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Men's Hats for Small Heads

  • The Airflo® Tilley Hat - Medium Brim LTM5 Boonie Bucket Hat Tilley Endurables Hats
    The Airflo® Tilley Hat - Medium Brim LTM5 Boonie Bucket Hat Tilley Endurables Hats H00HT1005728101 Rockface 6 7/8 (55 cm)
    $ 99.00
    Tilley Endurables Hats

    The Airflo® Tilley Hat - Medium Brim LTM5 Boonie

    The best selling classic Tilley hat for rain or shine. Lightweight unisex boonie style hat. Floating dimensional brim, 3.5" front and back, 2.5" si...

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    $ 99.00
  • The Airflo® Tilley Hat - Broad Brim LTM6 Boonie Bucket Hat Tilley Endurables Hats
    The Airflo® Tilley Hat - Broad Brim LTM6 Boonie Bucket Hat Tilley Endurables Hats H99HT1006493101 KhakiOlive 6 7/8 (55 cm)
    $ 99.00
    Tilley Endurables Hats

    The Airflo® Tilley Hat - Broad Brim LTM6 Boonie

    The best selling classic Tilley hat for rain or shine. Lightweight unisex boonie style hat. Floating dimensional brim, 3.5" front and back, 2.5" si...

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    $ 99.00
  • Modern Airflo® Boonie Hat - Tilley Hats Bucket Hat Tilley Endurables Hats
    Modern Airflo® Boonie Hat - Tilley Hats Bucket Hat Tilley Endurables Hats H04HT10016103 Light Stone 7 1/8 (57 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
  • 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
  • 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
  • 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
  • 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...

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    $ 29.75
  • 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
  • Andora Black Palm Straw Fedora Hat with Gold Feather - Biltmore Hats Fedora Hat Biltmore Hats
    Andora Black Palm Straw Fedora Hat with Gold Feather - Biltmore Hats Fedora Hat Biltmore Hats ANDORA4BLK2 Black Small (57 cm)
    $ 75.00
    Biltmore Hats

    Andora Black Palm Straw Fedora Hat with Gold Feather - Biltmore Hats

    Microbraid palm straw hat made by Biltmore Hats USA. Stunning midnight black wide brim fedora hat. Two tone black and gold hand painted feather pul...

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    $ 75.00
  • Natural Palm Leaf Wide Brim Safari Hat - SetarTrading Hats Safari Hat SetarTrading Hats 7338m Natural Palm Medium ( 57 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 sun hat for men and women. Tight micro-braided palm strands provide excellent sun protection. Shallow crow, 3.75" with deep c...

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    $ 32.00
  • 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...

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    $ 99.00
  • 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...

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    $ 29.00
  • 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...

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    $ 29.00
  • Distressed Woven Straw Cowboy Hat, XS to XL Sizes - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RC12D-S Natural Small (22")
    $ 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. Overvelt brim, 3.25" wide. Double rope chin tie wi...

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    $ 39.00
  • 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-KAKI2 Khaki Medium (57 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
  • Tahiti Fedora Hat with Tropical Print Band  - Tommy Bahama Hats Fedora Hat Tommy Bahama Hats
    Tahiti Fedora Hat with Tropical Print Band  - Tommy Bahama Hats Fedora Hat Tommy Bahama Hats TBW255OS Natural S/M (55-57cm)
    $ 62.00
    Tommy Bahama Hats

    Tahiti Fedora Hat with Tropical Print Band - Tommy Bahama Hats

    Straw fedora hat with dented crown and front pinch. Tropical print 2-pleat band. TB Marlin pin detail. Natural raffia brim, 2" wide. Loosely braide...

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    $ 62.00
  • Garment Washed Twill Mesh Crown Safari Hat - Dorfman Hat Co. Safari Hat Dorfman Hat Co.
    Garment Washed Twill Mesh Crown Safari Hat - Dorfman Hat Co. Safari Hat Dorfman Hat Co. 863M-PUTTY1 Putty Small (55 cm)
    $ 31.99
    Dorfman Hat Co.

    Garment Washed Twill Mesh Crown Safari Hat - Dorfman Hat Co.

    Trailmen breezy small brim summer safari hat.  Creased crown with mesh sidewall will provide good ventilation.  Downsloping stitched and bound brim...

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    $ 31.99
  • Satipo Wool Felt Fedora Hat with Raw Edge, up to 2XL - Indiana Jones Hat Fedora Hat Indiana Jones Hats
    Satipo Wool Felt Fedora Hat with Raw Edge, up to 2XL - Indiana Jones Hat Fedora Hat Indiana Jones Hats IJ551-BRN1 Brown Small (54.5 cm)
    $ 69.00
    Indiana Jones Hats

    Satipo Wool Felt Fedora Hat with Raw Edge, up to 2XL - Indiana Jones Hat

    Indiana Jones Satipo fedora hat. Structured C-crown and pinched front. Raw edge 2.5" wide brim. Grosgrain band with side bow and Indiana Jones pin....

