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Adjustable Size Hats

  • Open Weave Seagrass Straw Fedora - Tidal Tom Hats Fedora Hat Tidal Tom HTT1010B-XL Brown XL (60-61 cm)
    Open Weave Seagrass Straw Fedora - Tidal Tom Hats Fedora Hat Tidal Tom HTT1010A-ML Navy M/L (57-59 cm)

    Open Weave Seagrass Straw Fedora - Tidal Tom Hats

    $ 27.50

    Refine your warm-weather style with this natural seagrass straw fedora hat for men, designed for both comfort and timeless appeal. Featuring a clas...

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    $ 27.50
  • Polka Dot Band Pinned Up Brim Sun Hat  - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH2497B Black / White M (57 cm)
    Polka Dot Band Pinned Up Brim Sun Hat  - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH2497A Ivory / Navy M (57 cm)

    Polka Dot Band Pinned Up Brim Sun Hat - Sun 'N' Sand Hats

    $ 24.00

    Make a statement this season with this refined sun hat, showcasing an eye-catching polka dot bow band and an artfully asymmetrical brim pinned grac...

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    $ 24.00
  • Two Tone Raffia Beach Hat with Bow Wide Brim Hat Something Special LA
    Two Tone Raffia Beach Hat with Bow Wide Brim Hat Something Special LA WSraf1353AQ Aqua

    Two Tone Raffia Beach Hat with Bow

    $ 52.00

    Crochet raffia crown. Sewn braid raffia brim. Bound, 5" wide brim with V-cut. Large bow in back. Drawstring inside crown to adjust size. One size. ...

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    $ 52.00
  • Adjustable Size Hat for Ponytails - Boardwalk Style Facesaver Hat Boardwalk Style Hats
    Adjustable Size Hat for Ponytails - Boardwalk Style Facesaver Hat Boardwalk Style Hats DA1367-BLK Brown Tweed OS

    Adjustable Size Hat for Ponytails - Boardwalk Style

    $ 37.50

    Enjoy sun-smart style and a perfect fit with this adjustable ponytail sun hat, thoughtfully designed for larger head sizes. The elastic strap closu...

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    $ 37.50
  • Victoria Fedora Diva by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Victoria Fedora Diva by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Victoria Fedora Diva by Wallaroo Hat Company

    $ 57.00

    The Victoria Fedora Diva is a stunning new addition to Wallaroo’s iconic Victoria collection, blending the timeless fedora crown with a glamorous 4...

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    $ 57.00
  • Flex Weave Straw Wide Brim Beach Hat - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats DA1350-NAT Natural Heather OS (57 cm)
    Flex Weave Straw Wide Brim Beach Hat - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats

    Flex Weave Straw Wide Brim Beach Hat - Boardwalk Style

    $ 49.00

    Turn every shoreline stroll into a style moment with this stunning Flex-Weave straw beach hat, designed to elevate your seaside and resort adventur...

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    $ 49.00
  • Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats DARB- Ivory/Blue OS (58 cm)
    Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats

    Darby Cloche by Wallaroo Hat Company

    $ 61.00

    Introducing the Darby Cloche—a timeless two-tone design that celebrates effortless elegance. This ivory beauty features striking contrast stitching...

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    $ 61.00
  • Petite Backless Hat for Small Heads - Sunny Dayz™ Hats Facesaver Hat Sun N Sand Hats
    Petite Backless Hat for Small Heads - Sunny Dayz™ Hats Facesaver Hat Sun N Sand Hats HK509 Blue Small (54 cm)

    Petite Backless Hat for Small Heads - Sunny Dayz™ Hats

    $ 31.50

    Discover the perfect petite hat designed specifically for smaller heads. This innovative Facesaver style features a full front and side brim that g...

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    $ 31.50
  • Victoria Cap - Wallaroo Hat Company Facesaver Hat Wallaroo Hats
    Victoria Cap - Wallaroo Hat Company Facesaver Hat Wallaroo Hats

    Victoria Cap - Wallaroo Hat Company

    $ 53.00

    Introducing the Victoria Cap, a brand-new addition to Wallaroo’s iconic Victoria collection. This innovative sun cap blends the comfort of a classi...

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    $ 53.00
  • Crochet Raffia Cowboy Hat Cowboy Hat Something Special LA
    Crochet Raffia Cowboy Hat Cowboy Hat Something Special LA WSRA493NT Natural

    Crochet Raffia Cowboy Hat

    $ 52.00

    Step into refined summer style with this elegant cowgirl hat designed to combine timeless shape with subtle glamour. The curled, ribbon-bound brim ...

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    $ 52.00
  • Multi Color Shapeable Brim Western Hat - Cappelli Straworld Cowboy Hat Cappelli Straworld
    Multi Color Shapeable Brim Western Hat - Cappelli Straworld Cowboy Hat Cappelli Straworld CSW415-AQU Aqua

    Multi Color Shapeable Brim Western Hat - Cappelli Straworld

    $ 32.00

    Bring some personality to your western wardrobe with this vibrant multi-color braided cowgirl hat. Featuring a distinctive dented crown and front p...

