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Men's Headwear

  • Petite Nylon Bucket Hat with Chin Cord - Scala Hats Trail Hat Scala Hats
    Petite Nylon Bucket Hat with Chin Cord - Scala Hats Trail Hat Scala Hats LC831-TEAL Teal S/M (55-57 cm)
    $ 35.00
    Scala Hats

    Petite Nylon Bucket Hat with Chin Cord - Scala Hats

    Super lightweight nylon bucket hat for small heads. Classic bucket hat style with a flat crown, straight sidewall, and downward brim. Contrast colo...

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    $ 35.00
  • DPC Distressed Twill Cap with Frayed USA Flag for Small Heads Cap Dorfman Hat Co. C935-KAKI Khaki
    DPC Distressed Twill Cap with Frayed USA Flag for Small Heads Cap Dorfman Hat Co. C935-PUTTY Putty
    $ 15.00
    Dorfman Hat Co.

    DPC Distressed Twill Cap with Frayed USA Flag for Small Heads

    Garment washed twill unstructured baseball cap for small head sizes. Six panel cap with button top. Pre-curved bill, 2.5" wide with red, white, and...

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    $ 15.00
  • 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
  • Petite Palm Beach Unisex Safari Hat - Wallaroo Hats Safari Hat Wallaroo Hats
    Petite Palm Beach Unisex Safari Hat - Wallaroo Hats Safari Hat Wallaroo Hats PPLMBCH-NAT Beige Small (55 cm)
    $ 54.00
    Wallaroo Hats

    Petite Palm Beach Unisex Safari Hat - Wallaroo Hats

    The perfect unisex resort hat now available small size. Safari style hat made of soft braided fabric for ultimate comfort fit. Light weight hat wit...

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    $ 54.00
  • Rodeo Burnt Palm Leaf Western Hat - Tula Hats Cowboy Hat Tula Hats
    Rodeo Burnt Palm Leaf Western Hat - Tula Hats Cowboy Hat Tula Hats TU1-9300 Burnt Palm Small (55 cm)
    Sold out
    $ 48.00
    Tula Hats

    Rodeo Burnt Palm Leaf Western Hat - Tula Hats

    Burnt palm leaf cowboy hat.  Double hump crown with side dents. Rated as an excellent UPF 50+ sun hat. Wide brim with curled up sides, 3.5" wide. C...

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    $ 48.00
  • Petite Palm Leaf Cowboy Hat - Rustic Palm Leaf Hats Cowboy Hat Rustic Palm Leaf Hats
    Petite Palm Leaf Cowboy Hat - Rustic Palm Leaf Hats Cowboy Hat Rustic Palm Leaf Hats 7298-XS Burnt Palm XS (53 cm)
    $ 24.00
    Rustic Palm Leaf Hats

    Petite Palm Leaf Cowboy Hat - Rustic Palm Leaf Hats

    Burnt palm leaf cattleman hat for small heads. Classic double hump crown with side pinch and metal eyelets. Curled brim with two tone chevron patte...

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    $ 24.00
  • Petite Palm Leaf Safari Hat - Rustic Palm Leaf Hats Safari Hat Rustic Palm Leaf Hats 7299 Burnt Palm XS (54 cm)
    Petite Palm Leaf Safari Hat - Rustic Palm Leaf Hats Safari Hat Rustic Palm Leaf Hats
    Sold out
    $ 24.00
    Rustic Palm Leaf Hats

    Petite Palm Leaf Safari Hat - Rustic Palm Leaf Hats

    Braided burnt palm leaf safari hat for small head sizes. Fedora style dented and pinched crown with metal eyelets. Wide front to back curve brim, 3...

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    $ 24.00
  • Camper Hat with Sun Shield - Tommy Bahama Hats Cap Tommy Bahama Hats TBM382 Khaki S/M (56 cm)
    Sale
    Original Price $ 59.50
    Current Price $ 39.99
    Tommy Bahama Hats

    Camper Hat with Sun Shield - Tommy Bahama Hats

    Recycled nylon cap with wide bill and neck flap for sun protection. Round crown with mesh insert for ventilation. Bound floatable brim, 3.25" wide....

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    Original Price $ 59.50
    Current Price $ 39.99
    Sale
  • Women's Trail Hat with UV Blocking Neck Cape - Scala Collection Trail Hat Scala Hats
    Women's Trail Hat with UV Blocking Neck Cape - Scala Collection Trail Hat Scala Hats LC842-LGY Light Grey S/M (55-57 cm)
    $ 26.99
    Scala Hats

    Women's Trail Hat with UV Blocking Neck Cape - Scala Collection

    Lightweight, quick dry trail hat. Round crown with mesh inserts for ventilation. Soft flat, 180 degree wide brim, 4" provides great sun coverage. N...

