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Men's Hats for Small Heads

  • Vintage Bronco Full-Grain Leather Outback Hat - Red Rock Hats Safari Hat Red Rock Hats 1081HI3S Hickory Small (53 cm)

    Vintage Bronco Full-Grain Leather Outback Hat - Red Rock Hats

    $ 95.00

    Red Rock Fold-A-Bull Australian Leather Hat Crafted from premium full-grain Australian cattle leather, the Fold-A-Bull is built for adventure. Its ...

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    $ 95.00
  • Premium Cattle Suede Mesh Crown Cooler Hat - Red Rock Hats Safari Hat Red Rock Hats 1074BR5L Brown Large (57 cm)
    Premium Cattle Suede Mesh Crown Cooler Hat - Red Rock Hats Safari Hat Red Rock Hats 1074OC5L Dark Brown Large (57 cm)

    Premium Cattle Suede Mesh Crown Cooler Hat - Red Rock Hats

    $ 95.00

    Red Rock Suede Cooler Hat – Lightweight, Packable, and Made for the Outback Blending classic Australian outback style with travel-ready features, t...

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    $ 95.00
  • Justin Hats - Travis Fine Palm Wide Brim Hat Safari Hat Justin Hats JS19TBTRAV4054 Natural 6 3/4 (54 cm)

    Justin Hats - Travis Fine Palm Wide Brim Hat

    $ 59.00

    Discover the Travis Fine Palm—a hand-crafted Mexican palm hat that brings effortless style to any adventure. This safari-inspired beauty features a...

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    $ 59.00
  • 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)

    Sierra Burnt Palm Leaf Western Hat - Tula Hats

    $ 48.00

    The Sierra Burnt Palm Leaf Western Hat combines timeless cowboy aesthetics with practical sun protection. Expertly handcrafted from 100% palm fiber...

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    $ 48.00
  • 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)

    Senna Handwoven Shantung Flat Brim Hat - Biltmore USA

    $ 95.00

    Crafted from premium handwoven shantung, this American-made fedora embodies timeless sophistication. The iconic center dent and pinch front crown d...

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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

    Caliber Palm Teardrop Curled Brim Sun Hat - Biltmore Hats

    $ 89.00

    Embrace timeless elegance with the Caliber Palm Teardrop, a masterfully crafted sun hat that celebrates authentic artisanal tradition. This hand-wo...

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    $ 89.00
  • 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-WHT White

    Taslon Large Bill UV Cap with Neck Cape - Juniper UV Wear

    $ 29.75

    Embrace sun protection without compromise. This expansive UV cap features a commanding 180-degree brim with a 4.25" peak, paired with an innovative...

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    $ 29.75
  • Washed Cotton Twill Pro Style Visor - Mega Cap Visor Cap MegaCI
    Washed Cotton Twill Pro Style Visor - Mega Cap Visor Cap MegaCI MC4056kh Khaki

    Washed Cotton Twill Pro Style Visor - Mega Cap

    $ 10.00

    Own your moment with this premium washed cotton twill visor engineered for champions. Featuring a sophisticated three-panel construction with profe...

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

    Men's Cotton Twill Pro Style Visor - Mega Cap

    $ 10.00

      Step up your game with this premium cotton twill visor designed for active individuals who demand both style and performance. The washed twill fa...

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    $ 10.00
  • Pistol Mexican Palm Flat Brim Hat - Biltmore Hats Safari Hat Biltmore Hats BS70TFPISLXLS Natural Small  (55 cm)

    Pistol Mexican Palm Flat Brim Hat - Biltmore Hats

    $ 89.00

    Step into authentic style with this handcrafted Mexican palm hat, featuring a refined teardrop silhouette with a signature pinched front. The rust ...

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    $ 89.00
  • 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)

    Water Repellent Poplin Bucket Hat, British Tan - DPC Hats

    $ 22.50

    This water-repellent bucket hat from Dorfman Pacific Company is your new rainy-day companion. Built with a flat crown and subtly tapered sides for ...

