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Adjustable Size Hats

  • Margot by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats
    Margot by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats
    $ 77.00
    Wallaroo Hats

    Margot by Wallaroo Hat Company

    Created in collaboration with Jane Seymour, the Margot showcases elegant design with striking contrast trim that enhances its sweeping downward bri...

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    $ 77.00
  • Charlie Trilby by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie Trilby by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 57.00
    Wallaroo Hats

    Charlie Trilby by Wallaroo Hat Company

    The Charlie Unisex Trilby offers a timeless shape with a contemporary feel, featuring a structured crown and shorter brim for a refined, easygoing ...

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    $ 57.00
  • Multitone Polybraid Sun Hat - Milani Hats Wide Brim Sun Hat Milani Hats
    Multitone Polybraid Sun Hat - Milani Hats Wide Brim Sun Hat Milani Hats BB0065bk Black Medium (57 cm)
    Sale
    Original Price $ 20.00
    Current Price $ 15.00
    Milani Hats

    Multitone Polybraid Sun Hat - Milani Hats

    Stay cool and protected with this vibrant multitone polybraid sun hat—your poolside and beach essential. The lightweight polybraid weave keeps thin...

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    Original Price $ 20.00
    Current Price $ 15.00
    Sale
  • Iridescent Rainbow Trim Safari Hat - Cappelli Straworld Safari Hat Cappelli Straworld
    Iridescent Rainbow Trim Safari Hat - Cappelli Straworld Safari Hat Cappelli Straworld csw365 White Medium (57 cm)
    $ 39.00
    Cappelli Straworld

    Iridescent Rainbow Trim Safari Hat - Cappelli Straworld

    Step into adventure with this whimsical safari hat that's as fun as it is functional. Featuring a striking iridescent rainbow trim and turquoise be...

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    $ 39.00
  • Two Tone Small Brim Facesaver Hat - Jeanne Simmons Hats Facesaver Hat Jeanne Simmons
    Two Tone Small Brim Facesaver Hat - Jeanne Simmons Hats Facesaver Hat Jeanne Simmons js8202gy White / Grey
    $ 25.00
    Jeanne Simmons

    Two Tone Small Brim Facesaver Hat - Jeanne Simmons Hats

    This facesaver hat delivers sophisticated sun protection with a refined two-tone design. The white dome crown pairs with a contrasting brim accente...

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    $ 25.00
  • Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA Safari Hat Jeanne Simmons
    Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA Safari Hat Jeanne Simmons js6979bnL Brown Large (59 cm)
    $ 25.00
    Jeanne Simmons

    Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA

    Discover versatile sun protection with this unisex safari hat, crafted from mixed-tone braid for effortless style. The structured crown features a ...

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    $ 25.00
  • Ponza Sun Savor with Metallic Ribbon Trim - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats
    Ponza Sun Savor with Metallic Ribbon Trim - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH1744B nt Natural / Gold Medium (57 cm)
    Sold out
    $ 33.00
    Sun N Sand Hats

    Ponza Sun Savor with Metallic Ribbon Trim - Sun 'N' Sand Hats

    Elevate your summer game with the Ponza Sun Savor, a striking golf hat that combines style with serious sun protection. This facesaver design featu...

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    $ 33.00
  • Crushable Ribbon Hat with Bow Accect - Bohemian Fashion Cloche Bohemian Fashion
    Crushable Ribbon Hat with Bow Accect - Bohemian Fashion Cloche Bohemian Fashion LH6389gy Grey
    $ 15.00
    Bohemian Fashion

    Crushable Ribbon Hat with Bow Accect - Bohemian Fashion

    Large bow accented summer hat for women. Shapeable brim with stitching detail, 3.25" wide Lightweight sun protection hat. Inner drawstring to adjus...

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    $ 15.00
  • Raffia Kettle Brim Hat Kettle Brim Hat Something Special LA
    Raffia Kettle Brim Hat Kettle Brim Hat Something Special LA WSRA480RT Rust
    $ 48.00
    Something Special LA

    Raffia Kettle Brim Hat

    Crochet raffia hat with up turned brim, 4" wide. Braided raffia band with coconut ring. Drawstring inside crown to adjust size. One size. 100% raff...

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    $ 48.00
  • Linen Scarf Polybraid Wide Brim Sun Hat - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats
    Linen Scarf Polybraid Wide Brim Sun Hat - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH1480D gy Grey
    $ 34.00
    Sun N Sand Hats

    Linen Scarf Polybraid Wide Brim Sun Hat - Sun 'N' Sand Hats

    Elevate your beach style with this stunning wide-brim sun hat designed for those who refuse to compromise on protection or elegance. The multi-tone...

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    $ 34.00
  • Ladies' Explorer by Wallaroo Hat Company Bucket Hat Wallaroo Hats LEXP-ST Stone/Natural Medium/Large (58 cm)
    Ladies' Explorer by Wallaroo Hat Company Bucket Hat Wallaroo Hats
    $ 48.00
    Wallaroo Hats

    Ladies' Explorer by Wallaroo Hat Company

    The Ladies Explorer is a performance-focused boonie hat designed for women who love spending time outdoors. Crafted from lightweight, quick-dry mic...