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    $ 26.99
  • Women's Camper Hat with Adjustable Toggle - Scala Collection Trail Hat Scala Hats LC841-OLI Olive S/M (55-57 cm)
    Women's Camper Hat with Adjustable Toggle - Scala Collection Trail Hat Scala Hats LC841-PLM Plum S/M (55-57 cm)
    $ 31.99
    Scala Hats

    Women's Camper Hat with Adjustable Toggle - Scala Collection

    Laser perforated lightweight camper hat. Round crown with airy side panels. Soft downward brim, 3" wide. Adjustable toggle lock to reduce size, tig...

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    $ 31.99
  • Under the Sea Lifeguard Hat for Small Heads - Makai Hats Lifeguard Hat Makai Hat
    Under the Sea Lifeguard Hat for Small Heads - Makai Hats Lifeguard Hat Makai Hat MAK102OS Natural Small
    Sold out
    $ 31.99
    Makai Hat

    Under the Sea Lifeguard Hat for Small Heads - Makai Hats

    Rush straw wide brim lifeguard hat for small heads. Lightly downward sloping 3.75" wide brim. Under the sea shark print covered underbrim provides ...

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    $ 31.99
  • Sierra Burnt Palm Leaf Western Hat - Tula Hats Cowboy Hat Tula Hats
    Sierra Burnt Palm Leaf Western Hat - Tula Hats Cowboy Hat Tula Hats TU1-8000 Burnt Palm Small (55 cm)
    $ 48.00
    Tula Hats

    Sierra Burnt Palm Leaf Western Hat - Tula Hats

    Burnt palm leaf cowboy hat for small heads.  C-crown with front pinch. Rated as a UPF 50+ sun hat. Wide brim with curled up sides, 3.5" wide. Crown...

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    $ 48.00
  • Slicker Wool Felt Teardrop Fedora Hat - Biltmore Hats Fedora Hat Biltmore Hats BF1240SLIK30SM Fawn Small  (55 cm)
    Sale
    Original Price $ 143.00
    from $ 98.75
    Biltmore Hats

    Slicker Wool Felt Teardrop Fedora Hat - Biltmore Hats

    Handcrafted wool felt fedora hat made in the USA. Teardrop crown with deep front pinch.  Curled up brim, 3" wide. Grosgrain ribbon band with wingti...

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    Original Price $ 143.00
    from $ 98.75
    Sale
  • 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...

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    $ 95.00
  • Supplex® Nylon Boonie with Chin Cord - DPC Global Hats Bucket Hat Dorfman Hat Co. MC2X-KH1 Khaki Small (55 cm)
    Supplex® Nylon Boonie with Chin Cord - DPC Global Hats Bucket Hat Dorfman Hat Co.
    $ 23.50
    Dorfman Hat Co.

    Supplex® Nylon Boonie with Chin Cord - DPC Global Hats

    Hitch a smaller size version of the best selling Trailer DPC hiking hat. Supplex® nylon boonie with vented mesh crown. Bound and stitched 2.5" wide...

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    $ 23.50
  • Small Heads Supplex Dimensional Brim Hat - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Small Heads Supplex Dimensional Brim Hat - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MX288X-WH1 White Jr. S/M (53 - 55 cm)
    $ 32.00
    Dorfman Hat Co.

    Small Heads Supplex Dimensional Brim Hat - DPC Outdoor Headwear

    DPC Outdoor boonie hat for small heads. This boonie style unisex hat is a great companion for all outdoor activities. Supplex® material provides co...

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    $ 32.00
  • Junior Reversible Wide Brim Cotton Boonie Hat - Karen Keith Hats Bucket Hat Great hats by Karen Keith CH98K-J Pink S/M (56-57 cm)
    Junior Reversible Wide Brim Cotton Boonie Hat - Karen Keith Hats Bucket Hat Great hats by Karen Keith CH98K-F Black S/M (56-57 cm)
    $ 15.00
    Great hats by Karen Keith

    Junior 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 ...

