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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
  • Petite Palm Beach by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Palm Beach by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Palm Beach by Wallaroo Hat Company

    $ 65.00

    The Petite Palm Beach Safari Hat delivers packable convenience and classic outdoor style for smaller head sizes. Its crushable construction allows ...

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    $ 65.00
  • Huntington Denim Fedora for Small Heads - Sunny Dayz™ Hats Fedora Hat Sun N Sand Hats HK459 Blue Small (54 cm)

    Huntington Denim Fedora for Small Heads - Sunny Dayz™ Hats

    $ 28.00

    Discover the perfect travel companion with the Huntington Denim Fedora, expertly crafted for smaller head sizes. This striking striped denim style ...

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    $ 28.00
  • 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)

    The Airflo® Tilley Hat - Medium Brim LTM5 Boonie

    $ 99.00

    The best-selling classic Tilley hat is a trusted choice for rain or shine, designed to perform wherever your day takes you. This lightweight, unise...

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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)

    The Airflo® Tilley Hat - Broad Brim LTM6 Boonie

    $ 99.00

    The best-selling classic Tilley hat is a proven favorite for dependable protection in rain or sunshine. Designed in a lightweight, unisex boonie st...

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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 H04HT10016102 Light Stone 7 (56 cm)

    Modern Airflo® Boonie Hat - Tilley Hats

    $ 99.00

    Often described as the finest outdoor hat in the world, this lightweight, unisex boonie-style hat is built for serious adventurers and everyday out...

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    $ 99.00
  • Petite Tribal Band Fedora for Small Heads - Sunny Dayz™ Hats Fedora Hat Sun N Sand Hats HK455 Natural / Pink Small (54 cm)
    Petite Tribal Band Fedora for Small Heads - Sunny Dayz™ Hats Fedora Hat Sun N Sand Hats HK454 Tan / Blue Small (54 cm)

    Petite Tribal Band Fedora for Small Heads - Sunny Dayz™ Hats

    $ 28.75

    Embrace your unique style with this petite fedora, expertly crafted for smaller head sizes. Featuring a distinctive tribal-patterned woven band and...

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    $ 28.75
  • 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
  • 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
  • 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
  • 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
  • Petite Sedona by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Sedona by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Sedona by Wallaroo Hat Company

    $ 61.00

    The Petite Sedona brings rustic charm and sun-smart performance to smaller head sizes. Its woven paper-braid texture offers breathable comfort, whi...

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    $ 61.00
  • 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 crusherBBML Brown Small

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

    $ 157.00

    Crafted right here in the USA, this rugged leather Outback hat is built for adventure seekers who refuse to compromise. The aged, antiqued leather ...

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    $ 157.00
  • Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats
    Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats

    Jr. Explorer by Wallaroo Hats

    $ 33.00

    The JR. Explorer Hat is built for active kids and petite adults who love exploring outside. Made from lightweight, breathable microfiber, it offers...

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    $ 33.00
  • 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
  • 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

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.