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Hats with Gizmos and Gadgets

  • Straw Lifeguard Hat with Surfboard Print Underbrim - Kenny K. Hats Lifeguard Hat Great hats by Karen Keith LM9-Dl Natural Large (59 cm)
    Straw Lifeguard Hat with Surfboard Print Underbrim - Kenny K. Hats Lifeguard Hat Great hats by Karen Keith LM9-Ds Natural Small (55 cm)
    $ 29.00
    Great hats by Karen Keith

    Straw Lifeguard Hat with Surfboard Print Underbrim - Kenny K. Hats

    Natural rush straw straw lifeguard hat. Wide brim, 4.5", with surfboard print cotton underbrim and bounding. Rope tie and chin strap. UPF 50+ sun h...

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    $ 29.00
  • Rolled Brim Straw Cattleman Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RC77D Natural Extra-Small (54 cm)
    $ 45.00
    Great hats by Karen Keith

    Rolled Brim Straw Cattleman Hat for Small Heads - Karen Keith Hats

    Woven raffia cattleman style summer hat for small head sizes. Distressed look created with darker color crown tip. Criss cross woven raffia straw. ...

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    $ 45.00
  • Distressed Straw Cattleman Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RM7D-XS Natural XS (54 cm)
    $ 45.00
    Great hats by Karen Keith

    Distressed Straw Cattleman Hat for Small Heads - Karen Keith Hats

    Woven raffia cattleman-style summer hat. The darker color crown tip creates a distressed look. Criss-cross woven raffia straw. Vented crown, approx...

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    $ 45.00
  • Small Size Palm Straw Wide Brim Ranch Hat - Tula Hats Wide Brim Sun Hat Tula Hats TU1-4500 Burnt Palm Extra-Small (54 cm)
    $ 43.00
    Tula Hats

    Small Size Palm Straw Wide Brim Ranch Hat - Tula Hats

    Crafted from tightly woven palm leaf, this ranch-style hat delivers sophisticated sun protection with UPF 50+ coverage. The generously proportioned...

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    $ 43.00
  • Distressed Woven Straw Cowboy Hat, XS to XL Sizes - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RC12D-XS Natural Extra-Small (20 7/8")
    $ 45.00
    Great hats by Karen Keith

    Distressed Woven Straw Cowboy Hat, XS to XL Sizes - Karen Keith Hats

    Summer straw cowboy hat with darker, worn look crown tip and brim edge. Criss cross woven straw. Over-welt brim, 3.25" wide. Double rope chin tie w...

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    $ 45.00
  • Water Repellent Black Straw Safari Hat - San Diego Hat Safari Hat San Diego Hat Company UBF11190SBLK Black M/L (58 cm)
    $ 44.00
    San Diego Hat Company

    Water Repellent Black Straw Safari Hat - San Diego Hat

    Dive into style without worry—this midnight black straw safari hat laughs in the face of splashes. Featuring a sharp fedora-inspired crown with a p...

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    $ 44.00
  • Lifeguard Light Palm Leaf Sun Hat with Chin Strap - Tula Hats Lifeguard Hat Tula Hats TU1-1301 Natural S/M (56 - 57 cm)
    $ 45.00
    Tula Hats

    Lifeguard Light Palm Leaf Sun Hat with Chin Strap - Tula Hats

    Discover effortless sun protection with this distinguished palm fiber hat, designed for discerning travelers and outdoor enthusiasts. The iconic li...

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    $ 45.00
  • Burnt Palm Leaf Outback Sun Hat for Small Heads - Tula Hats Gambler Hat Tula Hats
    Burnt Palm Leaf Outback Sun Hat for Small Heads - Tula Hats Gambler Hat Tula Hats TU-15000S Burnt Palm Small (56-57 cm)
    $ 45.00
    Tula Hats

    Burnt Palm Leaf Outback Sun Hat for Small Heads - Tula Hats

    Discover refined sun protection with this distinguished outback gambler hat, expertly crafted for smaller head sizes. Featuring a striking burnt pa...