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    $ 32.00
  • Paloma Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Paloma Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Paloma Fedora by Wallaroo Hat Company

    $ 81.00

    The Paloma Fedora combines natural raffia craftsmanship with relaxed luxury, making it an ideal summer hat for beach vacations, poolside lounging, ...

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    $ 81.00
  • Everett Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats EVRT-MC-M Mixed Camel M/L (59 cm)
    Everett Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Everett Fedora by Wallaroo Hat Company

    $ 69.00

    Designed specifically for golfers, the Everett brings together classic fedora style and high-performance bamboo fabric to keep you protected and co...

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    $ 69.00
  • Small Size Woven Straw Safari Hat for Women - Sunny Dayz™ Safari Hat Sun N Sand Hats HK483 Ivory Small (54 cm)

    Small Size Woven Straw Safari Hat for Women - Sunny Dayz™

    $ 28.00

    Embrace effortless summer style with this petite-sized woven straw safari hat, designed for those seeking both elegance and practicality. The refin...

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    $ 28.00
  • Isabella Small Size Summer Cloche Hat  - Sunny Dayz Hats Cloche Sun N Sand Hats HK477 Natural Small (54.5 cm)

    Isabella Small Size Summer Cloche Hat - Sunny Dayz Hats

    $ 27.00

    Discover the Isabella Small Size Summer Cloche Hat, expertly crafted for petite frames seeking timeless elegance. This refined cloche features a gr...

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    $ 27.00
  • Mixed Color Wide Brim Beach Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA780-BLK Black OS (57 cm)
    Mixed Color Wide Brim Beach Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats

    Mixed Color Wide Brim Beach Hat - Boardwalk Style

    $ 25.00

    Stay cool and protected with this stunning mixed-color wide brim beach hat from Boardwalk Style. Designed for comfort, the lightweight construction...

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    $ 25.00
  • Montecito by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Montecito by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Montecito by Wallaroo Hat Company

    $ 69.00

    The Montecito Broad-Brimmed Rancher hat offers a coastal-chic look with its soft, woven texture and relaxed brim. This rancher-style wide-brim hat ...

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    $ 69.00
  • Quinn by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Quinn by Wallaroo Hat Company Cowboy Hat Wallaroo Hats

    Quinn by Wallaroo Hat Company

    $ 85.00

    The Quinn is a romantic western hat inspired by Jane Seymour's role in Dr. Quinn, Medicine Woman that combines rustic charm with modern sun protect...

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    $ 85.00
  • Tropical Trim Wrap Around Visor Hat - Sun 'N' Sand Hats Visor Cap Caribbean Joe
    Tropical Trim Wrap Around Visor Hat - Sun 'N' Sand Hats Visor Cap Caribbean Joe HCJ337B Blue

    Tropical Trim Wrap Around Visor Hat - Sun 'N' Sand Hats

    $ 27.00

    Escape the sun in style with this breezy wrap-around visor that's as fun as a tropical getaway. Featuring a vibrant tie-dye ribbon trim and natural...

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    $ 27.00
  • Hand Crocheted Raffia Kettle Brim Hat - Rust Kettle Brim Hat Boardwalk Style Hats
    Hand Crocheted Raffia Kettle Brim Hat - Rust Kettle Brim Hat Boardwalk Style Hats WSda739RT Rust Medium (57 cm)

    Hand Crocheted Raffia Kettle Brim Hat - Rust

    $ 52.00

    Handmade raffia hat with up turned brim. Shapeable, 3" wide brim. Ribbon inner band with drawstring. UPF 50+ rated. One size. 100% raffia

    $ 52.00
  • Christy's Braided Raffia Extra Wide Brim Sun Hat Wide Brim Sun Hat Christys' London
    Christy's Braided Raffia Extra Wide Brim Sun Hat Wide Brim Sun Hat Christys' London WSCCS908BK Black Medium (57 cm)

    Christy's Braided Raffia Extra Wide Brim Sun Hat

    $ 72.00

    Luxurious black raffia floppy hat. Extra-wide brim, 6", provides excellent sun protection. Large linen bow and wide band. Christy's Crown Series pi...

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    $ 72.00
  • Nosara by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Nosara by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Nosara by Wallaroo Hat Company

    $ 81.00

    The Nosara Wide Brim Sun Hat is handcrafted from natural raffia straw for a rich, authentic texture that captures the spirit of island living. Its ...

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    $ 81.00
  • Two Tone UV Blocking Safari Hat - Karen Keith Hats Safari Hat Great hats by Karen Keith BT14-F Toast

    Two Tone UV Blocking Safari Hat - Karen Keith Hats

    $ 30.00

    Elevate your outdoor style with this braided toyo safari hat, designed for both elegance and high-performance sun protection. The tweed toast-color...

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    $ 30.00
  • Small Brim Sun Hat Double Ribbon Band - Sun 'N' Sand Hat Cloche Sun N Sand Hats HH2689B Tan OS (58 cm)
    Small Brim Sun Hat Double Ribbon Band - Sun 'N' Sand Hat Cloche Sun N Sand Hats HH2689A Ivory OS (58 cm)

    Small Brim Sun Hat Double Ribbon Band - Sun 'N' Sand Hat

    $ 28.00

    Add timeless elegance to your summer look with this small brim cloche-style hat, designed for effortless sophistication and everyday wear. The clas...

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    $ 28.00

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.