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Adjustable Size Hats

  • 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
    $ 77.00
    Wallaroo Hats

    Elise by Wallaroo Hat Company

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

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    $ 77.00
  • Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats Wide Brim Hat Jeanne Simmons
    Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats Wide Brim Hat Jeanne Simmons js8255BK Black Tweed Medium (57 cm)
    $ 31.00
    Jeanne Simmons

    Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats

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

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    $ 31.00
  • 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 Bolero Hat Sun N Sand Hats
    $ 37.00
    Sun N Sand Hats

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

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

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    $ 37.00
  • Petite Crocheted Hat with Daisies - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Petite Crocheted Hat with Daisies - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats DA2961 Brown XS (54 cm)
    $ 25.00
    Boardwalk Style Hats

    Petite Crocheted Hat with Daisies - Boardwalk Style

    This exquisite handcrafted toyo straw hat is tailored for petite head sizes with thoughtful design details that elevate your beach wardrobe. The gr...

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    $ 25.00
  • Nora Summer Hat with Polka Dot Scarf - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats HH2029B Tan Medium (57 cm)
    Nora Summer Hat with Polka Dot Scarf - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats HH2029A White Medium (57 cm)
    $ 32.00
    Sun N Sand Hats

    Nora Summer Hat with Polka Dot Scarf - Sun 'N' Sand Hats

    Embrace sun-smart style with the Nora Summer Hat, featuring a charming polka dot scarf and bow detail. This asymmetrical design delivers serious su...

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    $ 32.00
  • Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats
    Explorer by Wallaroo Hat Company Bucket Hat Wallaroo Hats
    $ 57.00
    Wallaroo Hats

    Explorer by Wallaroo Hat Company

    The Explorer is a performance-driven boonie hat crafted for long days outdoors. Lightweight microfiber keeps it breathable and quick-drying, while ...

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    $ 57.00
  • Santiago Small Size Straw Safari Hat - Sunny Dayz™ Safari Hat Sun N Sand Hats HK489 Natural Small (54 cm)
    $ 28.00
    Sun N Sand Hats

    Santiago Small Size Straw Safari Hat - Sunny Dayz™

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

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    $ 28.00
  • Lily Two Tone Black and Natural Straw Safari - Sunny Dayz™ Safari Hat Sun N Sand Hats HK439 Natural Small (54 cm)
    $ 28.75
    Sun N Sand Hats

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

    Petite Two-Tone Sun Hat with Sun Protection Stay cool and stylish with this small-size two-tone sun hat, created for women with petite head sizes. ...

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    $ 28.75
  • Cotton Poplin Bucket Hat with Tie - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats
    Cotton Poplin Bucket Hat with Tie - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH2788B Light Blue S/M (56-57 cm)
    $ 29.00
    Sun N Sand Hats

    Cotton Poplin Bucket Hat with Tie - Sun 'N' Sand Hats

    Step into the sun with confidence in this lightweight cotton poplin bucket hat, thoughtfully tailored for smaller head sizes. Its innovative packab...

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    $ 29.00
  • Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH2139C Black Tweed Medium (57 cm)
    Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH2139D Blue Tweed Medium (57 cm)
    $ 31.00
    Sun N Sand Hats

    Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats

    Embrace sun-safe style with this timeless wide-brim straw hat designed for confident beach days. Featuring a graceful dome crown and generously flo...

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    $ 31.00
  • The Airflo® Tilley Hat - Broad Brim LTM6 Boonie Bucket Hat Tilley Endurables Hats
    The Airflo® Tilley Hat - Broad Brim LTM6 Boonie Bucket Hat Tilley Endurables Hats H99HT1006493101 KhakiOlive 6 7/8 (55 cm)
    $ 99.00
    Tilley Endurables Hats

    The Airflo® Tilley Hat - Broad Brim LTM6 Boonie

    The best-selling classic Tilley hat is a proven favorite for dependable protection in rain or sunshine. Designed in a lightweight, unisex boonie st...

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    $ 99.00
  • Plaid Fedora with Button Accent for Fall - Adora Hats® Fedora Hat Adora Hats AD1200A Camel S/M (56-57 cm)
    $ 21.00
    Adora Hats

    Plaid Fedora with Button Accent for Fall - Adora Hats®

    This refined plaid trilby from Adora Hats® combines timeless elegance with thoughtful design details. Constructed in a sophisticated light-to-dark ...

