Skip to content

Adjustable Size Hats

  • Classic Roll Up Wrap Around Visor Hat - Sun 'N' Sand Hats Visor Cap Sun N Sand Hats
    Classic Roll Up Wrap Around Visor Hat - Sun 'N' Sand Hats Visor Cap Sun N Sand Hats HH1364A Black

    Classic Roll Up Wrap Around Visor Hat - Sun 'N' Sand Hats

    $ 36.00

    Embrace effortless style and sun-smart confidence with this versatile visor hat designed for the modern woman on the move. Featuring a generous 4.5...

    View full details
    $ 36.00
  • Stevie by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Stevie by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Stevie by Wallaroo Hat Company

    $ 69.00

    The Stevie hat brings refined travel-worthy style and serious sun protection into one beautifully designed accessory. Crafted from soft poly-straw ...

    View full details
    $ 69.00
  • Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats
    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats DA1302-OLIVE Olive Large (59cm)

    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style

    $ 35.00

    Shield yourself from intense sun rays with this versatile lifeguard-inspired hat, engineered for those who refuse to compromise on style or protect...

    View full details
    $ 35.00
  • Two Tone Wrap Around Visor Hat - Sun 'N' Sand Hats Visor Cap Sun N Sand Hats
    Two Tone Wrap Around Visor Hat - Sun 'N' Sand Hats Visor Cap Sun N Sand Hats HH2619A White

    Two Tone Wrap Around Visor Hat - Sun 'N' Sand Hats

    $ 27.00

    Elevate your sun protection game with this sophisticated two-tone wrap-around visor. Designed for the modern woman who refuses to compromise on sty...

    View full details
    $ 27.00
  • Sterling Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sterling Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Sterling Safari by Wallaroo Hat Company

    $ 69.00

    The Sterling by Wallaroo delivers classic safari style with a fresh, nautical twist. Featuring a crisp contrast trim and a coordinating striped hat...

    View full details
    $ 69.00
  • Rip Stop Cotton Boonie with Floatable Brim - DPC Outdoor Hats Bucket Hat Dorfman Hat Co.
    Rip Stop Cotton Boonie with Floatable Brim - DPC Outdoor Hats Bucket Hat Dorfman Hat Co. MC428-PUTTY2 Putty Medium

    Rip Stop Cotton Boonie with Floatable Brim - DPC Outdoor Hats

    $ 39.00

    Pigment dyed rip stop cotton boonie hat. Dimensional bound brim, 3.75" wide front and back, 3" sides. Floatable brim makes this a great fishing, sa...

    View full details
    $ 39.00
  • 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...

    View full details
    $ 27.50
  • Crocheted Summer Cloche - Callanan Handmade Hats Wide Brim Hat Callanan Hats CR257WH White M/L (58 cm)

    Crocheted Summer Cloche - Callanan Handmade Hats

    $ 79.00

    Crafted by the talented hands of John Callanan, this charming cloche brings vintage flair to your summer wardrobe. Hand-crocheted with shimmering L...

    View full details
    $ 79.00
  • 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
  • Cotton Sun Hat with Ponytail Opening - Scala Hats for Women Wide Brim Hat Scala Hats SCA11739-WHBLK White / Black M/L (57 - 58 cm)
    Cotton Sun Hat with Ponytail Opening - Scala Hats for Women Wide Brim Hat Scala Hats

    Cotton Sun Hat with Ponytail Opening - Scala Hats for Women

    $ 37.00

    Designed for active women who refuse to compromise on style or sun protection, this Scala cotton sun hat combines practical functionality with eleg...

    View full details
    $ 37.00
  • River Knit Western Hat Tassel Band - Sun 'N' Sand Hats Cowboy Hat Sun N Sand Hats HH3147B Natural OS (58 cm)
    River Knit Western Hat Tassel Band - Sun 'N' Sand Hats Cowboy Hat Sun N Sand Hats

    River Knit Western Hat Tassel Band - Sun 'N' Sand Hats

    $ 42.00

    Embrace your bold style with this versatile knit western hat, designed for the confident woman who refuses to blend in. The classic off-white hue p...

    View full details
    $ 42.00
  • 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...

    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
  • 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
  • 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
  • Wool Cloche Hat with Animal Print Accent - Adora® Wool Hats Cloche Adora Hats AD1295A Black M/L (58 cm)
    Wool Cloche Hat with Animal Print Accent - Adora® Wool Hats Cloche Adora Hats AD1295B Tan M/L (58 cm)

    Wool Cloche Hat with Animal Print Accent - Adora® Wool Hats

    $ 48.00

    Embrace vintage charm with this exquisite wool cloche hat, a timeless accessory that exudes understated sophistication. The structured dome crown a...

    View full details
    $ 48.00
  • 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...

    View full details
    $ 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...

    View full details
    $ 27.00
  • 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

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.