Skip to content

Adjustable Size Hats

  • 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...

    View full details
    $ 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, ...

    View full details
    $ 81.00
  • 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...

    View full details
    $ 37.50
  • 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...

    View full details
    $ 61.00
  • 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...

    View full details
    $ 53.00
  • 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...

    View full details
    $ 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...

    View full details
    $ 27.00
  • 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 ...

    View full details
    $ 69.00
  • 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...

    View full details
    $ 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
  • 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 ...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 28.00
  • Brown and Grey Two Tone Raffia Sun Hat - Boardwalk Style Hats Wide Brim Sun Hat Boardwalk Style Hats
    Brown and Grey Two Tone Raffia Sun Hat - Boardwalk Style Hats Wide Brim Sun Hat Boardwalk Style Hats
    Sale

    Brown and Grey Two Tone Raffia Sun Hat - Boardwalk Style Hats

    Original Price $ 42.00
    Current Price $ 15.00

    Step into summer style with this exquisite hand-crocheted raffia sun hat, where a sophisticated grey dome meets a luxurious chocolate brown floppy ...

    View full details
    Original Price $ 42.00
    Current Price $ 15.00
    Sale
  • Wide Brim Gardening Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH2902B Black OS (57 cm)
    Wide Brim Gardening Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH2902A Tan OS (57 cm)

    Wide Brim Gardening Hat with Chin Cord - Sun 'N' Sand Hats

    $ 33.75

    Step into the garden with timeless style and unwavering sun protection. This wide-brim hat showcases a natural straw crown with an elegant dented s...

    View full details
    $ 33.75
  • Flex Weave Straw Lampshade Style Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA1355-NAT Natural Heather OS (57 cm)
    Flex Weave Straw Lampshade Style Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats

    Flex Weave Straw Lampshade Style Hat - Boardwalk Style

    $ 49.00

    Make a sophisticated statement in the sun with this lampshade-style hat, designed with a dramatic 5-inch wide downward-sloping brim for ultimate co...

    View full details
    $ 49.00
  • 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...

    View full details
    $ 49.00
  • Washable Poly-Straw Facesaver Hat with Bow - Karen Keith Hats Facesaver Hat Great hats by Karen Keith PP23-C Tan OS (58 cm)
    Washable Poly-Straw Facesaver Hat with Bow - Karen Keith Hats Facesaver Hat Great hats by Karen Keith PP23-B Natural OS (58 cm)

    Washable Poly-Straw Facesaver Hat with Bow - Karen Keith Hats

    $ 30.00

    Protect your skin while staying active with this versatile poly-straw facesaver hat. Featuring UPF 50+ sun protection, it keeps harmful rays at bay...

    View full details
    $ 30.00
  • 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...

    View full details
    $ 69.00

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.