Skip to content

Adjustable Size Hats

  • Greenwich by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Greenwich by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Greenwich by Wallaroo Hat Company

    $ 73.00

    The Greenwich brings polished sophistication to sun-safe style with its gently upturned brim and beautifully structured safari crown. Designed for ...

    View full details
    $ 73.00
  • Frayed Brim Cotton Bucket Hat for Women - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats
    Frayed Brim Cotton Bucket Hat for Women - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH3599A White

    Frayed Brim Cotton Bucket Hat for Women - Sun 'N' Sand Hats

    $ 33.00

    Bring effortless style to sunny days with the Sun ’N’ Sand Frayed Brim Cotton Bucket Hat for Women. Designed with a relaxed, worn-in look, this cla...

    View full details
    $ 33.00
  • Denim Ribbon Safari Hat with Striped Band - Sun'N'Sand Hats Safari Hat Sun N Sand Hats
    Denim Ribbon Safari Hat with Striped Band - Sun'N'Sand Hats Safari Hat Sun N Sand Hats    Sale

    Denim Ribbon Safari Hat with Striped Band - Sun'N'Sand Hats

    Original Price $ 39.00
    Current Price $ 31.99

    Stay stylish and protected wherever your travels take you with this packable denim ribbon safari hat. Designed for both fashion and function. Craft...

    View full details
    Original Price $ 39.00
    Current Price $ 31.99
    Sale
  • Pineapple Print Bucket Hat - Caribbean Joe Hats Bucket Hat Sun N Sand Hats HCJ371A Pineapple OS

    Pineapple Print Bucket Hat - Caribbean Joe Hats

    $ 28.00

    Embrace tropical vibes with this vibrant pineapple-printed bucket hat, featuring a timeless square crown and structured 2.75" brim. Fully lined for...

    View full details
    $ 28.00
  • Flex Weave Straw Pinched Crown Safari Hat - Boardwalk Style Safari Hat Boardwalk Style Hats DA1353-TAUP Taupe OS (57 cm)
    Flex Weave Straw Pinched Crown Safari Hat - Boardwalk Style Safari Hat Boardwalk Style Hats

    Flex Weave Straw Pinched Crown Safari Hat - Boardwalk Style

    $ 45.00

    Elevate your warm-weather wardrobe with this pinched crown sun hat, crafted from premium Flex-Weave straw for a refined look that travels beautiful...

    View full details
    $ 45.00
  • Flex Weave Straw Flat Top Bucket Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Flex Weave Straw Flat Top Bucket Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA1356-TAUP Taupe OS (57 cm)

    Flex Weave Straw Flat Top Bucket Hat - Boardwalk Style

    $ 42.00

    Make a statement in the sun with this stunning flat-top bucket hat, designed with a dramatic 4.5-inch wide downward-sloping brim for exceptional co...

    View full details
    $ 42.00
  • Flex Weave Straw Asymmetrical Brim Sun Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA1354-NAT Natural Heather OS (57 cm)
    Flex Weave Straw Asymmetrical Brim Sun Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats

    Flex Weave Straw Asymmetrical Brim Sun Hat - Boardwalk Style

    $ 50.00

    Elevate your sun style with this beautiful Flex-Weave straw hat, designed with a graceful dome crown and a striking asymmetrical brim for modern so...

    View full details
    $ 50.00
  • Washable Poly-Straw Bucket Hat, UPF50 - Karen Keith Hats Cloche Great hats by Karen Keith PP15-A Toast Tweed OS (58 cm)
    Washable Poly-Straw Bucket Hat, UPF50 - Karen Keith Hats Cloche Great hats by Karen Keith PP15-B Ivory OS (58 cm)

    Washable Poly-Straw Bucket Hat, UPF50 - Karen Keith Hats

    $ 33.00

    This poly-straw bucket hat redefines sun protection for the modern adventurer. Engineered with UPF 50+ defense, it shields you from harmful rays wh...

    View full details
    $ 33.00
  • Gingham Cotton Bucket Hat with Chin Strap - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats
    Gingham Cotton Bucket Hat with Chin Strap - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH3597A Blue & White OS

    Gingham Cotton Bucket Hat with Chin Strap - Sun 'N' Sand Hats

    $ 43.00

    Make every outdoor moment count with this sophisticated gingham bucket hat that balances timeless design with smart, practical features. The classi...