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    $ 22.50
  • 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)

    Garment Washed Cotton Boonie Hat with Chin Strap - MCI

    $ 19.50

    Embrace adventure with this garment-washed cotton boonie hat, your trusted companion for every outdoor expedition. The pigment-dyed twill construct...

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    $ 19.50
  • 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)

    Supplex® Nylon Boonie with Mesh Crown - DPC Global Hats

    $ 26.99

    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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    $ 26.99
  • 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)

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

    $ 31.99

    Trailman breezy small brim summer safari hat.  Creased crown with mesh sidewall will provide good ventilation.  Downward sloping stitched and bound...

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    $ 31.99
  • Crushable Water Repellent Wool Felt Fedora Hat - Scala Hat Fedora Hat Scala Hats
    Crushable Water Repellent Wool Felt Fedora Hat - Scala Hat Fedora Hat Scala Hats DF109-BLK1 Black Small (55 cm)

    Crushable Water Repellent Wool Felt Fedora Hat - Scala Hat

    $ 70.00

    This timeless wool felt fedora combines sophisticated style with practical functionality. Crafted from 100% wool felt, it features a distinctive pi...

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    $ 70.00
  • 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)
    Sale

    Authentic Basque French Wool Beret - Heritage Par Laulhere

    Original Price $ 89.00
    Current Price $ 47.65

    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
    Sale
  • Tweed Patchwork Flat Cap - Dorfman Hats Flat Cap Dorfman Hat Co.
    Tweed Patchwork Flat Cap - Dorfman Hats Flat Cap Dorfman Hat Co. MW231-SM Brown Small/Medium

    Tweed Patchwork Flat Cap - Dorfman Hats

    $ 30.00

    Crafted from a balanced wool and polyester blend, this distinguished flat cap showcases an elegant patchwork design in rich blue and brown tweed to...

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    $ 30.00
  • 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)

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

    $ 39.99

    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
  • Fine Braid Safari Hat with Black Band - Scala Hats for Men Safari Hat Scala Hats
    Fine Braid Safari Hat with Black Band - Scala Hats for Men Safari Hat Scala Hats ms449m Natural Small/Medium (56-57 cm)

    Fine Braid Safari Hat with Black Band - Scala Hats for Men

    $ 28.50

    This men's safari hat from Scala combines timeless design with practical performance features. Constructed from fine paper braid, it offers UPF 50+...

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    $ 28.50
  • Weathered Cotton Cadet Cap - DPC Outdoor Hat Cap Dorfman Hat Co.
    Weathered Cotton Cadet Cap - DPC Outdoor Hat Cap Dorfman Hat Co. MC169-SM Brown Small/Medium

    Weathered Cotton Cadet Cap - DPC Outdoor Hat

    $ 27.00

    Embrace timeless style with this weathered cotton cadet cap, crafted with authentic military heritage. Featuring a low-profile silhouette and gentl...

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    $ 27.00
  • Unisex Boonie with Contrast Under Brim - St. Johns Bay Bucket Hat Dorfman Hat Co.
    Unisex Boonie with Contrast Under Brim - St. Johns Bay Bucket Hat Dorfman Hat Co. jcpbh196s Army Small/Medium

    Unisex Boonie with Contrast Under Brim - St. Johns Bay

    $ 17.00

    Embrace adventure with this ultralight Taslon boonie hat, engineered for explorers. The contrast under-brim and trim add distinctive style, while m...

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    $ 17.00

A great hat should look sharp and feel effortless—and that starts with the right size. Our collection of men’s hats for small head sizes is curated specifically for a secure, comfortable fit in Small (55–56 cm / 21 7/8–22"), so you don’t have to settle for hats that ride too low, slip, or feel bulky.

Shop small men’s hats in a wide variety of classic silhouettes, including small men’s fedora hats, porkpie hats, and winter-ready flat caps for timeless cold-weather style. For warm-weather performance and outdoor comfort, explore mesh-side safari and outback hats sized for smaller heads—designed to deliver breathable airflow and reliable sun coverage for travel, golf, hiking, and everyday outdoor wear. The result: better fit, better shape, and a hat that looks like it was made for you.