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    $ 69.00
  • Solarweave® Mesh Crown Safari Hat, Camel - DPC Outdoor Design Safari Hat Dorfman Hat Co.
    Solarweave® Mesh Crown Safari Hat, Camel - DPC Outdoor Design Safari Hat Dorfman Hat Co. SPF4-CAML1 Camel Small (55 cm)
    $ 39.99
    Dorfman Hat Co.

    Solarweave® Mesh Crown Safari Hat, Camel - DPC Outdoor Design

    Lightweight, airy cotton safari hat. Mesh crown sidewall, cotton crown top provides breezy sun protection. Stitched, bound brim, 3" wide. Dark unde...

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    $ 39.99
  • Packable Water Repellent Wool Felt Outback Hat, Small to 3XL - Scala Hats Safari Hat Scala Hats
    Packable Water Repellent Wool Felt Outback Hat, Small to 3XL - Scala Hats Safari Hat Scala Hats DF6BLK1 Black Small (56 cm)
    $ 68.00
    Scala Hats

    Packable Water Repellent Wool Felt Outback Hat, Small to 3XL - Scala Hats

    Classic wool felt outback hat with feather accent. Packable, crushable. Naturally water repellent. Pinched front and C-crown. Gently curved brim, 3...

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    $ 68.00
  • Solarweave® Mesh Crown Safari Hat, Oatmeal - DPC Outdoor Design Safari Hat Dorfman Hat Co.
    Solarweave® Mesh Crown Safari Hat, Oatmeal - DPC Outdoor Design Safari Hat Dorfman Hat Co. SPF4-OAT1 Oatmeal Small (55 cm)
    $ 39.99
    Dorfman Hat Co.

    Solarweave® Mesh Crown Safari Hat, Oatmeal - DPC Outdoor Design

    Lightweight, airy cotton safari hat. Mesh crown sidewall, cotton crown top provides breezy sun protection. Stitched, bound brim, 3" wide. Dark unde...

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    $ 39.99
  • Gambler Burnt Palm Leaf Sun Hat with Lattice Crown upto 2XL- Tula Hats Gambler Hat Tula Hats
    Gambler Burnt Palm Leaf Sun Hat with Lattice Crown upto 2XL- Tula Hats Gambler Hat Tula Hats TU1-6000 Burnt Palm Small (55 - 56 cm)
    $ 45.00
    Tula Hats

    Gambler Burnt Palm Leaf Sun Hat with Lattice Crown upto 2XL- Tula Hats

    Outback lattice is a gambler style sun protection hat with vented crown. Flat crown wall and telescope crown top. Provides excellent sun protection...

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    $ 45.00
  • Garment Washed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design Safari Hat Dorfman Hat Co.
    Garment Washed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design Safari Hat Dorfman Hat Co. 864bzs Bronze Small (55 cm)
    $ 23.00
    Dorfman Hat Co.

    Garment Washed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design

    Great airy summer safari hiking hat.  Creased crown with mesh sidewall provides good ventilation.  Downsloping stitched and bound brim, 3" wide. Le...

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    $ 23.00
  • Head'n Home Crusher Outback Leather Hat up to 3XL- Bomber Brown Safari Hat Head'N'Home Hats
    Head'n Home Crusher Outback Leather Hat up to 3XL- Bomber Brown Safari Hat Head'N'Home Hats crusherBBM Brown Medium
    $ 157.00
    Head'N'Home Hats

    Head'n Home Crusher Outback Leather Hat up to 3XL- Bomber Brown

    Men's leather hat proudly made in USA. Outback style, super lightweight antiqued aged leather hat. Packable, crushable, waterproof, UPF 50+ rated. ...

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    $ 157.00
  • Brushed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design Safari Hat Dorfman Hat Co.
    Brushed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design Safari Hat Dorfman Hat Co. 864M-KAKI1 Khaki Small (55 cm)
    $ 32.00
    Dorfman Hat Co.

    Brushed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design

    Lightweight, airy safari hat provides excellent sun protection. Dented crown with mesh sidewall.  Downsloping brim, 3" wide. Chin cord with wood be...

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    $ 32.00
  • Stetson Hats Mesh Outback Hat for Men up to XXL - Mushroom Safari Hat Stetson Hats
    Stetson Hats Mesh Outback Hat for Men up to XXL - Mushroom Safari Hat Stetson Hats STC205MSHRM1 Mushroom Small
    $ 51.99
    Stetson Hats

    Stetson Hats Mesh Outback Hat for Men up to XXL - Mushroom

    Legendary Stetson® Hats for men. Grand Canyon breezy mesh safari hat.  Slightly curving brim, 2.75" wide with covered underbrim and crown top for m...

