmons

    Tribal Band Straw Gaucho Hat - Sun Hat - JSA

    Black toyo straw gaucho, bolero style sun hat. Sunken crown top with slightly tapered sides. Flat brim, 4" wide. Black faux leather band. Tribal pa...

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    $ 25.00
  • Palm Tree Reversible Cotton Bucket Hat - JSA Bucket Hat Jeanne Simmons JS6686 Navy Small (22 1/4") Sold out
    $ 12.00
    Jeanne Simmons

    Palm Tree Reversible Cotton Bucket Hat - JSA

    Classic cotton bucket hat  Painted palm trees on navy cotton fabric. Blue chambray reverse side. Stitched brim, 2" wide. Shallow, 3.5" deep crown. ...

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    $ 12.00
  • Natural Woven Palm Boater Style Sun Hat - JSA Bolero Hat Jeanne Simmons    Natural Woven Palm Boater Style Sun Hat - JSA Bolero Hat Jeanne Simmons XJS6618 Natural Palm Large (23 1/4") Sold out
    $ 33.00
    Jeanne Simmons

    Natural Woven Palm Boater Style Sun Hat - JSA

    Natural woven palm boater style sun hat for women. Flat crown and brim. Wide brim, provides excellent sun protection, 3.5". Black faux leather band...

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    $ 33.00
  • Large Shapeable Brim Woven Palm Sun Hat - JSA Safari Hat Jeanne Simmons    Large Shapeable Brim Woven Palm Sun Hat - JSA Safari Hat Jeanne Simmons JS6615L Natural Palm Large (23 1/4") Sold out
    $ 34.00
    Jeanne Simmons

    Large Shapeable Brim Woven Palm Sun Hat - JSA

    Natural woven palm leaf sun hat for men and women. Pinched top crown. Wide brim, 4", can be shaped to turn the edge up or down. Decorative black pi...

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    $ 34.00
  • 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 TU-1760 Honey Palm Straw Large (59 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...

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    $ 41.00
  • Lifeguard Light Palm Leaf Sun Hat with Chin Strap - Tula Hats Lifeguard Hat Tula Hats TU1-1301 Natural S/M (56 - 57 cm)
    $ 45.00
    Tula Hats

    Lifeguard Light Palm Leaf Sun Hat with Chin Strap - Tula Hats

    Wide brim palm straw sun hat for men and women. Lifeguard style crown Wide brim, 4" provides excellent UV protection, UPF 50+ sun hat Crown depth 4...

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    $ 45.00
  • Burnt Palm Leaf Outback Sun Hat for Small Heads - Tula Hats Gambler Hat Tula Hats    Burnt Palm Leaf Outback Sun Hat for Small Heads - Tula Hats Gambler Hat Tula Hats TU-15000S Burnt Palm Small (55-56 cm)
    $ 43.00
    Tula Hats

    Burnt Palm Leaf Outback Sun Hat for Small Heads - Tula Hats

    Great unisex outback gambler sun protection hat for small head sizes. Flat crown wall and telescope crown top. Provides excellent sun protection, U...

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    $ 43.00
  • Island Palm Large Brim Lifeguard Beach Hat - DPC Outdoor Hats Lifeguard Hat Scala Hats    Island Palm Large Brim Lifeguard Beach Hat - DPC Outdoor Hats Lifeguard Hat Scala Hats
    $ 27.00
    Scala Hats

    Island Palm Large Brim Lifeguard Beach Hat - DPC Outdoor Hats

    Sun protective palm straw lifeguard hat. Downward sloping 4.5" wide brim. Covered underbrim provides excellent UPF 50+ sun protection. Faux leather...

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    $ 27.00
  • 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...

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    $ 69.00
  • Woolrich Heritage Plaid Red and Black Wool Bomber Hat Trapper Hat Woolrich® Hats    Woolrich Heritage Plaid Red and Black Wool Bomber Hat Trapper Hat Woolrich® Hats W9416 Red / Black X-Large Sold out
    $ 28.00
    Woolrich® Hats

    Woolrich Heritage Plaid Red and Black Wool Bomber Hat

    Plaid red and black wool bomber hat. Sherpa lined earflap and front bill. Fleece lined crown. Earflaps with adjustable size toggle. 80% wool, 20% n...

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    $ 28.00
  • Braided Palm Leaf Outback Hat - Dorfman Hats Cowboy Hat Dorfman Hat Co.    Braided Palm Leaf Outback Hat - Dorfman Hats Cowboy Hat Dorfman Hat Co. MS444OS-TOAST Burnt Palm L/XL (59.5 cm)
    $ 34.00
    Dorfman Hat Co.

    Braided Palm Leaf Outback Hat - Dorfman Hats

    Wide brim handcrafted drifter cowboy hat made of natural palm fibers. Dented crown, with slight front pinch. Curved brim, 3.75" wide. Naturally wat...

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    $ 34.00
  • Water Repellent Poplin Bucket Rain Hat - Stetson Hats Bucket Hat Stetson Hats    Water Repellent Poplin Bucket Rain Hat - Stetson Hats Bucket Hat Stetson Hats STW381BK2 Black Medium (22 1/2")
    $ 31.00
    Stetson Hats

    Water Repellent Poplin Bucket Rain Hat - Stetson Hats

    A classic bucket hat made of water repellent poplin. Downward brim, 2.25" wide with stitching detail. Double mesh grommets on sides with STETSON en...

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    $ 31.00
  • Cotton Performance Cap, White - DPC Global Hats Cap Dorfman Hat Co.    Cotton Performance Cap, White - DPC Global Hats Cap Dorfman Hat Co. BC300 White M/L
    $ 11.00
    Dorfman Hat Co.

    Cotton Performance Cap, White - DPC Global Hats

    Smooth cotton spandex blend flex fit baseball cap. Six panel crown. Button top. Wide elasticized moisture wicking inner band. One size, stretch fit...

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    $ 11.00
  • Linked Fedora Hat with Braid Band - Carlos Santana Hats Fedora Hat Santana Hats SAN355 Navy Small/Medium (57 cm) Sold out
    $ 34.00
    Santana Hats

    Linked Fedora Hat with Braid Band - Carlos Santana Hats

    Wool felt fedora designed by Carlos Santana. C-crown with pinched front. Classic fedora brim, 1.75" wide, turned up back. Grosgrain ribbon band wit...

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    $ 34.00
  • Marlow Larkspur Leather Top, Brown - Steampunk Hatter Top Hat Head'N'Home Hats    Marlow Larkspur Leather Top, Brown - Steampunk Hatter Top Hat Head'N'Home Hats    Sold out
    from $ 197.00
    Head'N'Home Hats

    Marlow Larkspur Leather Top, Brown - Steampunk Hatter

    A classic combination of crimson leather and contrasting turquoise. Perfect for cowboys and bikers. Top grain waterproofed leather top hat. Leather...

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    from $ 197.00
  • Large Brim Palm Lifeguard Beach Hat - DPC Outdoor Lifeguard Hat Scala Hats MS268nt Natural OS (57 - 59 cm) Sold out
    $ 14.00
    Scala Hats

    Large Brim Palm Lifeguard Beach Hat - DPC Outdoor

    Natural sunscreen palm straw lifeguard style hat. Downward sloping 5" wide brim. Brim is cotton bound. Rope chin tie with toggle lock. Dented lifeg...

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    $ 14.00
Men's hat styles for all seasons. Stylish street wear, dress hats, sporty caps, sun visors, hats for golf, fishing, sailing, hiking.