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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
  • 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
  • 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
  • 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

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.