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    $ 45.00
  • Island Palm Large Brim Lifeguard Beach Hat - DPC Outdoor Hats Lifeguard Hat Scala Hats
    Island Palm Large Brim Lifeguard Beach Hat - DPC Outdoor Hats Lifeguard Hat Scala Hats
    $ 27.00
    Scala Hats

    Island Palm Large Brim Lifeguard Beach Hat - DPC Outdoor Hats

    Sun protective palm straw lifeguard hat. Downward sloping 4.5" wide brim. Covered underbrim provides excellent UPF 50+ sun protection. Faux leather...

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    $ 27.00
  • Large and XL Size Gardening Hat - Karen Keith Hats Safari Hat Great hats by Karen Keith BT34-5Bl Tan Tweed Large (23 1/4")
    Large and XL Size Gardening Hat - Karen Keith Hats Safari Hat Great hats by Karen Keith BT34-5A Black/Tan Mix Large (23 1/4")
    $ 38.50
    Great hats by Karen Keith

    Large and XL Size Gardening Hat - Karen Keith Hats

    Extra large brim summer hat for maximum sun protection. Brim is 5" wide. Dented fedora like crown with front pinch. Leatherette band and chin cord ...

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    $ 38.50
  • Braided Palm Leaf Outback Hat - Dorfman Hats Cowboy Hat Dorfman Hat Co.
    Braided Palm Leaf Outback Hat - Dorfman Hats Cowboy Hat Dorfman Hat Co. MS444OS-TOAST Burnt Palm L/XL (59.5 cm)
    $ 34.00
    Dorfman Hat Co.

    Braided Palm Leaf Outback Hat - Dorfman Hats

    Wide brim handcrafted drifter cowboy hat made of natural palm fibers. Dented crown, with slight front pinch. Curved brim, 3.75" wide. Naturally wat...

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    $ 34.00
  • Unisex Wide Brim Gardening Hat with Chin Cord - Boardwalk Style Hats Safari Hat Boardwalk Style Hats
    Unisex Wide Brim Gardening Hat with Chin Cord - Boardwalk Style Hats Safari Hat Boardwalk Style Hats
    $ 34.00
    Boardwalk Style Hats

    Unisex Wide Brim Gardening Hat with Chin Cord - Boardwalk Style Hats

    Protect yourself from the sun while tending your garden with this versatile unisex wide-brim hat. Featuring a generous 5-inch brim and dented fedor...

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    $ 34.00
  • Pecos Burnt Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats Gambler Hat Tula Hats
    Pecos Burnt Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats Gambler Hat Tula Hats TU1-9820 Burnt Palm XXL (61 - 62 cm)
    $ 48.00
    Tula Hats

    Pecos Burnt Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats

    This unisex safari hat showcases a distinctive burnt palm leaf construction with a classic Gus-style crown featuring a front pinch and sloping cent...

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    $ 48.00
  • Pecos Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats Gambler Hat Tula Hats
    Pecos Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats Gambler Hat Tula Hats TU9350 Natural Palm S/M (56-57 cm)
    $ 47.00
    Tula Hats

    Pecos Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats

    Expertly crafted from 100% palm fiber, this safari hat delivers sophisticated sun protection with a UPF 50+ rating. The distinctive front-pinched c...

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    $ 47.00
  • Outback Burnt Palm Leaf Sun Hat up to 2XL - Tula Hats Gambler Hat Tula Hats
    Outback Burnt Palm Leaf Sun Hat up to 2XL - Tula Hats Gambler Hat Tula Hats TU1-5200 Burnt Palm Large (58.5cm)
    $ 45.00
    Tula Hats

    Outback Burnt Palm Leaf Sun Hat up to 2XL - Tula Hats

    Engineered for sun-soaked adventures, this unisex outback hat delivers sophisticated style with serious protection. The distinctive flat crown and ...