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    $ 15.00
  • Reversible Tie Dye Bucket Hat for Small Heads - Karen Keith Hats Bucket Hat Great hats by Karen Keith CH15K-Fxs Pink XS (53-54 cm)
    Reversible Tie Dye Bucket Hat for Small Heads - Karen Keith Hats Bucket Hat Great hats by Karen Keith CH15K-Cxs Light Blue XS (53-54 cm)
    $ 14.00
    Great hats by Karen Keith

    Reversible Tie Dye Bucket Hat for Small Heads - Karen Keith Hats

    Traditional bucket hat with square flat crown for petite heads. Stitched brim, 2.5" wide. Tie dye cotton with solid color reverse side. UPF 50+ rat...

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    $ 14.00
  • 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
  • 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
  • Trailblazer Hiker Breezer Hat - Henschel Hats Safari Hat Henschel Hats H5297KHS Khaki Small (22")
    $ 46.00
    Henschel Hats

    Trailblazer Hiker Breezer Hat - Henschel Hats

    Packable lightweight sun protection hat for all outdoor activities. Low rise cotton crown top. Mesh breezer side panels to maximize airflow. Cotton...

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    $ 46.00
  • 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
  • Water Repellent Poplin Bucket Hat, British Tan - DPC Hats Bucket Hat Dorfman Hat Co.
    Water Repellent Poplin Bucket Hat, British Tan - DPC Hats Bucket Hat Dorfman Hat Co. 830D-DTAN1 Tan Small (55 cm)
    $ 19.99
    Dorfman Hat Co.

    Water Repellent Poplin Bucket Hat, British Tan - DPC Hats

    Water repellent poplin bucket hat. Flat crown top. Slightly tapering sidewalls. Shapeable 2" wide stitched brim. Sewn eyelets. Navy and red striped...

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    $ 19.99
  • Vented Crown Straw Fedora with Striped Band - Scala Hats Fedora Hat Scala Hats
    Vented Crown Straw Fedora with Striped Band - Scala Hats Fedora Hat Scala Hats
    $ 39.99
    Scala Hats

    Vented Crown Straw Fedora with Striped Band - Scala Hats

    Low crown fedora hat with vented mid-crown. Dented crown with pinched front. Wide two tone, tan and black, striped grosgrain ribbon band with SCALA...

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    $ 39.99
  • 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
  • Natural Palm Leaf Wide Brim Safari Hat - SetarTrading Hats Safari Hat SetarTrading Hats 7338x Natural Palm Small (55 cm)
    Natural Palm Leaf Wide Brim Safari Hat - SetarTrading Hats Safari Hat SetarTrading Hats
    $ 32.00
    SetarTrading Hats

    Natural Palm Leaf Wide Brim Safari Hat - SetarTrading Hats

    Natural tripilla palm straw sun hat for men and women. Tight micro-braided strands create high quality sun protection hats. Shallow crow, 3.75" wit...

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    $ 32.00
  • 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
  • Aussie Ultra Lightweight Crushable Safari Hat - Henschel Hats Safari Hat Henschel Hats H5300 Khaki Small (22")
    Sold out
    $ 43.00
    Henschel Hats

    Aussie Ultra Lightweight Crushable Safari Hat - Henschel Hats

    Packable ultra lightweight sun hat for men. Cotton polyester blend Archroma® technology fabric. Durable, extremely lightweight, UV blocking mesh ha...

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    $ 43.00
  • 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
  • Supplex® Nylon Boonie with Covered Underbrim - DPC Global Hats Bucket Hat Dorfman Hat Co.
    Supplex® Nylon Boonie with Covered Underbrim - DPC Global Hats Bucket Hat Dorfman Hat Co. MC1-KAKI1 Khaki Small (55 cm)
    $ 24.00
    Dorfman Hat Co.

    Supplex® Nylon Boonie with Covered Underbrim - DPC Global Hats

    Evergreen DPC Outdoor hats for fishing. Supplex® nylon boonie hat. Covered underbrim reduces glare. Stitched brim, 3.25" wide. Wide elastic CoolMax...

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    $ 24.00
  • Supplex® Nylon Boonie with Mesh Crown - DPC Global Hats Bucket Hat Dorfman Hat Co.
    Supplex® Nylon Boonie with Mesh Crown - DPC Global Hats Bucket Hat Dorfman Hat Co. MC2-KAKI1 Khaki Small (55 cm)
    $ 24.00
    Dorfman Hat Co.

    Supplex® Nylon Boonie with Mesh Crown - DPC Global Hats

    Trailer DPC Outdoor hats for hiking. Supplex® nylon boonie with vented mesh crown. Covered underbrim, 3" wide stitched brim. Wide elastic CoolMax® ...

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    $ 24.00
Men's hat styles for all seasons. Stylish street wear, dress hats, sporty caps, sun visors, hats for golf, fishing, sailing, hiking.