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    $ 48.00
  • Wide Brim Straw Sun Hat with Chin Strap - Scala Hats Wide Brim Sun Hat Scala Hats LP46-LG Light Grey M/L (58 cm)
    Wide Brim Straw Sun Hat with Chin Strap - Scala Hats Wide Brim Sun Hat Scala Hats
    $ 42.99
    Scala Hats

    Wide Brim Straw Sun Hat with Chin Strap - Scala Hats

    Experience effortless sun protection with this elegant wide-brim straw hat by Scala. The soft tweed braid construction showcases beautiful multicol...

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    $ 42.99
  • Tiffany Style Two Tone Summer Hat - Boardwalk Styles Wide Brim Hat Boardwalk Style Hats
    Tiffany Style Two Tone Summer Hat - Boardwalk Styles Wide Brim Hat Boardwalk Style Hats DA456NT Natural / Brown Medium (57 cm)
    $ 33.00
    Boardwalk Style Hats

    Tiffany Style Two Tone Summer Hat - Boardwalk Styles

    Make a statement with this elegant Tiffany-inspired sun hat, featuring a distinctive downturned brim that's fully customizable to suit your style. ...

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    $ 33.00
  • Cable Knit Cloche - J. Callanan Women's Hats Cloche Callanan Hats
    Cable Knit Cloche - J. Callanan Women's Hats Cloche Callanan Hats LV451-RD Red Medium (57 cm)
    Sale
    Original Price $ 27.00
    Current Price $ 19.99
    Callanan Hats

    Cable Knit Cloche - J. Callanan Women's Hats

    This adorable cable knit cloche from J. Callanan is your new go-to for effortless style! The wool blend construction keeps you warm while the round...

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    Original Price $ 27.00
    Current Price $ 19.99
    Sale
  • Performance Mesh Wide Brim Cloche Hat - Scala Hats Bucket Hat Scala Hats
    Performance Mesh Wide Brim Cloche Hat - Scala Hats Bucket Hat Scala Hats LC823bk Black
    $ 27.00
    Scala Hats

    Performance Mesh Wide Brim Cloche Hat - Scala Hats

    Experience ultimate sun protection and comfort with Scala Hats' Performance Mesh Wide Brim Cloche. This innovative bucket hat features a soft, brea...

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    $ 27.00
  • Packable Crochet Raffia Summer Cloche Hat by Sun Styles Cloche Sun Styles
    Packable Crochet Raffia Summer Cloche Hat by Sun Styles Cloche Sun Styles xgz040bnt Brown tweed
    Sold out
    $ 32.00
    Sun Styles

    Packable Crochet Raffia Summer Cloche Hat by Sun Styles

    Crocheted raffia cloche style women's hat. Scalloped 3" wide downward sloping brim. Twisted multi strand raffia tie with bow. Ribbon inner band wit...

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    $ 32.00
  • Crocheted Brim Safari Hat with Macrame Band - Scala Hats Safari Hat Scala Hats
    Crocheted Brim Safari Hat with Macrame Band - Scala Hats Safari Hat Scala Hats
    $ 39.00
    Scala Hats

    Crocheted Brim Safari Hat with Macrame Band - Scala Hats

    Beautiful combination materials and patterns. Classic fedora shape dented and pinched crown top. White braid upper crown, beige and white tweed bra...

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    $ 39.00
  • Sanitas by Wallaroo Hats Bucket Hat Wallaroo Hats
    Sanitas by Wallaroo Hats Bucket Hat Wallaroo Hats
    $ 57.00
    Wallaroo Hats

    Sanitas by Wallaroo Hats

    The Sanitas Sun Hat offers a delicate, feminine look with its soft brim and lightweight construction, and hidden ponytail opening. Designed for com...

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    $ 57.00
  • Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    $ 27.00
    Boardwalk Style Hats

    Belted Fine Braid Summer Fedora Hat - Boardwalk Style

    Experience effortless summer style with this versatile fine braid fedora, designed for both men and women. The classic dented crown and pinched fro...

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    $ 27.00
  • Straw Sun Hat with Leatherette Tie - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats HH2384D White OS (57 cm)
    Straw Sun Hat with Leatherette Tie - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats HH2384E Navy OS (57 cm)
    $ 30.00
    Sun N Sand Hats

    Straw Sun Hat with Leatherette Tie - Sun 'N' Sand Hats

    Shield yourself from the sun in style with this sophisticated straw hat featuring a distinctive asymmetrical brim—4 inches wide at the front, taper...

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    $ 30.00
  • Studded Band Wide Brim Safari Hat  - Scala Hats Safari Hat Scala Hats LP354-WHT White Medium (57 cm)
    Studded Band Wide Brim Safari Hat  - Scala Hats Safari Hat Scala Hats
    $ 32.00
    Scala Hats

    Studded Band Wide Brim Safari Hat - Scala Hats

    Designed for discerning sun seekers, this safari hat merges timeless aesthetics with advanced UV protection. The crown showcases a refined dent and...

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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.