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Adjustable Size Hats

  • 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
  • Cotton Breton Hat with Shapeable Brim - Milani Hat Kettle Brim Hat Milani Hats bh010PK Pink M/L (57 - 58 cm)
    Cotton Breton Hat with Shapeable Brim - Milani Hat Kettle Brim Hat Milani Hats bh010DN Denim M/L (57 - 58 cm) Sale

    Cotton Breton Hat with Shapeable Brim - Milani Hat

    Original Price $ 20.00
    Current Price $ 15.00

    Meet your new go-to summer companion! This charming breton hat features a soft, shapeable cotton construction that bends to your style—literally. T...

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    Original Price $ 20.00
    Current Price $ 15.00
    Sale
  • Carkella Fairway Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Fairway Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Fairway Fedora by Wallaroo Hat Company

    $ 67.00

    Designed with golfers in mind, the Fairway blends a stylish fedora shape with a wide protective brim for all-around sun safety. Lightweight and bre...

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    $ 67.00
  • Carkella Del Mar Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Carkella Del Mar Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Carkella Del Mar Fedora by Wallaroo Hat Company

    $ 61.00

    The Del Mar Fedora combines sleek styling with practical sun protection, making it a favorite on and off the golf course. Its structured crown and ...

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    $ 61.00
  • Microfiber Large Bill UV Cap with Neck Cape - Juniper UV Wear Cap MegaCI
    Microfiber Large Bill UV Cap with Neck Cape - Juniper UV Wear Cap MegaCI J7249SBL Smokey Blue

    Microfiber Large Bill UV Cap with Neck Cape - Juniper UV Wear

    $ 29.00

    Experience ultimate sun protection without compromise. This microfiber cap features a seven-panel crown with strategic mesh ventilation to keep you...

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    $ 29.00
  • 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
  • Petite Tribal Band Fedora for Small Heads - Sunny Dayz™ Hats Fedora Hat Sun N Sand Hats HK455 Natural / Pink Small (54 cm)
    Petite Tribal Band Fedora for Small Heads - Sunny Dayz™ Hats Fedora Hat Sun N Sand Hats HK454 Tan / Blue Small (54 cm)

    Petite Tribal Band Fedora for Small Heads - Sunny Dayz™ Hats

    $ 28.75

    Embrace your unique style with this petite fedora, expertly crafted for smaller head sizes. Featuring a distinctive tribal-patterned woven band and...

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    $ 28.75
  • Sanibel by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sanibel by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Sanibel by Wallaroo Hat Company

    $ 61.00

    The Sanibel offers dependable outdoor performance with its wide brim, structured safari crown, and secure chin cord—ideal for windy conditions and ...

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    $ 61.00
  • Shapeable Brim Packable Ribbon Bucket Hat - Scala Hats Wide Brim Hat Scala Hats
    Shapeable Brim Packable Ribbon Bucket Hat - Scala Hats Wide Brim Hat Scala Hats

    Shapeable Brim Packable Ribbon Bucket Hat - Scala Hats

    $ 32.00

    Embrace versatility and protection with this Scala Collezion women's bucket hat, endorsed by the Skin Cancer Foundation for superior sun defense. T...

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    $ 32.00
  • 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
  • Caroline Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Caroline Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Caroline Fedora by Wallaroo Hat Company

    $ 61.00

    The Caroline Fedora blends timeless styling with lightweight wearability, making it a versatile choice for sunny days. Its refined pinch-front crow...

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    $ 61.00
  • Fleece Lined Quilted Rain Hat - Scala Collezione Hats Bucket Hat Scala Hats
    Fleece Lined Quilted Rain Hat - Scala Collezione Hats Bucket Hat Scala Hats LW655TL Teal

    Fleece Lined Quilted Rain Hat - Scala Collezione Hats

    $ 32.99

    Stay dry and cozy with this charming quilted rain hat from Scala Collezione. Featuring a water-repellent exterior paired with a plush fleece lining...

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    $ 32.99
  • 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
  • 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)

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

    $ 40.50

    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
  • 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
  • Packable, Washable Split Brim Straw Sun Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Packable, Washable Split Brim Straw Sun Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA1864-NAT Natural/Tan OS (57 cm)

    Packable, Washable Split Brim Straw Sun Hat - Boardwalk Style

    $ 31.00

    Experience the ideal balance of elegance and functionality with this charming straw sun hat, designed for effortless boardwalk style and reliable s...

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    $ 31.00
  • Navy Ribbon Trimmed Ivory Straw Summer Hat - Karen Keith Wide Brim Hat Great hats by Karen Keith
    Navy Ribbon Trimmed Ivory Straw Summer Hat - Karen Keith Wide Brim Hat Great hats by Karen Keith BT17-NAVY Ivory / Navy OS (57 cm)

    Navy Ribbon Trimmed Ivory Straw Summer Hat - Karen Keith

    $ 33.00

    Embrace sun-soaked days in effortless sophistication with this elegant women’s wide-brim straw hat. Designed with a graceful dome crown and a beaut...

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    $ 33.00
  • Carkella Sydney Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats SYDFM-DM Denim M/L (58 cm)
    Carkella Sydney Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Sydney Fedora by Wallaroo Hat Company

    $ 51.00

    The Sydney Fedora blends contemporary styling with Carkella’s signature magnetic emblem feature—allowing you to customize your hat with interchange...

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    $ 51.00
  • Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats
    Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats

    Jr. Explorer by Wallaroo Hats

    $ 33.00

    The JR. Explorer Hat is built for active kids and petite adults who love exploring outside. Made from lightweight, breathable microfiber, it offers...

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    $ 33.00
  • Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats
    Explorer by Wallaroo Hat Company Bucket Hat Wallaroo Hats

    Explorer by Wallaroo Hat Company

    $ 57.00

    The Explorer is a performance-driven boonie hat crafted for long days outdoors. Lightweight microfiber keeps it breathable and quick-drying, while ...

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    $ 57.00

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.