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Adjustable Size Hats

  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • Two Tone Small Brim Facesaver Hat - Jeanne Simmons Hats Facesaver Hat Jeanne Simmons Accessories
    Two Tone Small Brim Facesaver Hat - Jeanne Simmons Hats Facesaver Hat Jeanne Simmons Accessories js8202gy White / Grey

    Two Tone Small Brim Facesaver Hat - Jeanne Simmons Hats

    $ 25.00

    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
  • Safari Hat with Black Ribbon Tie - Jeanne Simmons Hats Safari Hat Jeanne Simmons Accessories js8494wh White Medium (57 cm)
    Safari Hat with Black Ribbon Tie - Jeanne Simmons Hats Safari Hat Jeanne Simmons Accessories js8494pk Pink Medium (57 cm)

    Safari Hat with Black Ribbon Tie - Jeanne Simmons Hats

    $ 26.00

    Embrace timeless elegance with this refined safari hat, featuring a distinctive dented crown and subtle front pinch detail. The groomed black grosg...

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    $ 26.00
  • 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
  • Wide Brim Straw Sun Hat with Chin Strap - Scala Hats Wide Brim Sun Hat Scala Hats LP46-DG Dark Grey M/L (58 cm)
    Wide Brim Straw Sun Hat with Chin Strap - Scala Hats Wide Brim Sun Hat Scala Hats

    Wide Brim Straw Sun Hat with Chin Strap - Scala Hats

    $ 42.99

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

    Tiffany Style Two Tone Summer Hat - Boardwalk Styles

    $ 33.00

    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

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.