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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
  • Fishing Cap with Neck Cape and Shirt Clip Cap Capsmith 87mim Navy OS
    Fishing Cap with Neck Cape and Shirt Clip Cap Capsmith 87mim Khaki OS Sale

    Fishing Cap with Neck Cape and Shirt Clip

    Original Price $ 17.00
    Current Price $ 9.99

    Beat the heat and sun with this clever fishing cap that's got your back—literally! Crafted from a microfiber and nylon blend, this 6-panel wonder f...

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    Original Price $ 17.00
    Current Price $ 9.99
    Sale
  • Carkella Portland by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Portland by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Portland by Wallaroo Hat Company

    $ 69.00

    The Portland Golf Hat is engineered for sun protection and all-day comfort on the course. Its structured safari crown and wide brim offer maximum s...

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    $ 69.00
  • 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
  • Black Straw Floppy Sun Hat with Chin Cord - Karen Keith Hats Wide Brim Sun Hat Great hats by Karen Keith BT314-A Black L (59 cm)
    Black Straw Floppy Sun Hat with Chin Cord - Karen Keith Hats Wide Brim Sun Hat Great hats by Karen Keith

    Black Straw Floppy Sun Hat with Chin Cord - Karen Keith Hats

    $ 33.00

    Step into the sun with unshakeable style and protection. This elegant black straw hat features a beautifully relaxed 4" brim with a wired edge that...

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    $ 33.00
  • Taslon Large Bill UV Cap with Neck Cape - Juniper UV Wear Cap MegaCI
    Taslon Large Bill UV Cap with Neck Cape - Juniper UV Wear Cap MegaCI J7250-WHT White

    Taslon Large Bill UV Cap with Neck Cape - Juniper UV Wear

    $ 29.75

    Embrace sun protection without compromise. This expansive UV cap features a commanding 180-degree brim with a 4.25" peak, paired with an innovative...

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    $ 29.75
  • 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
  • Supplex Dimensional Brim Hat, Fossil - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, Fossil - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. mc288fss Fossil S/M (56 - 58 cm)

    Supplex Dimensional Brim Hat, Fossil - DPC Outdoor Headwear

    $ 32.00

    Embrace adventure with confidence in the Supplex Dimensional Brim Hat. This boonie-style design features a generously proportioned brim—4" front an...

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    $ 32.00
  • 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
  • Monserrat Mesh Crown Poly-Cotton Fedora - Tidal Tom Hat Fedora Hat Tidal Tom HTT1112B-ML Grey M/L (59 cm)
    Monserrat Mesh Crown Poly-Cotton Fedora - Tidal Tom Hat Fedora Hat Tidal Tom HTT1112A-ML Natural M/L (59 cm)

    Monserrat Mesh Crown Poly-Cotton Fedora - Tidal Tom Hat

    $ 37.00

    Elevate your warm-weather look with the Monserrat Mesh Crown Fedora by Tidal Tom Hats, designed for men who value both style and comfort. This clas...

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    $ 37.00
  • 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

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.