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Hats with Gizmos and Gadgets

  • Denver Cowboy by Wallaroo Hats Cowboy Hat Wallaroo Hats
    Denver Cowboy by Wallaroo Hats Cowboy Hat Wallaroo Hats
    $ 73.00
    Wallaroo Hats

    Denver Cowboy by Wallaroo Hats

    This women’s Flexi-Weave Cowboy Hat blends the classic Western silhouette with lightweight, modern comfort. The soft, flexible construction lets yo...

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    $ 73.00
  • Asymmetrical Wide Brim Sun Hat with Chin Strap - Sun 'N' Sand Hat Wide Brim Hat Sun N Sand Hats HH3615A Ivory M/L (58.5 cm)
    Asymmetrical Wide Brim Sun Hat with Chin Strap - Sun 'N' Sand Hat Wide Brim Hat Sun N Sand Hats
    $ 45.00
    Sun N Sand Hats

    Asymmetrical Wide Brim Sun Hat with Chin Strap - Sun 'N' Sand Hat

    Discover the perfect blend of style and protection with this sophisticated sun hat, ideal for any outdoor adventure—from leisurely rounds on the go...

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    $ 45.00
  • Asymmetrical Brim Sun Hat with Chin Strap - Sun 'N' Sand Hat Wide Brim Hat Sun N Sand Hats HH3478A Natural Medium (57 cm)
    Asymmetrical Brim Sun Hat with Chin Strap - Sun 'N' Sand Hat Wide Brim Hat Sun N Sand Hats
    $ 43.00
    Sun N Sand Hats

    Asymmetrical Brim Sun Hat with Chin Strap - Sun 'N' Sand Hat

    Elevate your outdoor wardrobe with this refined sun hat, designed for versatility across golf greens, mountain trails, and urban landscapes. The th...

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    $ 43.00
  • Ladies Rain Hat with Cargo Pocket - Scala Collection Kettle Brim Hat Scala Hats SCA11248-KAKI Khaki OS
    Ladies Rain Hat with Cargo Pocket - Scala Collection Kettle Brim Hat Scala Hats SCA11248-CHAR Charcoal OS
    $ 40.00
    Scala Hats

    Ladies Rain Hat with Cargo Pocket - Scala Collection

    This wide-brim bucket rain hat offers stylish protection from the elements. Featuring a convenient snap-secured side cargo pocket and lined with a ...

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    $ 40.00
  • Wide Bill UV Cap with Neck Cover for Women - Karen Keith Hats Cap Great hats by Karen Keith NH37-A Grey
    Wide Bill UV Cap with Neck Cover for Women - Karen Keith Hats Cap Great hats by Karen Keith
    $ 27.00
    Great hats by Karen Keith

    Wide Bill UV Cap with Neck Cover for Women - Karen Keith Hats

    Soft and lightweight sun shield cap for ladies. The Crown is open in the back for a ponytail or messy bun. Wide 180-degree dimensional brim, 5.75" ...

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    $ 27.00
  • Open Weave Straw Fedora with Turtle Tape Band - Tidal Tom Hats Fedora Hat Tidal Tom HTT1274 ML Natural M/L (59 cm)
    $ 37.00
    Tidal Tom

    Open Weave Straw Fedora with Turtle Tape Band - Tidal Tom Hats

    Woven straw fedora hat for men. Center dent crown and pinched front. Open weave provides good airflow. Brim is 2" wide with black ribbon trim. Turt...

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    $ 37.00
  • Petite Woven Straw Cowboy Hat with Chin Cord - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA2971-BLK Black Small (54 cm)
    $ 26.00
    Boardwalk Style Hats

    Petite Woven Straw Cowboy Hat with Chin Cord - Boardwalk Hats

    Experience authentic western style tailored for petite frames with this premium toyo straw cowboy hat. The iconic Cattleman-style crown delivers cl...

