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Men's Hats for Small Heads

  • 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

    DPC Distressed Twill Cap with Frayed USA Flag for Small Heads

    $ 15.00

    Celebrate your patriotic spirit with this expertly crafted DPC baseball cap designed for smaller head sizes. Featuring a relaxed, unstructured six-...

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    $ 15.00
  • Pro Style Twill Cap for Small Heads - MCI Hats Cap MegaCI
    Pro Style Twill Cap for Small Heads - MCI Hats Cap MegaCI 6901BY-LGY Light Grey 51-55 cm

    Pro Style Twill Cap for Small Heads - MCI Hats

    $ 7.50

    Petite Baseball Cap for Small Heads This petite low-profile baseball cap is the perfect choice for anyone with a smaller head size looking for a st...

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    $ 7.50
  • 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
  • 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
  • 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
  • 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
  • Small Heads Classic Cotton Bucket Hat - Boardwalk Style Hats Bucket Hat Boardwalk Style Hats
    Small Heads Classic Cotton Bucket Hat - Boardwalk Style Hats Bucket Hat Boardwalk Style Hats DACH06nv Navy-White Small (56 cm)

    Small Heads Classic Cotton Bucket Hat - Boardwalk Style Hats

    $ 9.00

    Discover timeless style with this vintage-inspired bucket hat designed specifically for smaller head sizes. Featuring a shallow, flat-top crown and...

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    $ 9.00
  • Small Heads Pigment Dyed Garment Washed Twill Bucket Hat - DPC Bucket Hat Dorfman Hat Co. C835 Sand Jr. S/M (53-54 cm)
    Small Heads Pigment Dyed Garment Washed Twill Bucket Hat - DPC Bucket Hat Dorfman Hat Co. C835 Stone Jr. S/M (53-54 cm)

    Small Heads Pigment Dyed Garment Washed Twill Bucket Hat - DPC

    $ 13.50

    Discover effortless style with this thoughtfully designed bucket hat crafted for smaller head sizes. Made from premium pigment-dyed, garment-washed...

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    $ 13.50
  • Waxed Canvas Casual Safari Hat - Texas Gold Hats Safari Hat Texas Gold Hats
    Waxed Canvas Casual Safari Hat - Texas Gold Hats Safari Hat Texas Gold Hats jr7017 Ivory Small (56 cm)

    Waxed Canvas Casual Safari Hat - Texas Gold Hats

    $ 19.00

    Stiff waxed canvas men's safari hat. Dented crown with side pinch. Vented mid-crown. Leather band with contrast color twisted overlay. Elastic comf...

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    $ 19.00
  • Raw Denim  LIL'BRIMS - Blue Cap Ultra Sport
    Raw Denim  LIL'BRIMS - Blue Cap Ultra Sport lbfa1820m Dark Denim Medium/Large
    Sale

    Raw Denim LIL'BRIMS - Blue

    Original Price $ 33.00
    Current Price $ 5.00

    Six panel denim cap. Up turned curved small faux leather bill. 1.75" peak. Button top. Sewn eyelets on each panel. Lil'Brim pin accent. Cotton and ...

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    Original Price $ 33.00
    Current Price $ 5.00
    Sale
  • 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
  • Adventurer Low Profile Safari Hat - Henschel Hats Safari Hat Henschel Hats
    Adventurer Low Profile Safari Hat - Henschel Hats Safari Hat Henschel Hats H5316-EAS Earth Small (22")

    Adventurer Low Profile Safari Hat - Henschel Hats

    $ 47.00

    Embrace your wanderlust with this essential explorer's companion. Engineered for the modern adventurer, this safari hat combines breathable mesh pa...

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    $ 47.00
  • 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)

    Solarweave® Mesh Crown Safari Hat - DPC Outdoor Design

    $ 28.00

    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)

    Solarweave® Cotton Boonie - DPC Outdoor Design

    $ 23.00

    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
  • Aussie Packable Breezer, S to 3XL Hat Sizes - Henschel Hats Safari Hat Henschel Hats
    Aussie Packable Breezer, S to 3XL Hat Sizes - Henschel Hats Safari Hat Henschel Hats h5310khS Khaki Small (21 1/2")

    Aussie Packable Breezer, S to 3XL Hat Sizes - Henschel Hats

    $ 50.00

    Step into the outback spirit with the Aussie Packable Breezer, designed for those who refuse to compromise between style and function. This innovat...

