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Adjustable Size Hats

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

    Straw Up Brim Hat with Chin Cord - Jeanne Simmons Hats

    $ 34.00

    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
  • Denim Ribbon Sun Hat with Straw String Bow Wide Brim Hat Boardwalk Style Hats
    Denim Ribbon Sun Hat with Straw String Bow Wide Brim Hat Boardwalk Style Hats da781NV Navy Medium (57 cm)

    Denim Ribbon Sun Hat with Straw String Bow

    $ 23.00

    Shield yourself from the sun in style with this charming lampshade-shaped sun hat featuring a sophisticated dark denim ribbon band. The wide 3.5" b...

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    $ 23.00
  • Ponytail Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    Ponytail Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats DA1968-BKT Black Tweed M/L (58 cm)

    Ponytail Summer Fedora Hat - Boardwalk Style

    $ 24.00

    Embrace effortless style with this innovative ponytail fedora, designed for women who refuse to compromise between fashion and function. The distin...

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    $ 24.00
  • Crushable Denim Ribbon Bucket Hat - Bohemian Fashion Cloche Bohemian Fashion LH6136bg Beige
    Crushable Denim Ribbon Bucket Hat - Bohemian Fashion Cloche Bohemian Fashion LH6136bk Black

    Crushable Denim Ribbon Bucket Hat - Bohemian Fashion

    $ 15.00

    Perfect for the wanderer who refuses to compromise on style, this crushable denim ribbon bucket hat transforms your travel experience. Roll it, fla...

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    $ 15.00
  • 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)

    Embroidered Ribbon Wide Brim Sun Hat

    $ 24.00

    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
  • Petite Savannah Visor by Wallaroo Hat Company Visor Cap Wallaroo Hats
    Petite Savannah Visor by Wallaroo Hat Company Visor Cap Wallaroo Hats

    Petite Savannah Visor by Wallaroo Hat Company

    $ 49.00

    The Petite Savannah Visor is crafted specifically for petite head sizes (~55 cm) and gives you effortless sun-safe style with a 4″ wide brim that s...

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    $ 49.00
  • Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats
    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats DA1930-IVBK Ivory / Black OS

    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats

    $ 25.00

    Keep the sun at bay with this versatile Ribbon and Straw Wide Brim Ponytail Sun Hat from Boardwalk Hats. Engineered with UPF 50+ protection, the ge...

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

    Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats

    $ 24.00

    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
  • Little Bucket Hat with Split Brim - Jeanne Simmons Hats Cloche Jeanne Simmons Accessories
    Little Bucket Hat with Split Brim - Jeanne Simmons Hats Cloche Jeanne Simmons Accessories JS9160 Brown

    Little Bucket Hat with Split Brim - Jeanne Simmons Hats

    $ 20.00

    This standout women’s packable sun hat was designed for effortless summer style. The 2.5" shapeable brim lets you customize your look—tilt it, curv...

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    $ 20.00
  • Lady Jane by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Lady Jane by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Lady Jane by Wallaroo Hat Company

    $ 71.00

    The Lady Jane is adorned with a printed scarf with Jane Seymour's artwork. It is a lovely upturned brim that frames the face beautifully, giving th...

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    $ 71.00
  • Carkella Lauren by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Lauren by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Lauren by Wallaroo Hat Company

    $ 71.00

    The Lauren brings classic safari styling to modern sun protection with its structured crown and wide, flattering brim. Lightweight and breathable, ...

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    $ 71.00
  • Two Tone Straw Summer Hat for Petite Heads - Sunny Dayz™ Facesaver Hat Sun N Sand Hats HK448 Natural Small (54 cm)

    Two Tone Straw Summer Hat for Petite Heads - Sunny Dayz™

    $ 28.75

    Discover effortless sun protection with the Sunny Dayz™ Two Tone Straw Summer Hat, thoughtfully designed for petite frames. This elegant style feat...

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    $ 28.75
  • Carkella Kerrigan by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Kerrigan by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Kerrigan by Wallaroo Hat Company

    $ 71.00

    The Kerrigan blends the classic safari silhouette with Carkella’s smart magnetic emblem system. The durable woven fabric with contrasting stitching...

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    $ 71.00
  • St. Lucia by Wallaroo Hat Company Safari Hat Wallaroo Hats
    St. Lucia by Wallaroo Hat Company Safari Hat Wallaroo Hats

    St. Lucia by Wallaroo Hat Company

    $ 69.00

    The St. Lucia Safari Hat combines a relaxed outdoor look with exceptional sun protection. Its wide brim provides generous UPF 50+ shade, while the ...

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    $ 69.00
  • Flat Crown Up Brim Sun Hat - Sun 'N' Sand Hat Gambler Hat Sun N Sand Hats HH2703C Natural M/L (58 cm)
    Flat Crown Up Brim Sun Hat - Sun 'N' Sand Hat Gambler Hat Sun N Sand Hats

    Flat Crown Up Brim Sun Hat - Sun 'N' Sand Hat

    $ 45.00

    Take command of your sun protection with this striking gaucho-inspired hat that empowers you to stay safe without sacrificing style. The bold flat ...

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    $ 45.00
  • Petite Ribbon Cloche Hat with Flower - JSA Hats Cloche Jeanne Simmons Accessories
    Petite Ribbon Cloche Hat with Flower - JSA Hats Cloche Jeanne Simmons Accessories js9326bk Black Small (55 cm)

    Petite Ribbon Cloche Hat with Flower - JSA Hats

    $ 16.00

    This petite cloche delivers timeless elegance in a compact silhouette designed specifically for smaller head sizes. Crafted from lightweight sewn r...

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    $ 16.00
  • Charlie Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Charlie Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Charlie Trilby by Wallaroo Hat Company

    $ 57.00

    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
  • Fine Braid Straw Beach Hat, M/L size - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Fine Braid Straw Beach Hat, M/L size - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats

    Fine Braid Straw Beach Hat, M/L size - Boardwalk Style

    $ 32.00

    Experience effortless sun protection with this elegant fine braid straw beach hat. Crafted from 100% paper raffia, it features a softly domed crown...

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    $ 32.00
  • Wide Brim Sun Hat with Neck Flap - Juniper UV Blocking Hats Cap MegaCI J7273-GREY Grey M/L
    Wide Brim Sun Hat with Neck Flap - Juniper UV Blocking Hats Cap MegaCI J7273-BLUE Blue M/L

    Wide Brim Sun Hat with Neck Flap - Juniper UV Blocking Hats

    $ 36.00

    Shield yourself from the sun with confidence in this versatile wide-brim hat designed for active lifestyles. Engineered with UPF50+ UV-blocking fab...

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    $ 36.00
  • Bangkok Toyo Gaucho Hat with Aztec Trim - Caribbean Joe™ Gambler Hat Caribbean Joe HCJ242B Tan Medium (57 cm)
    Bangkok Toyo Gaucho Hat with Aztec Trim - Caribbean Joe™ Gambler Hat Caribbean Joe HCJ242S Natural Medium (57 cm)

    Bangkok Toyo Gaucho Hat with Aztec Trim - Caribbean Joe™

    $ 38.00

    Elevate your sun style with this charming gaucho hat from Caribbean Joe™. Crafted from soft, breathable bangkok toyo, it features a distinctive sun...

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    $ 38.00

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.