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Adjustable Size Hats

  • Quinn by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Quinn by Wallaroo Hat Company Cowboy Hat Wallaroo Hats

    Quinn by Wallaroo Hat Company

    $ 85.00

    The Quinn is a romantic western hat inspired by Jane Seymour's role in Dr. Quinn, Medicine Woman that combines rustic charm with modern sun protect...

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    $ 85.00
  • Suze Two Tone Wide Brim Safari Sun Hat - John Callanan Safari Hat Callanan Hats
    Suze Two Tone Wide Brim Safari Sun Hat - John Callanan Safari Hat Callanan Hats CR367-TAN Tan Medium (57 cm) Sale

    Suze Two Tone Wide Brim Safari Sun Hat - John Callanan

    Original Price $ 54.99
    Current Price $ 43.49

    Crafted by legendary British milliner John Callanan, this two-tone safari stunner pairs a naturally-hued straw crown with contrasting brim detailin...

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    Original Price $ 54.99
    Current Price $ 43.49
    Sale
  • Carkella Vivian by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Vivian by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Vivian by Wallaroo Hat Company

    $ 71.00

    The Vivian offers a sophisticated silhouette with its gently upturned brim and structured safari crown. Designed with Carkella’s magnetic emblem sy...

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    $ 71.00
  • Straw Fedora with Macrame Rope Band - Sun 'N' Sand Hats Fedora Hat Sun N Sand Hats HH2371C Ivory Medium (57 cm)
    Straw Fedora with Macrame Rope Band - Sun 'N' Sand Hats Fedora Hat Sun N Sand Hats HH2371A Natural Medium (57 cm)

    Straw Fedora with Macrame Rope Band - Sun 'N' Sand Hats

    $ 33.00

    Own your season with this stunning straw fedora that combines timeless sophistication with modern versatility. Featuring a sculpted center dent cro...

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    $ 33.00
  • Pleated Chiffon Crown Sun Cloche Hat - Boardwalk Style Cloche Boardwalk Style Hats DA1793nv Navy Medium (57 cm)
    Pleated Chiffon Crown Sun Cloche Hat - Boardwalk Style Cloche Boardwalk Style Hats
    Sale

    Pleated Chiffon Crown Sun Cloche Hat - Boardwalk Style

    Original Price $ 24.00
    Current Price $ 15.00

    Shield yourself from the sun without sacrificing style or comfort. This elegant cloche features a beautifully patterned chiffon crown paired with a...

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    Original Price $ 24.00
    Current Price $ 15.00
    Sale
  • Shapeable Ribbon Brim Sun Hat with Straw Crown - Scala Hats Wide Brim Hat Scala Hats SCA11855-BLK Black
    Shapeable Ribbon Brim Sun Hat with Straw Crown - Scala Hats Wide Brim Hat Scala Hats SCA11855-NAVY Navy

    Shapeable Ribbon Brim Sun Hat with Straw Crown - Scala Hats

    $ 34.00

    Introducing a new Spring 2026 style from Scala Hats: a classic statement sun hat designed to deliver bold coverage and polished elegance in one eas...

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    $ 34.00
  • Asymmetrical Brim Sun Hat with Chin Strap - Sun 'N' Sand Hat Wide Brim Hat Sun N Sand Hats HH3478A Natural Medium (57 cm)
    Asymmetrical Brim Sun Hat with Chin Strap - Sun 'N' Sand Hat Wide Brim Hat Sun N Sand Hats

    Asymmetrical Brim Sun Hat with Chin Strap - Sun 'N' Sand Hat

    $ 43.00

    Elevate your outdoor wardrobe with this refined sun hat, designed for versatility across golf greens, mountain trails, and urban landscapes. The th...

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    $ 43.00
  • Up Turned Brim Straw Sun Hat with Bow - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats
    Up Turned Brim Straw Sun Hat with Bow - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats HH3458A Natural Medium (57 cm)

    Up Turned Brim Straw Sun Hat with Bow - Sun 'N' Sand Hats

    $ 43.00

    Elevate your sun protection game with this stunning upturned-brim straw hat, designed to keep you looking radiant while shielding your skin. Featur...

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    $ 43.00
  • Wide Asymmetrical Brim Summer Hat with Bow - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Wide Asymmetrical Brim Summer Hat with Bow - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA1839-BLK Black tweed OS (57 cm)

    Wide Asymmetrical Brim Summer Hat with Bow - Boardwalk Style

    $ 34.00

    Step into summer with confidence in this striking asymmetrical sun hat that balances style with serious sun protection. The dramatic 5.5-inch front...

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    $ 34.00
  • Straw Safari Hat with Pastel Tribal Band - Karen Keith Hats Safari Hat Great hats by Karen Keith N13-A Toast OS (57 cm)
    Straw Safari Hat with Pastel Tribal Band - