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Adjustable Size Hats

  • Petite Catalina Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Petite Catalina Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats

    Petite Catalina Cowboy by Wallaroo Hat Company

    $ 69.00

    The Petite Catalina Cowboy Hat brings classic Western styling to smaller head sizes, offering a flattering silhouette with breezy warm-weather comf...

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    $ 69.00
  • Small Kettle Brim Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons
    Small Kettle Brim Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons js8329bk Black OS (57 cm)

    Small Kettle Brim Summer Hat - Jeanne Simmons Hats

    $ 29.00

    Discover effortless sun protection with this charming kettle brim summer hat from Jeanne Simmons. The distinctive upturned brim and dome crown crea...

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    $ 29.00
  • Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons js800FC Fuchsia
    Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons

    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
  • Ribbon Sun Hat with Flower Button - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Ribbon Sun Hat with Flower Button - Boardwalk Style Wide Brim Hat Boardwalk Style Hats da773bg Beige Medium (57 cm) Sold out

    Ribbon Sun Hat with Flower Button - Boardwalk Style

    $ 25.00

    Shield yourself from the sun in style with this charming ribbon sun hat featuring an elegant wooden flower button accent. The shapeable medium-wide...

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    $ 25.00
  • Linen Trail Hat with Chin Cord - Scala  Women's Hats Wide Brim Hat Scala Hats LC834-BLK Black Small (55 cm)
    Linen Trail Hat with Chin Cord - Scala  Women's Hats Wide Brim Hat Scala Hats

    Linen Trail Hat with Chin Cord - Scala Women's Hats

    $ 39.99

    Crafted from a textured linen weave, this women's trail hat delivers exceptional sun protection with UPF 50+ rating, ideal for outdoor adventures. ...

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    $ 39.99
  • Asymmetrical Big Brim Summer Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Asymmetrical Big Brim Summer Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA221-1 TT Toast tweed Medium (57 cm)

    Asymmetrical Big Brim Summer Hat - Boardwalk Style

    $ 31.00

    Discover effortless sun protection with this sophisticated asymmetrical design. The generous 4-inch front brim tapers gracefully to 3 inches at the...

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    $ 31.00
  • Lia Packable Up Turned Brim Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2177A White Medium (57 cm)
    Lia Packable Up Turned Brim Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2177C Pink 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
  • Embroidered Ribbon Wide Brim Sun Hat Wide Brim Sun Hat Boardwalk Style Hats
    Embroidered Ribbon Wide Brim Sun Hat Wide Brim Sun Hat Boardwalk Style Hats da594bl Blue Medium (57 cm)

    Embroidered Ribbon Wide Brim Sun Hat

    $ 24.00

    Discover the perfect blend of protection and practicality with this elegant wide-brim hat. Boasting a robust UPF 50+ rating, it shields your face a...

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    $ 24.00
  • Ribbon Backless Facesaver Hat - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH1286A White M/L (58 cm)

    Ribbon Backless Facesaver Hat - Sun 'N' Sand Hats

    $ 31.00

    Discover the perfect blend of style and sun safety with this innovative backless facesaver hat from Sun 'N' Sand. Crafted from premium grosgrain ri...

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    $ 31.00
  • Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats
    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats DA1930-IVBK Ivory / Black OS

    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats

    $ 25.00

    Keep the sun at bay with this versatile Ribbon and Straw Wide Brim Ponytail Sun Hat from Boardwalk Hats. Engineered with UPF 50+ protection, the ge...

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    $ 25.00
  • Denim Ribbon Sun Hat with Straw String Bow Wide Brim Hat Boardwalk Style Hats
    Denim Ribbon Sun Hat with Straw String Bow Wide Brim Hat Boardwalk Style Hats da781NV Navy Medium (57 cm)

    Denim Ribbon Sun Hat with Straw String Bow

    $ 23.00

    Shield yourself from the sun in style with this charming lampshade-shaped sun hat featuring a sophisticated dark denim ribbon band. The wide 3.5" b...

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    $ 23.00
  • Little Bucket Hat with Split Brim - Jeanne Simmons Hats Cloche Jeanne Simmons
    Little Bucket Hat with Split Brim - Jeanne Simmons Hats Cloche Jeanne Simmons JS9160 Brown

    Little Bucket Hat with Split Brim - Jeanne Simmons Hats

    $ 20.00

    This standout women’s packable sun hat was designed for effortless summer style. The 2.5" shapeable brim lets you customize your look—tilt it, curv...

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    $ 20.00
  • Chicopee Rough Cotton Split Brim Cloche Hat - Callanan Hats Cloche Callanan Hats
    Chicopee Rough Cotton Split Brim Cloche Hat - Callanan Hats Cloche Callanan Hats cr316bk Black OS

    Chicopee Rough Cotton Split Brim Cloche Hat - Callanan Hats

    $ 39.00

    Meet your new summer essential—a delightful cloche hat woven from rough cotton and linen that's ready for adventure. The shapeable split brim stret...