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    $ 50.00
  • Henschel Hats - Side Snap Aussie Sun Hat Safari Hat Henschel Hats H5336KHS Khaki Small (21 1/2")
    Henschel Hats - Side Snap Aussie Sun Hat Safari Hat Henschel Hats H5336OLS Olive Small (21 1/2")
    Sale

    Henschel Hats - Side Snap Aussie Sun Hat

    Original Price $ 51.00
    from $ 39.00

    Embrace the adventurous spirit with this iconic Henschel Aussie sun hat, engineered for those who refuse to compromise on style or protection. Craf...

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    Original Price $ 51.00
    from $ 39.00
    Sale
  • Packable Hiker Hat, S to 3XL Hat Sizes - Henschel Breezer Hats Safari Hat Henschel Hats h4310BKM Black Medium (22 1/4")
    Packable Hiker Hat, S to 3XL Hat Sizes - Henschel Breezer Hats Safari Hat Henschel Hats h4310eaS Earth Small (21 1/2")

    Packable Hiker Hat, S to 3XL Hat Sizes - Henschel Breezer Hats

    $ 49.00

    Step into your next adventure with confidence wearing the Henschel Breezer—a lightweight, crushable mesh hat built for explorers who refuse to comp...

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    $ 49.00
  • Hiker Low Crown Safari Breezer Hat - Henschel Hats Safari Hat Henschel Hats
    Hiker Low Crown Safari Breezer Hat - Henschel Hats Safari Hat Henschel Hats h5196EAS Earth Small (22")

    Hiker Low Crown Safari Breezer Hat - Henschel Hats

    $ 47.00

    Conquer the trail with a safari hat engineered for the adventurer in you. This low-crown silhouette pairs breathable mesh side panels with a comman...

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    $ 47.00
  • Cotton Bucket Hat with Drawstring - Karen Keith Hats Bucket Hat Great hats by Karen Keith
    Cotton Bucket Hat with Drawstring - Karen Keith Hats Bucket Hat Great hats by Karen Keith ch50OLM Olive S/M (54-56 cm)

    Cotton Bucket Hat with Drawstring - Karen Keith Hats

    $ 16.50

    Elevate your everyday with this iconic cotton bucket hat, crafted for those who refuse to compromise on style or substance. Featuring a refined 2.5...

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    $ 16.50
  • Reversible Cotton Bucket Hat - Karen Keith Hats Bucket Hat Great hats by Karen Keith
    Reversible Cotton Bucket Hat - Karen Keith Hats Bucket Hat Great hats by Karen Keith MSch15OLM Olive S/M (55-56 cm)

    Reversible Cotton Bucket Hat - Karen Keith Hats

    $ 16.50

    Embrace versatility with this timeless cotton bucket hat, designed for anyone who values style and adaptability. Featuring a sturdy stitched brim m...

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    $ 16.50
  • Weathered Cotton Outback Hat, Small to 3XL Size - DPC Headwear Safari Hat Dorfman Hat Co.
    Weathered Cotton Outback Hat, Small to 3XL Size - DPC Headwear Safari Hat Dorfman Hat Co. MC127BNS Brown Small (55 cm)

    Weathered Cotton Outback Hat, Small to 3XL Size - DPC Headwear

    from $ 39.99

      Embrace adventure with this versatile weathered cotton outback hat, designed for those who refuse to be confined by convention. The shapeable, wi...

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    from $ 39.99
  • DPC Global Packable Bucket Hat with Snap Brim Bucket Hat Dorfman Hat Co. 830KS-Blue1 Light blue Small (55 cm)
    DPC Global Packable Bucket Hat with Snap Brim Bucket Hat Dorfman Hat Co.

    DPC Global Packable Bucket Hat with Snap Brim

    $ 15.99

    Discover effortless style with this versatile bucket hat, designed for those who embrace adventure. The classic poplin construction features a dist...

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    $ 15.99
  • DPC Floating Sailing Hat Bucket Hat Dorfman Hat Co.
    DPC Floating Sailing Hat Bucket Hat Dorfman Hat Co. 943-PACK1 Ivory Small (55 cm)
    Sale

    DPC Floating Sailing Hat

    Original Price $ 39.00
    Current Price $ 35.00

    Navigate the waters with confidence in the DPC Floating Sailing Hat, engineered for serious water enthusiasts. This Scotchgard-treated canvas desig...

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    Original Price $ 39.00
    Current Price $ 35.00
    Sale

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.