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Adjustable Size Hats

  • Pineapple Print Bucket Hat - Caribbean Joe Hats Bucket Hat Sun N Sand Hats HCJ371A Pineapple OS

    Pineapple Print Bucket Hat - Caribbean Joe Hats

    $ 28.00

    Embrace tropical vibes with this vibrant pineapple-printed bucket hat, featuring a timeless square crown and structured 2.75" brim. Fully lined for...

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    $ 28.00
  • Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style Fedora Hat Boardwalk Style Hats DA1352-BLK Black Heather OS (57 cm)
    Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style Fedora Hat Boardwalk Style Hats

    Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style

    $ 43.00

    Refined yet practical, this pinched crown fedora hat is crafted from premium Flex-Weave straw for lightweight durability and elevated summer style....

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    $ 43.00
  • Flex Weave Straw Pinched Crown Safari Hat - Boardwalk Style Safari Hat Boardwalk Style Hats DA1353-TAUP Taupe OS (57 cm)
    Flex Weave Straw Pinched Crown Safari Hat - Boardwalk Style Safari Hat Boardwalk Style Hats

    Flex Weave Straw Pinched Crown Safari Hat - Boardwalk Style

    $ 45.00

    Elevate your warm-weather wardrobe with this pinched crown sun hat, crafted from premium Flex-Weave straw for a refined look that travels beautiful...

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    $ 45.00
  • Flex Weave Straw Flat Top Bucket Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Flex Weave Straw Flat Top Bucket Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA1356-TAUP Taupe OS (57 cm)

    Flex Weave Straw Flat Top Bucket Hat - Boardwalk Style

    $ 42.00

    Make a statement in the sun with this stunning flat-top bucket hat, designed with a dramatic 4.5-inch wide downward-sloping brim for exceptional co...

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    $ 42.00
  • Flex Weave Straw Asymmetrical Brim Sun Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA1354-NAT Natural Heather OS (57 cm)
    Flex Weave Straw Asymmetrical Brim Sun Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats

    Flex Weave Straw Asymmetrical Brim Sun Hat - Boardwalk Style

    $ 50.00

    Elevate your sun style with this beautiful Flex-Weave straw hat, designed with a graceful dome crown and a striking asymmetrical brim for modern so...

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    $ 50.00
  • Washable Poly-Straw Bucket Hat, UPF50 - Karen Keith Hats Cloche Great hats by Karen Keith PP15-A Toast Tweed OS (58 cm)
    Washable Poly-Straw Bucket Hat, UPF50 - Karen Keith Hats Cloche Great hats by Karen Keith PP15-B Ivory OS (58 cm)

    Washable Poly-Straw Bucket Hat, UPF50 - Karen Keith Hats

    $ 33.00

    This poly-straw bucket hat redefines sun protection for the modern adventurer. Engineered with UPF 50+ defense, it shields you from harmful rays wh...

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    $ 33.00
  • Gingham Cotton Bucket Hat with Chin Strap - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats
    Gingham Cotton Bucket Hat with Chin Strap - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH3597A Blue & White OS

    Gingham Cotton Bucket Hat with Chin Strap - Sun 'N' Sand Hats

    $ 43.00

    Make every outdoor moment count with this sophisticated gingham bucket hat that balances timeless design with smart, practical features. The classi...

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    $ 43.00
  • Coast Up Brim Sun Hat with Chiffon Scarf - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats
    Coast Up Brim Sun Hat with Chiffon Scarf - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats HH2942A Light grey Medium (57 cm)

    Coast Up Brim Sun Hat with Chiffon Scarf - Sun 'N' Sand Hats

    $ 45.00

    Elevate your warm-weather style with the Coast Up Brim Sun Hat, designed to combine timeless sophistication with reliable sun protection. Crafted f...

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    $ 45.00
  • Lady Brett Cloche by Wallaroo Hat Company Cloche Wallaroo Hats
    Lady Brett Cloche by Wallaroo Hat Company Cloche Wallaroo Hats

    Lady Brett Cloche by Wallaroo Hat Company

    $ 71.00

    This newest addition to Wallaroo’s Jane Seymour Collection captures the actress’s signature elegance with a classic cloche silhouette that never go...

