Skip to content

Adjustable Size Hats

  • St. Tropez Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats STTR-24-NA Natural / Navy M/L (58 cm)
    St. Tropez Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats Sale

    St. Tropez Trilby by Wallaroo Hat Company

    Original Price $ 49.00
    Current Price $ 26.00

    The St. Tropez Trilby features a shorter brim and structured fedora crown, making it a chic option for women and men seeking a compact summer hat. ...

    View full details
    Original Price $ 49.00
    Current Price $ 26.00
    Sale
  • Downturned Brim Summer Hat Wide Brim Hat JEL
    Downturned Brim Summer Hat Wide Brim Hat JEL WSPS610BG Beige tweed

    Downturned Brim Summer Hat

    $ 23.00

    Brim 3" wide on front and narrows toward back to 1.5". Black or brown ribbon band with small bow. One size fits most, with adjustable drawstring in...

    View full details
    $ 23.00
  • Metallic Straw Safari Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH2372A Tan / Gold Medium (57 cm)
    Metallic Straw Safari Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH2372C White / Silver Medium (57 cm)

    Metallic Straw Safari Hat with Chin Cord - Sun 'N' Sand Hats

    $ 40.50

    Embrace the sun with confidence in this striking metallic safari hat designed for the modern woman. The shimmering thread catches the light beautif...

    View full details
    $ 40.50
  • Criss Cross Woven Straw Brim Cap - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3179C Natural M/L (57-59 cm) Hook and Loop Closure
    Criss Cross Woven Straw Brim Cap - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3179F Navy M/L (57-59 cm) Hook and Loop Closure

    Criss Cross Woven Straw Brim Cap - Sun 'N' Sand Hats

    $ 27.50

    Shield yourself from the sun in style with this versatile straw brim cap featuring an eye-catching crisscross woven band. The generous 3.75" peak d...

    View full details
    $ 27.50
  • Black and White Sun Hat with Large Straw Bow - DNMC Hats Facesaver Hat Boardwalk Style Hats
    Black and White Sun Hat with Large Straw Bow - DNMC Hats Facesaver Hat Boardwalk Style Hats DA761-BK Black Medium (57 cm)

    Black and White Sun Hat with Large Straw Bow - DNMC Hats

    $ 29.00

    Make a statement with this sophisticated black and white sun hat, designed to keep you protected and polished. The dramatic straw bow and asymmetri...

    View full details
    $ 29.00
  • Packable, Washable Split Brim Straw Sun Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Packable, Washable Split Brim Straw Sun Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA1864-NAT Natural/Tan OS (57 cm)

    Packable, Washable Split Brim Straw Sun Hat - Boardwalk Style

    $ 31.00

    Experience the ideal balance of elegance and functionality with this charming straw sun hat, designed for effortless boardwalk style and reliable s...

    View full details
    $ 31.00
  • Lia Packable Up Turned Brim Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2177E Pistachio Medium (57 cm)
    Lia Packable Up Turned Brim Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2177F Yellow Medium (57 cm)

    Lia Packable Up Turned Brim Sun Hat - Sun 'N' Sand Hats

    $ 31.00

    Discover effortless sun protection with the Lia Packable Up Turned Brim Sun Hat. This lightweight braid design features a gracefully curved brim th...

    View full details
    $ 31.00
  • Two Tone Backless Facesaver Sun Hat - Jeanne Simmons Facesaver Hat Jeanne Simmons Accessories
    Two Tone Backless Facesaver Sun Hat - Jeanne Simmons Facesaver Hat Jeanne Simmons Accessories JS8331-BKWT Black/Wheat

    Two Tone Backless Facesaver Sun Hat - Jeanne Simmons

    $ 32.00

    Meet the ultimate sunny day solution for women who want maximum face coverage: this two-tone backless facesaver sun hat delivers polished style and...

    View full details
    $ 32.00
  • Woven Bangkok Straw Sun Hat with Split Brim - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Woven Bangkok Straw Sun Hat with Split Brim - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats DA767-NTbk Natural Medium (57 cm)

    Woven Bangkok Straw Sun Hat with Split Brim - Boardwalk Style

    $ 29.00

    This versatile straw sun hat combines style and function with its distinctive split brim design—ideal for keeping your ponytail free while staying ...

    View full details
    $ 29.00
  • Santiago Small Size Straw Safari Hat - Sunny Dayz™ Safari Hat Sun N Sand Hats HK489 Natural Small (54 cm)

    Santiago Small Size Straw Safari Hat - Sunny Dayz™

    $ 28.00

    Discover the perfect fit with this petite Panama-style safari hat, expertly crafted for smaller head sizes. The artfully dented crown and classic p...

    View full details
    $ 28.00
  • Heather Floppy Sun Hat with Chin Strap - Milani Hats Wide Brim Sun Hat Milani Hats
    Heather Floppy Sun Hat with Chin Strap - Milani Hats Wide Brim Sun Hat Milani Hats BB005nt Natural Heather Medium (57 cm)

    Heather Floppy Sun Hat with Chin Strap - Milani Hats

    $ 26.00

    Stay shaded in style with this charming heather floppy sun hat from Milani. Crafted from soft toyo braid, it features a generous 4.5" brim perfect ...