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    $ 39.00
  • Up Turned Brim Cotton Sun Hat - Angela & Williams Hats Kettle Brim Hat Epoch Hats CL1801-KH Khaki Large (59 cm) Plain Weave Cotton
    Up Turned Brim Cotton Sun Hat - Angela & Williams Hats Kettle Brim Hat Epoch Hats CL1801-WH White Large (59 cm) Twill Weave Cotton

    Up Turned Brim Cotton Sun Hat - Angela & Williams Hats

    $ 17.00

    Shield yourself from the sun in style with this charming up-turned brim cotton hat. The generously wide, moldable brim delivers serious UV defense ...

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    $ 17.00
  • Packable Asymmetrical Brim Ribbon Hat - Sun 'N' Sand Hat Facesaver Hat Sun N Sand Hats HH2206E Black OS (57 cm)
    Packable Asymmetrical Brim Ribbon Hat - Sun 'N' Sand Hat Facesaver Hat Sun N Sand Hats HH2206D White OS (57 cm)

    Packable Asymmetrical Brim Ribbon Hat - Sun 'N' Sand Hat

    $ 34.00

    Packable ribbon sun hat made for travel. Asymmetrical brim; 4" wide on front and sides, tapers towards back to 2". Braided faux suede band. Rated f...

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    $ 34.00
  • Shapeable Brim Straw Cowboy Hat - Boardwalk Style Cowboy Hat Boardwalk Style Hats
    Shapeable Brim Straw Cowboy Hat - Boardwalk Style Cowboy Hat Boardwalk Style Hats

    Shapeable Brim Straw Cowboy Hat - Boardwalk Style

    $ 29.00

    Discover versatile sun protection with this shapeable straw cowboy hat designed for the modern woman. The wire-edge brim gives you complete styling...

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    $ 29.00
  • Tiffany Style Two Tone Summer Hat - Boardwalk Styles Wide Brim Hat Boardwalk Style Hats
    Tiffany Style Two Tone Summer Hat - Boardwalk Styles Wide Brim Hat Boardwalk Style Hats DA456NT Natural / Brown Medium (57 cm)

    Tiffany Style Two Tone Summer Hat - Boardwalk Styles

    $ 33.00

    Make a statement with this elegant Tiffany-inspired sun hat, featuring a distinctive downturned brim that's fully customizable to suit your style. ...

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    $ 33.00
  • Kids' Scrunchie by Wallaroo Hat Company Wide Brim Sun Hat Wallaroo Hats KSCR-HD Hydrangea / White Extra-Small (52 cm)
    Kids' Scrunchie by Wallaroo Hat Company Wide Brim Sun Hat Wallaroo Hats

    Kids' Scrunchie by Wallaroo Hat Company

    $ 33.00

    The Kids’ Scrunchie is designed with little adventurers in mind. Soft, flexible, and easily packable, it rolls or folds into a tiny space and sprin...

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    $ 33.00
  • Tina Cowboy Hat by Wallaroo Hats Cowboy Hat Wallaroo Hats TIN-NA Natural M/L (58 cm)
    Tina Cowboy Hat by Wallaroo Hats Cowboy Hat Wallaroo Hats

    Tina Cowboy Hat by Wallaroo Hats

    $ 73.00

    The Tina Cowboy Hat blends natural beauty with Western charm. Hand-crocheted raffia creates an airy, breathable feel perfect for hot weather, while...

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    $ 73.00
  • Shapeable Deluxe Ribbon Sun Hat - Scala Hats Wide Brim Hat Scala Hats
    Shapeable Deluxe Ribbon Sun Hat - Scala Hats Wide Brim Hat Scala Hats LC848-CORAL Coral

    Shapeable Deluxe Ribbon Sun Hat - Scala Hats

    $ 32.00

    Step into effortless sun-safe style with this Scala women’s deluxe ribbon big brim style hat, recommended by the Skin Cancer Foundation for excelle...

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    $ 32.00
  • Up Brim Summer Hat with Chiffon Scarf - Scala Collection Hats Kettle Brim Hat Scala Hats
    Up Brim Summer Hat with Chiffon Scarf - Scala Collection Hats Kettle Brim Hat Scala Hats LP381-COR Coral OS

    Up Brim Summer Hat with Chiffon Scarf - Scala Collection Hats

    $ 32.00

    Elevate your summer style with this sophisticated hat from Scala's curated collection. Featuring a versatile, shapeable brim that transitions from ...

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    $ 32.00

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.