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    $ 71.00
  • Adora® Wool Hat - Up Brim Cloche Hat with Boucle Trim Cloche Adora Hats
    Adora® Wool Hat - Up Brim Cloche Hat with Boucle Trim Cloche Adora Hats AD1270A Black OS

    Adora® Wool Hat - Up Brim Cloche Hat with Boucle Trim

    $ 48.00

    This elegant wool felt cloche features a gracefully turned-up brim approximately 3 inches wide, complemented by a charming bow positioned at the ba...

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    $ 48.00
  • Packable Organic Raffia Fedora - Scala Hats Fedora Hat Scala Hats SCA10469 Natural

    Packable Organic Raffia Fedora - Scala Hats

    $ 72.00

    This sophisticated fedora showcases premium micro-braided raffia in a warm toast hue, engineered for both style and practicality. The dented crown ...

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    $ 72.00
  • Eden Knit Fedora with Belt Band - Sun 'n' Sand® Hats Fedora Hat Sun N Sand Hats HH3051A Natural OS (57 cm)

    Eden Knit Fedora with Belt Band - Sun 'n' Sand® Hats

    $ 31.00

    Own your confidence with the Eden Knit Fedora, the perfect companion for spring to fall seasons. Crafted from breathable lightweight knit, this hat...

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    $ 31.00
  • Brielle Knit Fedora with Colorful Band - Sun 'n' Sand® Hats Fedora Hat Sun N Sand Hats HH3148A Natural M/L (58.5 cm)

    Brielle Knit Fedora with Colorful Band - Sun 'n' Sand® Hats

    $ 34.00

    Step into confidence with the Brielle Knit Fedora, your go-to accessory for spring through early fall adventures. Crafted from breathable knit fabr...

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    $ 34.00
  • Flamingo Bucket Hat - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH3349 Flamingo OS

    Flamingo Bucket Hat - Sun 'N' Sand Hats

    $ 28.50

    Step into summer with confidence wearing this striking Flamingo Bucket Hat, designed for those who refuse to compromise on style or protection. Bui...

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    $ 28.50
  • Straw Cowboy Hat with Rhinestone Gem Band - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA1343-TAN Tan OS
    Straw Cowboy Hat with Rhinestone Gem Band - Boardwalk Hats Cowboy Hat Boardwalk Style Hats

    Straw Cowboy Hat with Rhinestone Gem Band - Boardwalk Hats

    $ 29.00

    Embrace the perfect blend of style and practicality with this striking straw cowboy hat. Crafted from lightweight straw with a classic dented crown...

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    $ 29.00
  • Straw Boater Hat with Chin Cord - Sun 'N' Sand Hats Bolero Hat Sun N Sand Hats HH3266A Beige Medium (57 cm)
    Straw Boater Hat with Chin Cord - Sun 'N' Sand Hats Bolero Hat Sun N Sand Hats HH3266B Tan Medium (57 cm)

    Straw Boater Hat with Chin Cord - Sun 'N' Sand Hats

    $ 37.00

    Elevate your summer style with this charming straw boater hat that combines vintage appeal with practical features. The compact 2.5" brim offers su...

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    $ 37.00
  • Wide Brim White Straw Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats
    Wide Brim White Straw Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH3244A Ivory OS (57 cm)

    Wide Brim White Straw Hat with Chin Cord - Sun 'N' Sand Hats

    $ 39.50

    Stay fully protected under the sun with this striking white straw safari hat, designed for both performance and classic appeal. Featuring a distinc...

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    $ 39.50
  • Carkella Emery Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Carkella Emery Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Carkella Emery Fedora by Wallaroo Hat Company

    $ 69.00

    The Emery blends resort-chic style with clever functionality. Its structured fedora crown pairs beautifully with a frayed, textured brim for a rela...

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    $ 69.00
  • Handwoven Natural Raffia Straw Floppy Hat - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Handwoven Natural Raffia Straw Floppy Hat - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats da1731nv Navy Medium (57 cm)

    Handwoven Natural Raffia Straw Floppy Hat - Boardwalk Style

    $ 34.00

    Crafted from natural raffia straw, this handwoven floppy hat delivers both style and sun protection. The generous 4.5" brim shields your face and n...

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    $ 34.00

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.