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Adjustable Size Hats

  • Asymmetrical Big Brim Summer Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Asymmetrical Big Brim Summer Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA221-1 TT Toast tweed Medium (57 cm)
    $ 29.00
    Boardwalk Style Hats

    Asymmetrical Big Brim Summer Hat - Boardwalk Style

    Discover effortless sun protection with this sophisticated asymmetrical design. The generous 4-inch front brim tapers gracefully to 3 inches at the...

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    $ 29.00
  • Small Heads Tribal Band Straw Hat with Chin Cord - Sunny Dayz™ Safari Hat Sun N Sand Hats HK451 Natural Small (54 cm)
    Small Heads Tribal Band Straw Hat with Chin Cord - Sunny Dayz™ Safari Hat Sun N Sand Hats
    $ 31.25
    Sun N Sand Hats

    Small Heads Tribal Band Straw Hat with Chin Cord - Sunny Dayz™

    Embrace sun-kissed style with this refined straw hat, expertly tailored for smaller head sizes. Its distinctive dented crown and striking tribal-wo...

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    $ 31.25
  • 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)
    $ 31.00
    Boardwalk Style Hats

    Packable, Washable Split Brim Straw Sun Hat - Boardwalk Style

    Experience the perfect blend of style and practicality with this charming straw sun hat. Its signature split brim design features a graceful downwa...

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    $ 31.00
  • Open Crown Ponytail Roll Up Sun Visor Hat - Jeanne Simmons Hats Facesaver Hat Jeanne Simmons
    Open Crown Ponytail Roll Up Sun Visor Hat - Jeanne Simmons Hats Facesaver Hat Jeanne Simmons js6014nv Navy OS
    $ 23.00
    Jeanne Simmons

    Open Crown Ponytail Roll Up Sun Visor Hat - Jeanne Simmons Hats

    Experience the ultimate in travel-friendly style with this innovative open crown visor. The shapeable wire-edged brim stretches a generous 5 inches...

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    $ 23.00
  • Blanket Stitched Band Straw Sun Hat for Petites - Sunny Dayz™ Safari Hat Sun N Sand Hats
    Blanket Stitched Band Straw Sun Hat for Petites - Sunny Dayz™ Safari Hat Sun N Sand Hats HK437 Ivory Small (54 cm)
    $ 28.75
    Sun N Sand Hats

    Blanket Stitched Band Straw Sun Hat for Petites - Sunny Dayz™

    Discover the perfect petite-sized escape with our Blanket Stitched Band Straw Sun Hat. This ivory straw beauty features a timeless dented crown, tr...

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    $ 28.75
  • Cotton Poplin Wide Brim Bucket Hat for Women - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH2785B Dusty Blue OS (57 cm)
    Cotton Poplin Wide Brim Bucket Hat for Women - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH2785A White OS (57 cm)
    $ 27.00
    Sun N Sand Hats

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

    Cotton poplin bucket hat for women. Packable, crushable summer hat. Wide brim provides good sun coverage, 3.25" wide. Shallow square crown, 3" deep...

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    $ 27.00
  • 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
    $ 27.50
    Sun N Sand Hats

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

    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...

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    $ 27.50
  • Supplex Dimensional Brim Hat, White 2XL - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, White 2XL - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC288-WHT5 White XL/2X (61 cm)
    $ 32.00
    Dorfman Hat Co.

    Supplex Dimensional Brim Hat, White 2XL - DPC Outdoor Headwear

    DPC Outdoor Hats for men. Supplex® materials provide cottony soft comfort, while shrink and fade resistant, and faster drying. This boonie style me...

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    $ 32.00
  • Unisex Straw Gardening Hat with Chin Cord - Large and XL Sizes Safari Hat Jeanne Simmons
    Unisex Straw Gardening Hat with Chin Cord - Large and XL Sizes Safari Hat Jeanne Simmons js6966ttL Toast Large (59 cm)
    $ 25.00
    Jeanne Simmons

    Unisex Straw Gardening Hat with Chin Cord - Large and XL Sizes

    Large brim hat provides excellent sun protection. Downward sloping brim, 4" wide. Dented fedora like crown with front pinch. Double metal eyelets o...

