Skip to content

Adjustable Size Hats

  • Multitone Tweed Straw Safari Hat - Jeanne Simmons Hats Safari Hat Jeanne Simmons Accessories
    Multitone Tweed Straw Safari Hat - Jeanne Simmons Hats Safari Hat Jeanne Simmons Accessories

    Multitone Tweed Straw Safari Hat - Jeanne Simmons Hats

    $ 24.00

    This refined multitone tweed straw safari hat from Jeanne Simmons merges classic style with practical functionality. The distinctive fedora-inspire...

    View full details
    $ 24.00
  • Up Brim Summer Hat with Chiffon Scarf - Scala Collection Hats Kettle Brim Hat Scala Hats
    Up Brim Summer Hat with Chiffon Scarf - Scala Collection Hats Kettle Brim Hat Scala Hats LP381-COR Coral OS

    Up Brim Summer Hat with Chiffon Scarf - Scala Collection Hats

    $ 32.00

    Elevate your summer style with this sophisticated hat from Scala's curated collection. Featuring a versatile, shapeable brim that transitions from ...

    View full details
    $ 32.00
  • Karen Keith Striped Brim Straw Facesaver Hat with Bow Facesaver Hat Great hats by Karen Keith BT29-B Navy
    Karen Keith Striped Brim Straw Facesaver Hat with Bow Facesaver Hat Great hats by Karen Keith BT29-A Black

    Karen Keith Striped Brim Straw Facesaver Hat with Bow

    $ 33.00

    Embrace effortless style with this Karen Keith straw facesaver hat, designed for those who refuse to compromise between fashion and function. The i...

    View full details
    $ 33.00
  • Open Crown Natural Straw Sun Visor Hat - Boardwalk Style Visor Cap Boardwalk Style Hats DA1944-NAT Natural OS (57 cm)
    Open Crown Natural Straw Sun Visor Hat - Boardwalk Style Visor Cap Boardwalk Style Hats    Sale

    Open Crown Natural Straw Sun Visor Hat - Boardwalk Style

    Original Price $ 37.00
    Current Price $ 29.60

    Experience the perfect blend of style and practicality with this handcrafted straw sun visor. Featuring an open crown design and premium natural st...

    View full details
    Original Price $ 37.00
    Current Price $ 29.60
    Sale
  • Packable Straw Souwestern Summer Hat - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats
    Packable Straw Souwestern Summer Hat - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats HH1461B Brown Medium (57 cm)

    Packable Straw Souwestern Summer Hat - Sun 'N' Sand Hats

    $ 29.00

    Embrace timeless style with this vintage-inspired southwestern prairie hat, perfect for your next journey. Featuring a distinctive dome crown with ...

    View full details
    $ 29.00
  • Wool Felt Cloche with Stitched Flower - JSA Cloche Jeanne Simmons Accessories
    Wool Felt Cloche with Stitched Flower - JSA Cloche Jeanne Simmons Accessories js7431nv Navy OS (22.5")

    Wool Felt Cloche with Stitched Flower - JSA

    $ 37.00

    Step into vintage-inspired style with this delightful wool felt cloche hat. Featuring a striking multi-layered felt flower embellished with careful...

    View full details
    $ 37.00
  • 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
  • Straw Sun Hat with Rhinestone Studded Brim - Sun'N'Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH3201A Tan OS
    Straw Sun Hat with Rhinestone Studded Brim - Sun'N'Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH3201B Black OS

    Straw Sun Hat with Rhinestone Studded Brim - Sun'N'Sand Hats

    $ 37.50

    Shine bright while staying protected with this stunning straw sun hat featuring a glamorous rhinestone-studded wide brim. The sparkling narrow band...

    View full details
    $ 37.50
  • 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
  • Petite Tie Dye Summer Hat - Sunny Dayz Facesaver Hat Sun N Sand Hats HK432L Tie Dye M/L Jr. (55 cm)

    Petite Tie Dye Summer Hat - Sunny Dayz

    $ 28.75

    Stay cool and protected with this vibrant tie dye summer hat designed for petite frames. The dimensional brim tapers gracefully from front to back,...

    View full details
    $ 28.75
  • Cash Palm Printed Toyo Fedora for Small Heads - Sunny Dayz™ Safari Hat Sun N Sand Hats HK457 Brown Small (53.5 cm)

    Cash Palm Printed Toyo Fedora for Small Heads - Sunny Dayz™

    $ 24.00

    Escape to paradise with this striking palm-printed toyo fedora, designed for those who crave effortless tropical style. Featuring a sophisticated t...

    View full details
    $ 24.00
  • 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
  • Black and Natural Two Tone Crocheted Raffia Sun Hat - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Black and Natural Two Tone Crocheted Raffia Sun Hat - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Sale

    Black and Natural Two Tone Crocheted Raffia Sun Hat - Boardwalk Style

    Original Price $ 42.00
    Current Price $ 15.00

    Crafted by hand using premium raffia, this stunning capeline-style hat combines timeless elegance with practical sun protection. The natural straw ...

    View full details
    Original Price $ 42.00
    Current Price $ 15.00
    Sale
  • 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

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.