    View full details
    $ 43.00
  • Coast Up Brim Sun Hat with Chiffon Scarf - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats
    Coast Up Brim Sun Hat with Chiffon Scarf - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats HH2942A Light grey Medium (57 cm)

    Coast Up Brim Sun Hat with Chiffon Scarf - Sun 'N' Sand Hats

    $ 45.00

    Elevate your warm-weather style with the Coast Up Brim Sun Hat, designed to combine timeless sophistication with reliable sun protection. Crafted f...

    View full details
    $ 45.00
  • Lady Brett Cloche by Wallaroo Hat Company Cloche Wallaroo Hats
    Lady Brett Cloche by Wallaroo Hat Company Cloche Wallaroo Hats

    Lady Brett Cloche by Wallaroo Hat Company

    $ 71.00

    This newest addition to Wallaroo’s Jane Seymour Collection captures the actress’s signature elegance with a classic cloche silhouette that never go...

    View full details
    $ 71.00
  • Packable Organic Raffia Fedora - Scala Hats Fedora Hat Scala Hats SCA10469 Natural

    Packable Organic Raffia Fedora - Scala Hats

    $ 72.00

    This sophisticated fedora showcases premium micro-braided raffia in a warm toast hue, engineered for both style and practicality. The dented crown ...

    View full details
    $ 72.00
  • Eden Knit Fedora with Belt Band - Sun 'n' Sand® Hats Fedora Hat Sun N Sand Hats HH3051A Natural OS (57 cm)

    Eden Knit Fedora with Belt Band - Sun 'n' Sand® Hats

    $ 31.00

    Own your confidence with the Eden Knit Fedora, the perfect companion for spring to fall seasons. Crafted from breathable lightweight knit, this hat...

    View full details
    $ 31.00
  • Brielle Knit Fedora with Colorful Band - Sun 'n' Sand® Hats Fedora Hat Sun N Sand Hats HH3148A Natural M/L (58.5 cm)

    Brielle Knit Fedora with Colorful Band - Sun 'n' Sand® Hats

    $ 34.00

    Step into confidence with the Brielle Knit Fedora, your go-to accessory for spring through early fall adventures. Crafted from breathable knit fabr...

    View full details
    $ 34.00
  • Flamingo Bucket Hat - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH3349 Flamingo OS

    Flamingo Bucket Hat - Sun 'N' Sand Hats

    $ 28.50

    Step into summer with confidence wearing this striking Flamingo Bucket Hat, designed for those who refuse to compromise on style or protection. Bui...

    View full details
    $ 28.50
  • Oakley Tribal Pattern Band Straw Fedora Hat - Sun 'n' Sand® Fedora Hat Sun N Sand Hats HH3021 White / Natural OS (57 cm)

    Oakley Tribal Pattern Band Straw Fedora Hat - Sun 'n' Sand®

    $ 34.00

    Embrace effortless style with this striking two-tone straw fedora, where timeless design meets modern versatility. The teardrop crown and pinched f...

    View full details
    $ 34.00
  • Textured Bangkok Toyo Wide Brim Panama Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    Textured Bangkok Toyo Wide Brim Panama Hat - Boardwalk Style Safari Hat Boardwalk Style Hats DA1895-Nttn Natural / Black Medium (57 cm)

    Textured Bangkok Toyo Wide Brim Panama Hat - Boardwalk Style

    from $ 32.00

    Discover effortless style with this textured toyo panama hat, engineered for travelers and adventure seekers. The distinctive fedora-inspired crown...

    View full details
    from $ 32.00
  • Wide Brim Sun Hat with Print Scarf and Bow - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats
    Wide Brim Sun Hat with Print Scarf and Bow - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats HH3224B Tan OS (57 cm)

    Wide Brim Sun Hat with Print Scarf and Bow - Sun 'N' Sand Hats

    $ 40.50

    The picture does not give justice to this simply elegant sun hat. Solid color hat with black trim complemented with a black and natural print scarf...

    View full details
    $ 40.50
  • Gambler Hat with Striped Band for Women - Sun 'N' Sand Hats Gambler Hat Sun N Sand Hats
    Gambler Hat with Striped Band for Women - Sun 'N' Sand Hats Gambler Hat Sun N Sand Hats HH3451B Tan Medium (57 cm)

    Gambler Hat with Striped Band for Women - Sun 'N' Sand Hats

    $ 43.00

    Step into effortless sophistication with this upturned-brim straw gambler hat, designed to blend timeless elegance with powerful sun defense. The f...

    View full details
    $ 43.00

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.