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    $ 21.00
  • Summer Floppy Hat with Linen Scarf by Milani Floppy Hat Milani Hats
    Summer Floppy Hat with Linen Scarf by Milani Floppy Hat Milani Hats BB0058LT Latte
    $ 20.00
    Milani Hats

    Summer Floppy Hat with Linen Scarf by Milani

      Stay sun-safe in style with this charming floppy hat from Milani. The generous 5-inch brim keeps rays at bay while the UPF 50+ protection works o...

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    $ 20.00
  • Embroidered Ribbon Wide Brim Sun Hat Wide Brim Sun Hat Boardwalk Style Hats
    Embroidered Ribbon Wide Brim Sun Hat Wide Brim Sun Hat Boardwalk Style Hats da594bl Blue Medium (57 cm)
    $ 24.00
    Boardwalk Style Hats

    Embroidered Ribbon Wide Brim Sun Hat

    Discover the perfect blend of protection and practicality with this elegant wide-brim hat. Boasting a robust UPF 50+ rating, it shields your face a...

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    $ 24.00
  • Two Tone Tweed Crown Kettle Brim Sun Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons js8211bk Black
    Two Tone Tweed Crown Kettle Brim Sun Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons js8211wh White
    $ 34.00
    Jeanne Simmons

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

    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...

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    $ 34.00
  • Tapered Brim Summer Hat with Leaves Accent - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats HH2546A Natural Medium (57.5 cm)
    Tapered Brim Summer Hat with Leaves Accent - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats HH2546B Brown Medium (57.5 cm)
    $ 33.50
    Sun N Sand Hats

    Tapered Brim Summer Hat with Leaves Accent - Sun 'N' Sand Hats

    Command the season in this sophisticated summer hat crafted for women who refuse to compromise on style or protection. The asymmetrical design feat...

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    $ 33.50
  • Straw Up Brim Hat with Chin Cord - Jeanne  Simmons Hats Kettle Brim Hat Jeanne Simmons JS8595BR Brick Medium (57 cm)
    Straw Up Brim Hat with Chin Cord - Jeanne  Simmons Hats Kettle Brim Hat Jeanne Simmons JS8595BN Brown Medium (57 cm)
    $ 34.00
    Jeanne Simmons

    Straw Up Brim Hat with Chin Cord - Jeanne Simmons Hats

    Defy the elements with this audacious straw hat designed for adventurers who refuse to compromise. Featuring an upturned brim that commands attenti...

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    $ 34.00
  • Ribbon Backless Facesaver Hat - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH1286A White M/L (58 cm)
    $ 31.00
    Sun N Sand Hats

    Ribbon Backless Facesaver Hat - Sun 'N' Sand Hats

    Discover the perfect blend of style and sun safety with this innovative backless facesaver hat from Sun 'N' Sand. Crafted from premium grosgrain ri...

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    $ 31.00
  • Petite Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats PELIS-WHBG Natural Small (55 cm)
    Petite Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 77.00
    Wallaroo Hats

    Petite Elise by Wallaroo Hat Company

    The Petite Elise Sun Hat delivers premium sun protection with an elegant extra-wide brim tailored for smaller head sizes. Its flexible, packable co...

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    $ 77.00
  • Milan Braid Straw Hat with Pink Beads in Small Size - Sunny Dayz™ Wide Brim Sun Hat Sun N Sand Hats HK475 Natural Small (54 cm)
    Milan Braid Straw Hat with Pink Beads in Small Size - Sunny Dayz™ Wide Brim Sun Hat Sun N Sand Hats
    $ 34.50
    Sun N Sand Hats

    Milan Braid Straw Hat with Pink Beads in Small Size - Sunny Dayz™

    Designed for petite frames, this Milan braid straw hat delivers effortless summer elegance. The wide woven lace-trimmed brim provides a flat, 3-inc...

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    $ 34.50
  • Two Tone Fabric Ribbon Split Brim Summer Hat - Sun 'N' Sand Hats Cloche Sun N Sand Hats
    Two Tone Fabric Ribbon Split Brim Summer Hat - Sun 'N' Sand Hats Cloche Sun N Sand Hats HH2751A Tan Medium (57 cm)
    $ 25.00
    Sun N Sand Hats

    Two Tone Fabric Ribbon Split Brim Summer Hat - Sun 'N' Sand Hats

    This packable summer cloche hat features a bound and wire edge brim of 2.75" wide, split in the back to accommodate ponytails. A waxed cord tie ban...

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    $ 25.00
  • Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons
    Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons JS8439BZ Bronze Small (56 cm)
    $ 24.00
    Jeanne Simmons

    Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats

    Discover timeless summer style with this petite straw fedora, expertly crafted for smaller head sizes. The soft paper braid construction offers bre...

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    $ 24.00

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.