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Adjustable Size Hats

  • The Airflo® Tilley Hat - Broad Brim LTM6 Boonie Bucket Hat Tilley Endurables Hats
    The Airflo® Tilley Hat - Broad Brim LTM6 Boonie Bucket Hat Tilley Endurables Hats H99HT1006493101 KhakiOlive 6 7/8 (55 cm)

    The Airflo® Tilley Hat - Broad Brim LTM6 Boonie

    $ 99.00

    The best-selling classic Tilley hat is a proven favorite for dependable protection in rain or sunshine. Designed in a lightweight, unisex boonie st...

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    $ 99.00
  • Cotton Poplin Bucket Hat with Tie - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats
    Cotton Poplin Bucket Hat with Tie - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH2788B Light Blue S/M (56-57 cm)

    Cotton Poplin Bucket Hat with Tie - Sun 'N' Sand Hats

    $ 29.00

    Step into the sun with confidence in this lightweight cotton poplin bucket hat, thoughtfully tailored for smaller head sizes. Its innovative packab...

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    $ 29.00
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • Women's Camper Hat with Adjustable Toggle - Scala Collection Trail Hat Scala Hats
    Women's Camper Hat with Adjustable Toggle - Scala Collection Trail Hat Scala Hats LC841-PLM Plum S/M (55-57 cm)

    Women's Camper Hat with Adjustable Toggle - Scala Collection

    $ 31.99

    Stay cool and protected with this innovative women's camper hat from Scala's premium collection. Engineered with laser-perforated panels for maximu...

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    $ 31.99
  • Performance Mesh Wide Brim Cloche Hat - Scala Hats Bucket Hat Scala Hats
    Performance Mesh Wide Brim Cloche Hat - Scala Hats Bucket Hat Scala Hats LC823bk Black

    Performance Mesh Wide Brim Cloche Hat - Scala Hats

    $ 27.00

    Experience ultimate sun protection and comfort with Scala Hats' Performance Mesh Wide Brim Cloche. This innovative bucket hat features a soft, brea...

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    $ 27.00
  • Cotton Summer Hat for Small Heads - Sunny Dayz Facesaver Hat Sun N Sand Hats HK405A-L Ivory M/L Jr. (55 cm)

    Cotton Summer Hat for Small Heads - Sunny Dayz

    $ 26.75

    Elevate your warm-weather wardrobe with the Sunny Dayz cotton hat, expertly tailored for petite head sizes. This sophisticated summer staple showca...

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    $ 26.75
  • Petite Tie Dye Summer Hat - Sunny Dayz Facesaver Hat Sun N Sand Hats HK432L Tie Dye M/L Jr. (55 cm)

    Petite Tie Dye Summer Hat - Sunny Dayz

    $ 28.75

    Stay cool and protected with this vibrant tie dye summer hat designed for petite frames. The dimensional brim tapers gracefully from front to back,...

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    $ 28.75
  • Cash Palm Printed Toyo Fedora for Small Heads - Sunny Dayz™ Safari Hat Sun N Sand Hats HK457 Brown Small (53.5 cm)

    Cash Palm Printed Toyo Fedora for Small Heads - Sunny Dayz™

    $ 24.00

    Escape to paradise with this striking palm-printed toyo fedora, designed for those who crave effortless tropical style. Featuring a sophisticated t...

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    $ 24.00

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.