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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
  • 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
  • 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
  • Large Bill Flap Cap - Milani Hats Cap Milani Hats
    Large Bill Flap Cap - Milani Hats Cap Milani Hats F006-NG Neon Green OS (56-60 cm) Sale

    Large Bill Flap Cap - Milani Hats

    Original Price $ 18.00
    Current Price $ 12.99

    This bold four-panel cap commands attention with its oversized 2.75" bill and protective neck flap that shields you from sun exposure. Engineered f...

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    Original Price $ 18.00
    Current Price $ 12.99
    Sale
  • 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
  • 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
  • Victoria Two Toned Golf Hat - Wallaroo Hats Kettle Brim Hat Wallaroo Hats
    Victoria Two Toned Golf Hat - Wallaroo Hats Kettle Brim Hat Wallaroo Hats

    Victoria Two Toned Golf Hat - Wallaroo Hats

    $ 53.00

    The Victoria Two-Tone Hat adds striking color contrast to the classic Victoria design. Lightweight poly-straw braid keeps it cool, while the 3.5" i...

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    $ 53.00
  • 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
  • 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 Straw Safari Hat with Cotton Band - Sunny Dayz™ Safari Hat Sun N Sand Hats HK293C Hibiscus Small (54 cm)
    Petite Straw Safari Hat with Cotton Band - Sunny Dayz™ Safari Hat Sun N Sand Hats HK293B Pineapple Small (54 cm)

    Petite Straw Safari Hat with Cotton Band - Sunny Dayz™

    $ 28.00

    Embrace adventure in every destination with this petite safari hat, designed for the modern traveler who refuses to compromise on style or protecti...

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    $ 28.00
  • Classic Ladies Cotton Up Brim Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats
    Classic Ladies Cotton Up Brim Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats

    Classic Ladies Cotton Up Brim Hat - Sun 'N' Sand Hats

    $ 30.00

    Elevate your summer style with this timeless cotton hat from Sun 'N' Sand Hats—a bestseller for good reason. Crafted from breathable cotton with a ...

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    $ 30.00
  • Tahiti Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Tahiti Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats

    Tahiti Cowboy by Wallaroo Hat Company

    $ 71.00

    The Tahiti Cowboy Hat brings tropical Western style to summer outfits with its hand-crocheted raffia construction and sculpted cowboy crown accente...

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    $ 71.00
  • Two-Tone Ribbon and Straw Kettle Brim Hat - JSA Kettle Brim Hat Jeanne Simmons Accessories
    Two-Tone Ribbon and Straw Kettle Brim Hat - JSA Kettle Brim Hat Jeanne Simmons Accessories js9222bk Black Medium (57 cm)
    Sale

    Two-Tone Ribbon and Straw Kettle Brim Hat - JSA

    Original Price $ 42.00
    Current Price $ 27.00

    This refined summer hat combines timeless elegance with practical functionality. Crafted from cream-colored straw braid accented with a two-tone sp...

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    Original Price $ 42.00
    Current Price $ 27.00
    Sale
  • Cotton Bucket Hat with Drawstring - Karen Keith Hats Bucket Hat Great hats by Karen Keith
    Cotton Bucket Hat with Drawstring - Karen Keith Hats Bucket Hat Great hats by Karen Keith ch50OLM Olive S/M (54-56 cm)

    Cotton Bucket Hat with Drawstring - Karen Keith Hats

    $ 16.50

    Elevate your everyday with this iconic cotton bucket hat, crafted for those who refuse to compromise on style or substance. Featuring a refined 2.5...

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    $ 16.50
  • Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8004BK Black
    Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories

    Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats

    $ 28.00

    Dive into summer style with this vibrant multi-tone poly-straw breton that's as fun as it is functional. The upturned brim and dome crown create a ...

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    $ 28.00
  • Criss Cross Woven Straw Brim Cap - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3179C Natural M/L (57-59 cm) Hook and Loop Closure
    Criss Cross Woven Straw Brim Cap - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3179F Navy M/L (57-59 cm) Hook and Loop Closure

    Criss Cross Woven Straw Brim Cap - Sun 'N' Sand Hats

    $ 27.50

    Shield yourself from the sun in style with this versatile straw brim cap featuring an eye-catching crisscross woven band. The generous 3.75" peak d...

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    $ 27.50
  • Lia Packable Up Turned Brim Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2177E Pistachio Medium (57 cm)
    Lia Packable Up Turned Brim Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2177F Yellow Medium (57 cm)

    Lia Packable Up Turned Brim Sun Hat - Sun 'N' Sand Hats

    $ 31.00

    Discover effortless sun protection with the Lia Packable Up Turned Brim Sun Hat. This lightweight braid design features a gracefully curved brim th...

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    $ 31.00
  • Unisex Boonie with Contrast Under Brim - St. Johns Bay Bucket Hat Dorfman Hat Co.
    Unisex Boonie with Contrast Under Brim - St. Johns Bay Bucket Hat Dorfman Hat Co. jcpbh196s Army Small/Medium

    Unisex Boonie with Contrast Under Brim - St. Johns Bay

    $ 17.00

    Embrace adventure with this ultralight Taslon boonie hat, engineered for explorers. The contrast under-brim and trim add distinctive style, while m...

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    $ 17.00
  • Charlie Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Charlie Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Charlie Trilby by Wallaroo Hat Company

    $ 57.00

    The Charlie Unisex Trilby offers a timeless shape with a contemporary feel, featuring a structured crown and shorter brim for a refined, easygoing ...

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    $ 57.00
  • Cativa Flat Crown Floppy Hat - Sun 'N' Sand Hat Bolero Hat Sun N Sand Hats
    Cativa Flat Crown Floppy Hat - Sun 'N' Sand Hat Bolero Hat Sun N Sand Hats hh2137C mf Moss green Medium (57 cm)

    Cativa Flat Crown Floppy Hat - Sun 'N' Sand Hat

    $ 37.00

    Embrace effortless summer style with this stunning flat crown gaucho hat, designed for those who refuse to compromise on sun protection or sophisti...

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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.