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Adjustable Size Hats

  • Savannah Visor by Wallaroo Hats Visor Cap Wallaroo Hats
    Savannah Visor by Wallaroo Hats Visor Cap Wallaroo Hats

    Savannah Visor by Wallaroo Hats

    $ 49.00

    The Savannah Visor delivers the elegance of the classic designer striped Savannah hat in a breezy, open-top visor style. Its wide brim offers excel...

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    $ 49.00
  • Butterfly Split Brim Sun Hat with Straw Bow - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Butterfly Split Brim Sun Hat with Straw Bow - Boardwalk Style Wide Brim Hat Boardwalk Style Hats

    Butterfly Split Brim Sun Hat with Straw Bow - Boardwalk Style

    $ 27.00

    Turn heads while staying protected in the Butterfly Split Brim Sun Hat, designed by Boardwalk Style Hat Company with feminine detail. Featuring a u...

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    $ 27.00
  • Summer Cloche with Gold Chain Link Band and Scarf Cloche Something Special LA htp666fc Fuchsia Medium (57 cm)
    Summer Cloche with Gold Chain Link Band and Scarf Cloche Something Special LA htp666nv Navy Medium (57 cm)

    Summer Cloche with Gold Chain Link Band and Scarf

    $ 18.00

    Asymmetrical bonnet like hat. Sheer scarf looped through gold color chain links. Bow in back. Down sloping 4" wide band, disappears toward back. Ad...

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    $ 18.00
  • Soft Knit Wool Cloche Hat with Rolled Edge - Adora Wool Hat® Cloche Adora Hats AD1063C Sand Medium (57.5 cm)
    Soft Knit Wool Cloche Hat with Rolled Edge - Adora Wool Hat® Cloche Adora Hats AD1063B Ivory Medium (57.5 cm)

    Soft Knit Wool Cloche Hat with Rolled Edge - Adora Wool Hat®

    $ 31.25

    Discover timeless elegance with this charming wool cloche hat, featuring a graceful dome crown and plush rolled brim that frames your face beautifu...

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    $ 31.25
  • Supplex Dimensional Brim Hat, Slate - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC288SLATE1 Slate S/M (56 cm)
    Supplex Dimensional Brim Hat, Slate - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.

    Supplex Dimensional Brim Hat, Slate - DPC Outdoor Headwear

    $ 32.00

    Step into the outdoors with unwavering confidence wearing this Supplex Dimensional Brim Hat. Crafted from premium Supplex® nylon, this hat combines...

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    $ 32.00
  • Asymmetrical Brim Sun Hat with Chiffon Sash - Sun 'N' Sand Hat Wide Brim Hat Sun N Sand Hats HH1797C Black Medium (57 cm)
    Asymmetrical Brim Sun Hat with Chiffon Sash - Sun 'N' Sand Hat Wide Brim Hat Sun N Sand Hats HH1797B Tan Tweed Medium (57 cm)

    Asymmetrical Brim Sun Hat with Chiffon Sash - Sun 'N' Sand Hat

    $ 31.00

    Turn heads wherever your adventures take you with this distinctive asymmetrical sun hat. The uniquely tapered brim offers 4 inches of coverage in f...

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    $ 31.00
  • 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
  • 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
  • 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
  • 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
  • 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

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.