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    $ 26.00
  • Straw Boater Hat with Chin Cord - Sun 'N' Sand Hats Bolero Hat Sun N Sand Hats HH3266A Beige Medium (57 cm)
    Straw Boater Hat with Chin Cord - Sun 'N' Sand Hats Bolero Hat Sun N Sand Hats HH3266B Tan Medium (57 cm)
    $ 37.00
    Sun N Sand Hats

    Straw Boater Hat with Chin Cord - Sun 'N' Sand Hats

    Elevate your summer style with this charming straw boater hat that combines vintage appeal with practical features. The compact 2.5" brim offers su...

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    $ 37.00
  • Wide Brim White Straw Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats
    Wide Brim White Straw Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH3244A White OS (57 cm)
    $ 39.50
    Sun N Sand Hats

    Wide Brim White Straw Hat with Chin Cord - Sun 'N' Sand Hats

    Shield yourself from the sun with this striking white straw safari hat, engineered for maximum UV defense. The generous 4.75" wide brim delivers co...

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    $ 39.50
  • Quick Dry Nylon UV Bill Cap with Neck Cape - Sun 'N' Sand Hats Cap Sun N Sand Hats HH3346A White
    $ 34.50
    Sun N Sand Hats

    Quick Dry Nylon UV Bill Cap with Neck Cape - Sun 'N' Sand Hats

    Experience ultimate sun protection with this innovative quick-dry nylon cap designed for active outdoor enthusiasts. The expansive 4-inch brim shie...

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    $ 34.50
  • Nosara by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Nosara by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 81.00
    Wallaroo Hats

    Nosara by Wallaroo Hat Company

    The Nosara Wide Brim Sun Hat is handcrafted from natural raffia straw for a rich, authentic texture that captures the spirit of island living. Its ...

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    $ 81.00
  • Stevie by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Stevie by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    $ 69.00
    Wallaroo Hats

    Stevie by Wallaroo Hat Company

    The Stevie hat brings refined travel-worthy style and serious sun protection into one beautifully designed accessory. Crafted from soft poly-straw ...

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    $ 69.00
  • Sanitas by Wallaroo Hats Bucket Hat Wallaroo Hats
    Sanitas by Wallaroo Hats Bucket Hat Wallaroo Hats
    $ 57.00
    Wallaroo Hats

    Sanitas by Wallaroo Hats

    The Sanitas Sun Hat offers a delicate, feminine look with its soft brim and lightweight construction, and hidden ponytail opening. Designed for com...

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    $ 57.00
  • Monserrat Mesh Crown Poly-Cotton Fedora - Tidal Tom Hat Fedora Hat Tidal Tom HTT1112B-ML Grey M/L (59 cm)
    Monserrat Mesh Crown Poly-Cotton Fedora - Tidal Tom Hat Fedora Hat Tidal Tom HTT1112A-ML Natural M/L (59 cm)
    $ 37.00
    Tidal Tom

    Monserrat Mesh Crown Poly-Cotton Fedora - Tidal Tom Hat

    Classy narrow-brim fedora hat for men. Mesh crown for comfortable breezy wear. Soft and lightweight hat. Poly-cotton blend brim, 1.75" wide. Teardr...

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    $ 37.00
  • Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats
    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats
    $ 35.00
    Boardwalk Style Hats

    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style

    Shield yourself from intense sun rays with this versatile lifeguard-inspired hat, engineered for those who refuse to compromise on style or protect...

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    $ 35.00
  • Fine Braid Straw Beach Hat, M/L size - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Fine Braid Straw Beach Hat, M/L size - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    $ 32.00
    Boardwalk Style Hats

    Fine Braid Straw Beach Hat, M/L size - Boardwalk Style

    Experience effortless sun protection with this elegant fine braid straw beach hat. Crafted from 100% paper raffia, it features a softly domed crown...

