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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
  • 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
  • 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
  • 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")
    Sold out
    $ 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
  • Mini Ripstop Performance Sun Visor - Juniper UV Wear Visor Cap MegaCI
    Mini Ripstop Performance Sun Visor - Juniper UV Wear Visor Cap MegaCI J7256nv Navy
    $ 15.00
    MegaCI

    Mini Ripstop Performance Sun Visor - Juniper UV Wear

    Mini ripstop performance sport visor. New 3D grid textured mesh inner band enhances ventilation and keep you cool. Comfortable cushioned moisture w...

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    $ 15.00
  • Washed Cotton Twill Pro Style Visor - Mega Cap Visor Cap MegaCI MC4056rd Red
    Washed Cotton Twill Pro Style Visor - Mega Cap Visor Cap MegaCI MC4056nv Navy
    $ 10.00
    MegaCI

    Washed Cotton Twill Pro Style Visor - Mega Cap

    Washed cotton twill sport visor. Three panel band with pro stitch. Curved bill, 2.75" wide, with pro-stitching detail. Self-fabric sweatband and ho...

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    $ 10.00
  • Men's Cotton Twill Pro Style Visor - Mega Cap Visor Cap MegaCI MC4121Ast Stone
    $ 10.00
    MegaCI

    Men's Cotton Twill Pro Style Visor - Mega Cap

    Washed cotton twill sport visor. Comfortable cushioned band all-day comfort sun protection visor. Three panel band with pro stitch. Curved bill, 2....

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    $ 10.00
  • 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
  • Cotton Canvas Boonie with Chin Tie - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH2782A Ivory S/M (56-57 cm)
    Cotton Canvas Boonie with Chin Tie - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH2782B Khaki S/M (56-57 cm)
    $ 26.00
    Sun N Sand Hats

    Cotton Canvas Boonie with Chin Tie - Sun 'N' Sand Hats

    Cotton canvas boonie hat for smaller heads. Packable, crushable summer hat. Stitched wide brim provides good sun coverage, 3.5" wide. Shallow squar...

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    $ 26.00
  • 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
  • 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
  • Garment Washed Cotton Boonie Hat with Chin Strap - MCI Bucket Hat MegaCI MC7804A-BGs Beige Small (55 cm)
    Garment Washed Cotton Boonie Hat with Chin Strap - MCI Bucket Hat MegaCI MC7804A-OLs Olive Small (55 cm)
    $ 19.50
    MegaCI

    Garment Washed Cotton Boonie Hat with Chin Strap - MCI

    Classic pigment dyed twill boonie hat for fishing and hiking. Solid fabric crown provides excellent sun protection. Stitched bound brim 2.75" wide....

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    $ 19.50
  • 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
  • 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
  • Dundee Leather Flat Cap - Stetson Hat Flat Cap Stetson Hats
    Dundee Leather Flat Cap - Stetson Hat Flat Cap Stetson Hats
    $ 69.00
    Stetson Hats

    Dundee Leather Flat Cap - Stetson Hat

    Soft leather flat cap by Stetson Hats. Decorative stitching on flat top. Sewn brim, 1.5" with. Lined with embroidered STETSON logo. STETSON pin det...

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    $ 69.00
  • Moher Oily Timber Leather Flat Cap - Stetson Hat Flat Cap Stetson Hats
    Moher Oily Timber Leather Flat Cap - Stetson Hat Flat Cap Stetson Hats STW515-BLK2 Black Small/Medium
    $ 90.00
    Stetson Hats

    Moher Oily Timber Leather Flat Cap - Stetson Hat

    Soft oily timber leather flat cap by Stetson Hats. Decorative stitching on flat top. Sewn brim, 1.5" with. Lined with embroidered STETSON logo. STE...

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    $ 90.00
  • 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
  • Authentic Basque French Wool Beret - Heritage Par Laulhere Beanie Laulhere
    Authentic Basque French Wool Beret - Heritage Par Laulhere Beanie Laulhere 51-BLK1 Black Small (55 cm)
    Save 46%
    Original Price $ 89.00
    Current Price $ 47.65
    Laulhere

    Authentic Basque French Wool Beret - Heritage Par Laulhere

    This beautiful French military beret was made by the iconic Heritage par Laulhere company. Beret is approximately 10" diameter with top tassel, cab...

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    Original Price $ 89.00
    Current Price $ 47.65
    Save 46%
  • Houndstooth Lined Flat Cap - Dorfman Pacific Hat Flat Cap Dorfman Hat Co. MW204 Brown Small/Medium
    Houndstooth Lined Flat Cap - Dorfman Pacific Hat Flat Cap Dorfman Hat Co. MW204 Grey Small/Medium
    $ 19.00
    Dorfman Hat Co.

    Houndstooth Lined Flat Cap - Dorfman Pacific Hat

    Lightweight flat cap for fall wear. Houndstooth pattern. Snap peak, 1.5". Satin lined crown. Cotton inner band with elasticized front portion. 100%...

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    $ 19.00
  • 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
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.