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    $ 45.00
  • Gardener Burnt Palm Leaf Safari Hat up to 2XL - Tula Hats Safari Hat Tula Hats
    Gardener Burnt Palm Leaf Safari Hat up to 2XL - Tula Hats Safari Hat Tula Hats TU9500 Burnt Palm S/M (56 - 57 cm)
    $ 45.00
    Tula Hats

    Gardener Burnt Palm Leaf Safari Hat up to 2XL - Tula Hats

    Expertly crafted from 100% palm fiber, this pinched crown gardening hat delivers sophisticated style with serious sun defense. The generously propo...

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    $ 45.00
  • Large Heads Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH2139B XL Tan Tweed Large (59 cm)
    Large Heads Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH2139A XL Taupe Tweed Large (59 cm)
    $ 31.00
    Sun N Sand Hats

    Large Heads Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats

    Designed for larger head sizes, this classic wide-brim straw hat delivers superior sun protection with UPF 50+ rating that blocks both UVA and UVB ...

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    $ 31.00
  • Petite Size Sun Hat with Chin Cord - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Petite Size Sun Hat with Chin Cord - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats da2950nt Natural Small (55 cm)
    $ 25.00
    Boardwalk Style Hats

    Petite Size Sun Hat with Chin Cord - Boardwalk Style

    Classic beach hat for small head sizes. Capeline style hat with dome crown. Brim is slightly floppy, 3" wide. Leatherette chin strap with bead loc...

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    $ 25.00
  • Wide Brim Gaucho Hat with Chin Cord - Scala Hats Bolero Hat Scala Hats
    Wide Brim Gaucho Hat with Chin Cord - Scala Hats Bolero Hat Scala Hats LP280-NAT Natural
    $ 42.99
    Scala Hats

    Wide Brim Gaucho Hat with Chin Cord - Scala Hats

    Classy gaucho style hat with flat brim, 4" wide. Sunken crown with straight sidewalls. Faux suede band with waxed cord tie accent. Faux leather chi...

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    $ 42.99
  • Palm Leaf Lifeguard Hat - JSA Lifeguard Hat Jeanne Simmons
    Palm Leaf Lifeguard Hat - JSA Lifeguard Hat Jeanne Simmons js6661dark M Burnt Palm Medium (57 cm)
    $ 40.00
    Jeanne Simmons

    Palm Leaf Lifeguard Hat - JSA

    Crafted from 100% natural palm fiber, this lifeguard-inspired hat features a distinctive double hump crown with strategic ventilation holes for opt...

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    $ 40.00
  • Bangkok Toyo Gaucho Hat with Aztec Trim - Caribbean Joe™ Gambler Hat Caribbean Joe HCJ242B Tan Medium (57 cm)
    Bangkok Toyo Gaucho Hat with Aztec Trim - Caribbean Joe™ Gambler Hat Caribbean Joe HCJ242S Natural Medium (57 cm)
    $ 38.00
    Caribbean Joe

    Bangkok Toyo Gaucho Hat with Aztec Trim - Caribbean Joe™

    Elevate your sun style with this charming gaucho hat from Caribbean Joe™. Crafted from soft, breathable bangkok toyo, it features a distinctive sun...

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    $ 38.00
  • Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH2139C Black Tweed Medium (57 cm)
    Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH2139D Blue Tweed Medium (57 cm)
    $ 31.00
    Sun N Sand Hats

    Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats

    Embrace sun-safe style with this timeless wide-brim straw hat designed for confident beach days. Featuring a graceful dome crown and generously flo...

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    $ 31.00
  • Metallic Straw Safari Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH2372A Tan / Gold Medium (57 cm)
    Metallic Straw Safari Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH2372C White / Silver Medium (57 cm)
    $ 40.50
    Sun N Sand Hats

    Metallic Straw Safari Hat with Chin Cord - Sun 'N' Sand Hats

    Embrace the sun with confidence in this striking metallic safari hat designed for the modern woman. The shimmering thread catches the light beautif...

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    $ 40.50

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!