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Adjustable Size Hats

  • Shapeable Brim Straw Cowboy Hat - Boardwalk Style Cowboy Hat Boardwalk Style Hats
    Shapeable Brim Straw Cowboy Hat - Boardwalk Style Cowboy Hat Boardwalk Style Hats

    Shapeable Brim Straw Cowboy Hat - Boardwalk Style

    $ 29.00

    Discover versatile sun protection with this shapeable straw cowboy hat designed for the modern woman. The wire-edge brim gives you complete styling...

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    $ 29.00
  • Washed Cotton Sun Visor - Tommy Bahama Hats Visor Cap Tommy Bahama Hats TBV3-OCEAN Blue
    Washed Cotton Sun Visor - Tommy Bahama Hats Visor Cap Tommy Bahama Hats

    Washed Cotton Sun Visor - Tommy Bahama Hats

    $ 22.99

    Own every moment on the course or court with this Tommy Bahama sun visor. The supple washed cotton construction pairs beautifully with a sculpted 2...

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    $ 22.99
  • Matteo Crochet Raffia Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat
    Matteo Crochet Raffia Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat BKN1615-BLU2 Blue Medium (22 3/8") Sale

    Matteo Crochet Raffia Fedora Hat - Brooklyn Hat Co

    Original Price $ 49.00
    Current Price $ 24.99

    Handcrafted from natural raffia, this charming fedora features a distinctive teardrop crown with a front pinch that gives it serious character. The...

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    Original Price $ 49.00
    Current Price $ 24.99
    Sale
  • Woven Straw Sun Hat with Split Brim - Beige Linen Band and Bow Wide Brim Sun Hat Boardwalk Style Hats DA767-NTbg Natutal Medium (57 cm)

    Woven Straw Sun Hat with Split Brim - Beige Linen Band and Bow

    $ 29.00

    Stay shaded in style with this elegant woven straw sun hat, crafted from premium Bangkok toyo for breathable comfort. The distinctive split brim de...

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    $ 29.00
  • Margot by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats
    Margot by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats

    Margot by Wallaroo Hat Company

    $ 77.00

    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
  • Packable Asymmetrical Brim Ribbon Hat - Sun 'N' Sand Hat Facesaver Hat Sun N Sand Hats HH2206E Black OS (57 cm)
    Packable Asymmetrical Brim Ribbon Hat - Sun 'N' Sand Hat Facesaver Hat Sun N Sand Hats HH2206D White OS (57 cm)

    Packable Asymmetrical Brim Ribbon Hat - Sun 'N' Sand Hat

    $ 34.00

    Designed for life on the go, this packable ribbon sun hat by Sun ‘N’ Sand Hat Company blends style, comfort, and superior sun protection. The asymm...

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    $ 34.00
  • Tommy Bahama Performance Flap Cap with Sun Shield Cap Tommy Bahama Hats TBW276-NAVY1 Navy S/M
    Tommy Bahama Performance Flap Cap with Sun Shield Cap Tommy Bahama Hats TBW276-KAKI1 Khaki S/M

    Tommy Bahama Performance Flap Cap with Sun Shield

    $ 29.00

    Take on sunny days with confidence in this Tommy Bahama Performance Fabric Flap Cap, engineered for superior coverage and all-day comfort. Crafted ...

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    $ 29.00
  • Crownless Sun Hat with Long Ribbon Bow - Boardwalk Hats Visor Cap Boardwalk Style Hats
    Crownless Sun Hat with Long Ribbon Bow - Boardwalk Hats Visor Cap Boardwalk Style Hats DA1933-NAT Tan OS (57-58 cm)

    Crownless Sun Hat with Long Ribbon Bow - Boardwalk Hats

    $ 27.00

    Elevate your sun protection with this sophisticated open-crown visor, designed to shield your face and neck from harmful rays. The generous 4-inch ...

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    $ 27.00
  • Wide Brim Sun Hat with Tie Dye Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH2764B Natural OS (57 cm)
    Wide Brim Sun Hat with Tie Dye Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH2764A White OS (57 cm)

    Wide Brim Sun Hat with Tie Dye Chin Cord - Sun 'N' Sand Hats

    $ 31.75

    Stay shaded and stylish with this wide-brim safari hat, designed for both outdoor performance and standout appeal. Featuring a classic pinched crow...

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    $ 31.75
  • 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

    Ladies' Explorer by Wallaroo Hat Company

    $ 48.00

    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
  • 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

    Belted Fine Braid Summer Fedora Hat - Boardwalk Style

    $ 27.00

    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)

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

    $ 30.00

    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
  • Multitone Polybraid Sun Hat - Milani Hats Wide Brim Sun Hat Milani Hats BB0065bn Brown Medium (57 cm)

    Multitone Polybraid Sun Hat - Milani Hats

    $ 20.00

    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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    $ 20.00
  • Sedona Sun Visor by Wallaroo Hat Company Visor Cap Wallaroo Hats
    Sedona Sun Visor by Wallaroo Hat Company Visor Cap Wallaroo Hats

    Sedona Sun Visor by Wallaroo Hat Company

    $ 49.00

    The Sedona Sun Visor blends rustic, woven charm with lightweight performance for warm-weather activities. Its wide brim provides excellent shade fo...

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    $ 49.00
  • 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)

    Iridescent Rainbow Trim Safari Hat - Cappelli Straworld

    $ 39.00

    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
  • Split Back with Bow Bangkok Straw Sun Hat - Boardwalk Hats Wide Brim Hat Boardwalk Style Hats DA1301-TAN Tan OS (57 cm)
    Split Back with Bow Bangkok Straw Sun Hat - Boardwalk Hats Wide Brim Hat Boardwalk Style Hats

    Split Back with Bow Bangkok Straw Sun Hat - Boardwalk Hats

    $ 29.00

    Discover effortless sun protection with this charming Bangkok straw sun hat, expertly designed for active lifestyles. The innovative split-back des...

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    $ 29.00
  • Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA Safari Hat Jeanne Simmons Accessories
    Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA Safari Hat Jeanne Simmons Accessories js6979bnL Brown Large (59 cm)

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

    $ 25.00

    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)

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

    $ 33.00

    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
  • Petite Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats PDARB-IB Ivory/Black S (55 cm)
    Petite Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats

    Petite Darby Cloche by Wallaroo Hat Company

    $ 61.00

    The Petite Darby by Wallaroo brings timeless cloche style to smaller head sizes, offering a beautifully scaled vintage silhouette that flatters eff...

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    $ 61.00
  • Sanitas by Wallaroo Hats Bucket Hat Wallaroo Hats
    Sanitas by Wallaroo Hats Bucket Hat Wallaroo Hats

    Sanitas by Wallaroo Hats

    $ 57.00

    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

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.