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    $ 51.99
  • Stetson Hats Mesh Outback Hat for Men up to 2XL - Natural Safari Hat Stetson Hats STC205-NAT1 Natural Small
    $ 51.99
    Stetson Hats

    Stetson Hats Mesh Outback Hat for Men up to 2XL - Natural

    Outback style breezy mesh hat. Nylon mesh construction makes this hat tough enough to take along for all your wet of dry outdoor adventures. Covere...

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    $ 51.99
  • Adventurer Low Profile Safari Hat - Henschel Hats Safari Hat Henschel Hats h5316KHS Khaki Small (22")
    Adventurer Low Profile Safari Hat - Henschel Hats Safari Hat Henschel Hats h5316EAS Earth Small (22")
    $ 43.00
    Henschel Hats

    Adventurer Low Profile Safari Hat - Henschel Hats

    Packable lightweight hat for all adventurers. Flat low rise cotton crown top, sloping toward back. Mesh side panels to maximize airflow. Cotton bri...

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    $ 43.00
  • Stetson Hats Mesh Outback Hat for Men up to XXL- Black Safari Hat Stetson Hats
    Stetson Hats Mesh Outback Hat for Men up to XXL- Black Safari Hat Stetson Hats STC205BKL Black Large
    $ 51.99
    Stetson Hats

    Stetson Hats Mesh Outback Hat for Men up to XXL- Black

    Outback style breezy mesh hat. Nylon mesh construction makes this hat tough enough to take along for all your wet of dry outdoor adventures. Covere...

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    $ 51.99
  • Stetson Hats Mesh Outback Hat for Men up to XXL - Charcoal Safari Hat Stetson Hats STC205-CHAR1 Charcoal Small
    $ 51.99
    Stetson Hats

    Stetson Hats Mesh Outback Hat for Men up to XXL - Charcoal

    Grand Canyon Outback style breezy mesh hat. Nylon mesh construction makes this hat tough enough to take along for all your wet of dry outdoor adven...

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    $ 51.99
  • Stetson Hats Mesh Outback Hat for Men up to 2XL - Clay Safari Hat Stetson Hats STC205-CLAY1 Clay Small
    $ 51.99
    Stetson Hats

    Stetson Hats Mesh Outback Hat for Men up to 2XL - Clay

    Legendary Stetson® Hats for men. Grand Canyon breezy mesh crown safari hat. Nylon mesh construction makes this hat tough enough to take along for a...

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    $ 51.99
  • Solarweave® Mesh Crown Safari Hat - DPC Outdoor Design Safari Hat Dorfman Hat Co.
    Solarweave® Mesh Crown Safari Hat - DPC Outdoor Design Safari Hat Dorfman Hat Co. SPF4S Navy Small (55 cm)
    $ 28.00
    Dorfman Hat Co.

    Solarweave® Mesh Crown Safari Hat - DPC Outdoor Design

    Lightweight, comfortable treated cotton safari hat. Mesh crown sidewall, cotton crown top provides breezy sun protection. Stitched, bound brim with...

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    $ 28.00
  • Solarweave® Cotton Boonie - DPC Outdoor Design Bucket Hat Dorfman Hat Co.
    Solarweave® Cotton Boonie - DPC Outdoor Design Bucket Hat Dorfman Hat Co. SPF1S Oatmeal Small (55 cm)
    $ 23.00
    Dorfman Hat Co.

    Solarweave® Cotton Boonie - DPC Outdoor Design

    Lightweight, comfortable brushed cotton boonie. Flat crown with side snaps and double eyelets. Stitched, bound brim with covered underbrim, 3" wide...

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    $ 23.00
  • Head 'N Home Cabana Beaver SolAir Breathable Mesh Shade Hat up to XXL Safari Hat Head'N'Home Hats
    Head 'N Home Cabana Beaver SolAir Breathable Mesh Shade Hat up to XXL Safari Hat Head'N'Home Hats CabanaBVX Beaver XL (61 cm - 7 5/8)
    $ 97.00
    Head'N'Home Hats

    Head 'N Home Cabana Beaver SolAir Breathable Mesh Shade Hat up to XXL

    This outback style breezer hat is super lightweight and provides excellent UV protection. Its nylon and polyester construction makes it durable, cr...

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    $ 97.00
  • Stetson Hats Mesh Outback Hat for Men up to XXL - Walnut Safari Hat Stetson Hats
    Stetson Hats Mesh Outback Hat for Men up to XXL - Walnut Safari Hat Stetson Hats STC205WNL Walnut Large
    $ 51.99
    Stetson Hats

    Stetson Hats Mesh Outback Hat for Men up to XXL - Walnut

    Outback style breezy mesh hat. Nylon mesh construction makes this hat tough enough to take along for all your wet of dry outdoor adventures. Covere...

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    $ 51.99
Men's hat for small head sizes. Small men's hats are 55 - 56 cm (21 7/8 - 22"). Small mens hats in a variety of hat styles. Small mens fedora hats, porkpie hats, flat caps for winter. Mesh side safari and outback small mens hats for sun protection.