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    $ 25.00
  • Lia Packable Up Turned Brim Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2177A White Medium (57 cm)
    Lia Packable Up Turned Brim Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2177C Pink Medium (57 cm)
    $ 31.00
    Sun N Sand Hats

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

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

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    $ 31.00
  • 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 da761BK Black Medium (57 cm)
    $ 26.00
    Boardwalk Style Hats

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

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

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    $ 26.00
  • Light Tweed Wide Brim Pinned Up Back Sun Hat - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH2162B Black Medium (57 cm)
    Light Tweed Wide Brim Pinned Up Back Sun Hat - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH2162A Natural Medium (57 cm)
    $ 35.00
    Sun N Sand Hats

    Light Tweed Wide Brim Pinned Up Back Sun Hat - Sun 'N' Sand Hats

    Discover effortless sun protection with this elegant facesaver design that keeps the back open for breathability. The sophisticated multitone beige...

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    $ 35.00
  • Petite Marseille by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats
    Petite Marseille by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats
    $ 73.00
    Wallaroo Hats

    Petite Marseille by Wallaroo Hat Company

    The Petite Marseille brings Wallaroo’s iconic designer striped wide-brim style to smaller head sizes. Its dramatic downward-curved brim offers exce...

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    $ 73.00
  • 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)
    $ 26.00
    Milani Hats

    Heather Floppy Sun Hat with Chin Strap - Milani Hats

    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 ...

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    $ 26.00
  • Two Tone Backless Facesaver Sun Hat - Jeanne Simmons Facesaver Hat Jeanne Simmons
    Two Tone Backless Facesaver Sun Hat - Jeanne Simmons Facesaver Hat Jeanne Simmons JS8331-BKWT Black/Wheat
    $ 32.00
    Jeanne Simmons

    Two Tone Backless Facesaver Sun Hat - Jeanne Simmons

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

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    $ 32.00
  • Supplex Dimensional Brim Hat, Grey - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, Grey - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC288-GREY1 Grey S/M
    $ 32.00
    Dorfman Hat Co.

    Supplex Dimensional Brim Hat, Grey - DPC Outdoor Headwear

    DPC Outdoor Hats for men. Boonie style hat with dimensional brim, 4" wide front and back, 3" sides. Double layer bound brim with black under brim. ...

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    $ 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)
    $ 29.00
    Boardwalk Style Hats

    Woven Bangkok Straw Sun Hat with Split Brim - Boardwalk Style

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

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    $ 29.00
  • Unisex Gardening Hat with Chin Cord - Large and XL Sizes Safari Hat Jeanne Simmons js6962l Brown Large (59 cm)
    Unisex Gardening Hat with Chin Cord - Large and XL Sizes Safari Hat Jeanne Simmons
    $ 27.00
    Jeanne Simmons

    Unisex Gardening Hat with Chin Cord - Large and XL Sizes

    Shield yourself from the sun with this versatile gardening hat, designed for both men and women who demand protection without compromise. The gener...

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    $ 27.00
  • Carkella Sydney Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats SYDFM-DM Denim M/L (58 cm)
    Carkella Sydney Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 51.00
    Wallaroo Hats

    Carkella Sydney Fedora by Wallaroo Hat Company

    The Sydney Fedora blends contemporary styling with Carkella’s signature magnetic emblem feature—allowing you to customize your hat with interchange...

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    $ 51.00
  • Elegant Wide Brim Straw Hat - Large and Extra-Large Size Safari Hat Jeanne Simmons
    Elegant Wide Brim Straw Hat - Large and Extra-Large Size Safari Hat Jeanne Simmons js8001whL White Large (59 cm)
    $ 29.00
    Jeanne Simmons

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

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

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    $ 29.00
  • Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats
    Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats
    $ 33.00
    Wallaroo Hats

    Jr. Explorer by Wallaroo Hats

    The JR. Explorer Hat is built for active kids and petite adults who love exploring outside. Made from lightweight, breathable microfiber, it offers...

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    $ 33.00
  • Split-Back Sun Hat with Bow Wide Brim Hat Jeanne Simmons
    Split-Back Sun Hat with Bow Wide Brim Hat Jeanne Simmons JS8208-WHT White
    $ 32.00
    Jeanne Simmons

    Split-Back Sun Hat with Bow

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

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    $ 32.00

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.