    View full details
    $ 26.00
  • Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats ELIS-WHBG Natural M/L (58 cm)
    Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Elise by Wallaroo Hat Company

    $ 77.00

    The full-size Elise offers dramatic, full-coverage sun protection with its sweeping extra-wide brim—perfect for tropical vacations, cruises, poolsi...

    View full details
    $ 77.00
  • Elegant Wide Brim Straw Hat - Large and Extra-Large Size Safari Hat Jeanne Simmons Accessories
    Elegant Wide Brim Straw Hat - Large and Extra-Large Size Safari Hat Jeanne Simmons Accessories js8001whL White Large (59 cm)

    Elegant Wide Brim Straw Hat - Large and Extra-Large Size

    $ 29.00

    Step into sophistication with this charming wide-brim straw hat, designed for those who love timeless style with a modern twist. Featuring a classi...

    View full details
    $ 29.00
  • Split-Back Sun Hat with Bow Wide Brim Hat Jeanne Simmons Accessories
    Split-Back Sun Hat with Bow Wide Brim Hat Jeanne Simmons Accessories JS8208-WHT White

    Split-Back Sun Hat with Bow

    $ 32.00

    This split-back sun hat is the perfect blend of elegance and everyday practicality—made for women who want sun protection without sacrificing style...

    View full details
    $ 32.00
  • Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats Wide Brim Hat Jeanne Simmons Accessories
    Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats Wide Brim Hat Jeanne Simmons Accessories js8255BK Black Tweed Medium (57 cm)

    Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats

    $ 31.00

    Experience effortless sun protection with this sophisticated wide-brim hat, designed with a graceful downward slope and elegant ribbon trim. The so...

    View full details
    $ 31.00
  • Two Tone Tweed Crown Kettle Brim Sun Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8211bk Black
    Two Tone Tweed Crown Kettle Brim Sun Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8211wh White

    Two Tone Tweed Crown Kettle Brim Sun Hat - Jeanne Simmons Hats

    $ 34.00

    This two-tone tweed braid hat features a distinctive kettle brim silhouette with a 3-inch width that turns up elegantly for a refined look. The sha...

    View full details
    $ 34.00
  • Chitre Flat Crown Summer Gaucho Hat - Sun 'N' Sand Hats Bolero Hat Sun N Sand Hats
    Chitre Flat Crown Summer Gaucho Hat - Sun 'N' Sand Hats Bolero Hat Sun N Sand Hats HH2141B Toast Medium (57 cm)

    Chitre Flat Crown Summer Gaucho Hat - Sun 'N' Sand Hats

    $ 37.00

    Own your outdoor adventures with this sophisticated gaucho hat, crafted for women who demand both elegance and protection. The distinctive flat cro...

    View full details
    $ 37.00
  • Luna Petite Straw Safari Hat with Pink Band - Sunny Dayz™ Safari Hat Sun N Sand Hats
    Luna Petite Straw Safari Hat with Pink Band - Sunny Dayz™ Safari Hat Sun N Sand Hats HK438 Natural Small (54 cm)

    Luna Petite Straw Safari Hat with Pink Band - Sunny Dayz™

    $ 28.75

    Tailored for petite proportions, the Luna Safari Hat delivers sophisticated sun protection without compromise. This straw hat showcases a refined s...

    View full details
    $ 28.75
  • Open Crown Straw Sun Visor Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats
    Open Crown Straw Sun Visor Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats

    Open Crown Straw Sun Visor Hat - Boardwalk Hats

    $ 25.00

    Stay stylish and protected with this women’s heathered straw sun visor, designed for comfortable, flattering coverage all season long. The wide 4" ...

    View full details
    $ 25.00
  • Lily Two Tone Black and Natural Straw Safari - Sunny Dayz™ Safari Hat Sun N Sand Hats HK439 Natural Small (54 cm)

    Lily Two Tone Black and Natural Straw Safari - Sunny Dayz™

    $ 28.75

    Stay cool, confident, and sun-protected with this petite two-tone sun hat, thoughtfully designed for smaller head sizes. Blending refined style wit...

    View full details
    $ 28.75
  • Wide Brim Braided Wrap Around  Sun Visor - Fadivo Hats Visor Cap Fadivo New York CH4505-NAT Natural OS (55-59 cm)
    Wide Brim Braided Wrap Around  Sun Visor - Fadivo Hats Visor Cap Fadivo New York
    Sale

    Wide Brim Braided Wrap Around Sun Visor - Fadivo Hats

    Original Price $ 18.00
    Current Price $ 11.99

    Shield your face in style with this playful wide-brim wrap-around visor from Fadivo. The generous 5.25" brim keeps sun at bay while the 2.5" ribbon...

    View full details
    Original Price $ 18.00
    Current Price $ 11.99
    Sale

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.