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Adjustable Size Hats

  • Victoria by Wallaroo Hats Kettle Brim Hat Wallaroo Hats
    Victoria by Wallaroo Hats Kettle Brim Hat Wallaroo Hats

    Victoria by Wallaroo Hats

    from $ 53.00

    Discover the Victoria by Wallaroo—the go-to hat for women who refuse to compromise on style or comfort. Featuring a chic turned-up Breton brim and ...

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    from $ 53.00
  • Sydney - Wallaroo Hats Kettle Brim Hat Wallaroo Hats
    Sydney - Wallaroo Hats Kettle Brim Hat Wallaroo Hats

    Sydney - Wallaroo Hats

    $ 51.00

    The Sydney Sun Hat is one of Wallaroo’s bestselling summer styles thanks to its soft, breathable poly-braid design of matching hues. The flexible 3...

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    $ 51.00
  • Victoria Fedora by Wallaroo Hats Safari Hat Wallaroo Hats
    Victoria Fedora by Wallaroo Hats Safari Hat Wallaroo Hats Sale

    Victoria Fedora by Wallaroo Hats

    Original Price $ 55.00
    from $ 40.00

    The Victoria Fedora blends Wallaroo’s bestselling Victoria construction with a classic fedora crown, creating a stylish everyday sun hat perfect fo...

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    Original Price $ 55.00
    from $ 40.00
    Sale
  • Karen Keith Tweed Straw Facesaver Hat with Ponytail Hole Facesaver Hat Great hats by Karen Keith BT9CB-C Black tweed
    Karen Keith Tweed Straw Facesaver Hat with Ponytail Hole Facesaver Hat Great hats by Karen Keith

    Karen Keith Tweed Straw Facesaver Hat with Ponytail Hole

    $ 29.99

    Embrace sun protection without compromising style in this sophisticated tweed straw facesaver. The distinctive multi-tone braid design features a g...

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    $ 29.99
  • Cotton Up Turned Large Brim Sun Hat - Scala Hats for Women Kettle Brim Hat Scala Hats
    Cotton Up Turned Large Brim Sun Hat - Scala Hats for Women Kettle Brim Hat Scala Hats

    Cotton Up Turned Large Brim Sun Hat - Scala Hats for Women

    $ 36.00

    Shield yourself from the sun with this elegant cotton wide-brim hat from Scala. Featuring a generous 3.5" upturned brim and UPF 50+ protection endo...

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    $ 36.00
  • Cotton Up Turned Brim Golf Hat - Scala Hats for Women Kettle Brim Hat Scala Hats LC484-BLK Black M/L (57 - 58 cm)
    Cotton Up Turned Brim Golf Hat - Scala Hats for Women Kettle Brim Hat Scala Hats LC484-RED Red M/L (57 - 58 cm)

    Cotton Up Turned Brim Golf Hat - Scala Hats for Women

    $ 36.00

    Discover the perfect blend of style and function with this cotton kettle brim golf hat designed for women. The shapeable 2.5" brim adapts to your n...

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    $ 36.00
  • No Fly Zone Fishing Hat - Stetson® and Scala Hats Bucket Hat Stetson Hats
    No Fly Zone Fishing Hat - Stetson® and Scala Hats Bucket Hat Stetson Hats stc199NTM Khaki Stetson Hats Medium (22.5")

    No Fly Zone Fishing Hat - Stetson® and Scala Hats

    from $ 35.00

    Meet the ultimate “all-the-gadgets” bucket hat—built for anyone who wants comfort, coverage, and clever outdoor performance in one easy, everyday s...

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    from $ 35.00
  • Kristy Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Kristy Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Kristy Fedora by Wallaroo Hat Company

    $ 61.00

    The Kristy combines the timeless fedora styling with a feminine edge: its shallow crown and front pinch create sophistication, while the vibrant tw...

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    $ 61.00
  • Cotton Souwestern Summer Hat - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats
    Cotton Souwestern Summer Hat - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats hh1391E Light Blue OS

    Cotton Souwestern Summer Hat - Sun 'N' Sand Hats

    $ 27.00

    Experience effortless style and comfort with this versatile cotton summer hat. The thoughtfully designed three-panel dome crown pairs with a dimens...

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    $ 27.00
  • Sun Hat with Narrowing Brim - Karen Keith Facesaver Hat Great hats by Karen Keith BT23Ctt Toast Medium (57 cm)
    Sun Hat with Narrowing Brim - Karen Keith Facesaver Hat Great hats by Karen Keith BT23Bh Black Heather Medium (57 cm)

    Sun Hat with Narrowing Brim - Karen Keith

    $ 30.00

    Step into summer with confidence in this Karen Keith masterpiece. The thoughtfully designed asymmetrical brim—generous at 3.5" in front, tapering t...

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    $ 30.00
  • Big Brim Sun Hat with Wide Ribbon and Bow - Milani Hats Wide Brim Hat Milani Hats
    Big Brim Sun Hat with Wide Ribbon and Bow - Milani Hats Wide Brim Hat Milani Hats BB0059nt Natural Heather Medium (57 cm)

    Big Brim Sun Hat with Wide Ribbon and Bow - Milani Hats

    $ 25.00

    Protect yourself in style with this award-winning wide-brim sun hat that's earned customer loyalty for two consecutive years. Crafted from premium ...

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    $ 25.00
  • Sedona Fedora, M & XL - Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sedona Fedora, M & XL - Wallaroo Hat Company Safari Hat Wallaroo Hats

    Sedona Fedora, M & XL - Wallaroo Hat Company

    $ 61.00

    The full-size Sedona Safari Hat blends a relaxed woven texture with excellent sun protection for warm-weather outings. Its wide downturned brim pro...

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    $ 61.00
  • Palm Beach Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Palm Beach Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Palm Beach Safari by Wallaroo Hat Company

    $ 65.00

    The Palm Beach Safari Hat combines modern structure with lightweight comfort, making it a top choice for men and women who want dependable sun prot...

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    $ 65.00
  • Upturned Brim Cotton Breton Hat - Milani Hats Kettle Brim Hat Milani Hats
    Upturned Brim Cotton Breton Hat - Milani Hats Kettle Brim Hat Milani Hats WSCT473RD Red M/L (58.5 cm)

    Upturned Brim Cotton Breton Hat - Milani Hats

    $ 20.00

    This iconic turned-up brim hat commands attention with its bold silhouette and practical edge. Crafted from 100% cotton with a striking light blue ...

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    $ 20.00
  • 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
  • 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
  • Charlie Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Charlie Fedora by Wallaroo Hat Company

    $ 61.00

    Designed with a contemporary silhouette, the Charlie Fedora pairs clean lines with effortless comfort. The structured crown and medium brim create ...

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    $ 61.00
  • 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
  • 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
  • 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

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.