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Adjustable Size Hats

  • Gabi Ponytail Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Gabi Ponytail Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Gabi Ponytail Fedora by Wallaroo Hat Company

    $ 61.00

    The Gabi Ponytail Fedora is thoughtfully designed for women who want sun protection without sacrificing their favorite hairstyles. A discreet openi...

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    $ 61.00
  • Petite Gabi by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Gabi by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Gabi by Wallaroo Hat Company

    $ 61.00

    The Petite Gabi Ponytail Fedora offers a smart, comfortable solution for women with smaller head sizes who prefer wearing their hair up. A discreet...

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    $ 61.00
  • Facesaver Hat with Scarf - Milani Hats Facesaver Hat Milani Hats BB0037WH White Medium (57 cm)
    Facesaver Hat with Scarf - Milani Hats Facesaver Hat Milani Hats BB0037MB Brown Medium (57 cm)

    Facesaver Hat with Scarf - Milani Hats

    $ 25.00

    Shield your face from the sun while keeping your neck and shoulders covered with this clever backless design. The generous 4-inch brim gradually ta...

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    $ 25.00
  • 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
  • Breton by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Breton by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Breton by Wallaroo Hat Company

    $ 51.00

    The Breton is one of Wallaroo’s signature wide-brim sun hats, beloved for its graceful shape and flattering coverage. The soft, flexible poly-ribbo...

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    $ 51.00
  • Casual Traveler by Wallaroo Hats Kettle Brim Hat Wallaroo Hats
    Casual Traveler by Wallaroo Hats Kettle Brim Hat Wallaroo Hats

    Casual Traveler by Wallaroo Hats

    $ 51.00

    The Casual Traveler is one of Wallaroo’s most versatile packable sun hats. Its soft, flexible brim offers wide, comfortable shade, while the lightw...

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    $ 51.00
  • Catalina by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Catalina by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Catalina by Wallaroo Hat Company

    $ 65.00

    The Catalina is crafted from finely crocheted raffia straw that give it a warm, natural feel ideal for coastal escapes or sunny afternoons. Its sha...

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    $ 65.00
  • Small Kettle Brim Tweed Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories
    Small Kettle Brim Tweed Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8328bk Black tweed Medium (57 cm)

    Small Kettle Brim Tweed Summer Hat - Jeanne Simmons Hats

    $ 31.00

    Discover effortless summer style with this charming kettle brim hat from Jeanne Simmons. Featuring a distinctive upturned brim and rounded crown, t...

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    $ 31.00
  • Women's Cowboy Hat with Tassel Band - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons Accessories
    Women's Cowboy Hat with Tassel Band - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons Accessories js1342bg Beige

    Women's Cowboy Hat with Tassel Band - Jeanne Simmons Hats

    $ 29.00

    Saddle up in style with this charming straw cowboy hat designed for the modern cowgirl. Featuring a vibrant embroidered tassel band adorned with a ...

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    $ 29.00
  • Tiffany Style Two Tone Summer Hat - Karen Keith Hats Wide Brim Hat Great hats by Karen Keith
    Tiffany Style Two Tone Summer Hat - Karen Keith Hats Wide Brim Hat Great hats by Karen Keith BT7-A Natural Medium (57 cm)

    Tiffany Style Two Tone Summer Hat - Karen Keith Hats

    $ 37.00

    Embrace timeless elegance with this Tiffany-inspired two-tone summer hat, designed for the woman who values both style and substance. The distincti...

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    $ 37.00
  • Victoria Diva by Wallaroo Hats Wide Brim Hat Wallaroo Hats VICD-20-WH White M/L (58 cm)
    Victoria Diva by Wallaroo Hats Wide Brim Hat Wallaroo Hats

    Victoria Diva by Wallaroo Hats

    $ 53.00

    The Victoria Diva is a statement wide-brim sun hat crafted to deliver maximum coverage with lightweight comfort. Its sweeping brim offers exception...

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    $ 53.00
  • Petite Sanibel by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Sanibel by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Sanibel by Wallaroo Hat Company

    $ 61.00

    The Petite Sanibel Wide Brim hat is a functional safari-style sun hat created specifically for smaller head sizes. Its wide brim and UPF 50+ materi...

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    $ 61.00
  • Carter Fedora by Wallaroo Hats Safari Hat Wallaroo Hats CART-IV-M Ivory/Stone M/L (59 cm)
    Carter Fedora by Wallaroo Hats Safari Hat Wallaroo Hats

    Carter Fedora by Wallaroo Hats

    $ 61.00

    The Carter is a sophisticated fedora hat with clean lines. Crafted from lightweight, breathable materials, it ensures comfort even on extremely hot...

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    $ 61.00
  • Catalina Cowboy, M & XL - Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Catalina Cowboy, M & XL - Wallaroo Hat Company Cowboy Hat Wallaroo Hats

    Catalina Cowboy, M & XL - Wallaroo Hat Company

    $ 69.00

    The Catalina Cowboy offers a relaxed Western vibe with all the comfort and protection Wallaroo is known for. Its shapeable wired brim and pinched c...

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    $ 69.00
  • Wide Brim Unisex Gardening Hat by JSA - Large and XL Sizes Safari Hat Jeanne Simmons Accessories
    Wide Brim Unisex Gardening Hat by JSA - Large and XL Sizes Safari Hat Jeanne Simmons Accessories

    Wide Brim Unisex Gardening Hat by JSA - Large and XL Sizes

    $ 34.00

    Protect yourself while tending your garden with this versatile unisex hat designed for serious sun exposure. The generous 5-inch brim shields your ...

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    $ 34.00
  • Microfiber Boonie with Neck Cape - K. Keith Bucket Hat Great hats by Karen Keith
    Microfiber Boonie with Neck Cape - K. Keith Bucket Hat Great hats by Karen Keith MSnh36OLM Olive S/M (55-58cm)

    Microfiber Boonie with Neck Cape - K. Keith

    $ 24.00

    Embrace the outdoors with confidence in this versatile boonie hat designed for adventurers. The breathable mesh panels keep you cool during intense...

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    $ 24.00
  • Maisie Up Brim Ribbon Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2201B bk Black Medium (57 cm)
    Maisie Up Brim Ribbon Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2201c wh Beige Medium (57 cm)

    Maisie Up Brim Ribbon Sun Hat - Sun 'N' Sand Hats

    $ 26.00

    Stay stylish and protected with this lightweight, sewn ribbon summer hat by Sun ‘N’ Sand Hat Company, designed for versatility and travel-ready wea...

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    $ 26.00
  • Cotton Bucket Hat with Contrast Tie - Scala Collezione Hats Bucket Hat Scala Hats LC455BKWH Black/White Medium (57 cm)
    Cotton Bucket Hat with Contrast Tie - Scala Collezione Hats Bucket Hat Scala Hats

    Cotton Bucket Hat with Contrast Tie - Scala Collezione Hats

    $ 36.00

    Experience versatile sun protection with this sophisticated Scala Collezione cotton bucket hat. The refined design features a contrast-trimmed brim...

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    $ 36.00
  • 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)

    Petite Size Safari Hat with Chin Cord - Boardwalk Style

    $ 25.00

    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

Adjustable hats make it easy to perfect your fit—whether you’re between sizes, sharing a hat, traveling, or simply want a more secure feel on windy days. A better fit doesn’t just feel more comfortable; it also helps your hat stay in place and sit correctly for the coverage you’re counting on.

There are several smart ways hats are made adjustable, including: an interior drawstring inside the sweatband, an elasticized strap with a buckle hidden inside the inner band, an elastic back band with a toggle lock, a classic Velcro® closure, a strap closure with a T-slide, or a small hook-and-loop closure tucked under the sweatband. These built-in systems let you fine-tune the circumference without sacrificing style—so your hat feels snug, secure, and made for you.