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    $ 32.00
  • Petite Size Safari Hat with Chin Cord - Boardwalk Style Safari Hat Boardwalk Style Hats
    Petite Size Safari Hat with Chin Cord - Boardwalk Style Safari Hat Boardwalk Style Hats DA2959-BLK Black Heather Small (55 cm)
    $ 25.00
    Boardwalk Style Hats

    Petite Size Safari Hat with Chin Cord - Boardwalk Style

    Meet your new go-anywhere sun hat designed specifically for smaller head sizes (~53.5–55 cm). This petite safari hat from Boardwalk Hats offers ref...

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    $ 25.00
  • Henley Cotton Canvas Bucket Hat with Tie - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH2905B Navy OS
    Henley Cotton Canvas Bucket Hat with Tie - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats
    $ 29.00
    Sun N Sand Hats

    Henley Cotton Canvas Bucket Hat with Tie - Sun 'N' Sand Hats

    Cotton canvas bucket hat with multicolor trim. Fun, packable sun hat great for travel. Stitched brim, 3" wide with colorful underbrim. Shallow squa...

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    $ 29.00
  • Puffer Rain Hat with Adjustable Toggle - Scala Hats Bucket Hat Scala Hats
    Puffer Rain Hat with Adjustable Toggle - Scala Hats Bucket Hat Scala Hats
    $ 26.99
    Scala Hats

    Puffer Rain Hat with Adjustable Toggle - Scala Hats

    This bouncy puffer rain hat is your ticket to staying cozy and dry without the fuss. The shallow bucket design fits petite heads perfectly, while t...

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    $ 26.99
  • Wide Brim Sun Hat with Neck Flap - Juniper UV Blocking Hats Cap MegaCI J7273-GREY Grey M/L
    Wide Brim Sun Hat with Neck Flap - Juniper UV Blocking Hats Cap MegaCI J7273-BLUE Blue M/L
    $ 36.00
    MegaCI

    Wide Brim Sun Hat with Neck Flap - Juniper UV Blocking Hats

    Great sun protection hat for men and women made of breathable, UV blocking fabric. Wide  cushioned brim blocks UV rays. Mesh lined neck flap stays ...

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    $ 36.00
  • Wide Brim Tweed Straw Gaucho Hat with Chin Cord - Karen Keith Hats Bolero Hat Great hats by Karen Keith BT44-A Black/Tan Mix OS (57 cm)
    $ 34.00
    Great hats by Karen Keith

    Wide Brim Tweed Straw Gaucho Hat with Chin Cord - Karen Keith Hats

    Flat brim sunken crown gaucho hat. Brim is 4" wide to provide excellent sun protection. Faux suede band with waxed cord tie accent. Faux leather ch...

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    $ 34.00

Explore our collection of feature-packed hats for men and women—styles loaded with clever details that go way beyond basic headwear. These performance hats are designed for people who live outdoors, travel often, and want function and comfort built into every stitch.

Browse hats with adjustable sizing systems for a custom, stay-put fit, plus chin straps for wind resistance and vented mesh crowns that boost airflow in hot weather. For serious sun and weather protection, choose neck flap / sun shield hats, UPF 50+ sun protection hats, and water-repellent rain hats that shed light showers. You’ll also find insect repellent hats treated to help keep bugs away, evaporative cooling soaker hats for extreme heat, and packable travel hats that crush and bounce back into shape. Prefer versatility? Try reversible hats or caps with folding bills and face shields for extra coverage when you need it.

If you’ve been searching for technical hats, outdoor performance hats, hiking hats with features, or sun hats with built-in protection, this “gizmos and gadgets” hat collection is where style meets serious functionality.

Chin strap / Chin cord     *     Neck flap / Neck cape     *     Mesh / Vented / Perforated crown     *     Insect repellent     *     Water repellent     *     Pockets / secret pocket     *     Folding bill     *     Drawstring / toggle / adjustable sizing     *     Evaporative cooling soaker hats     *     Reversible     *     Face cover / Face shield     *     UPF50+ sun protection     *     Fake hair     *     Packable / Crushable / Shapeable

Check out this little Stetson Bucket Hat with all the gadgets!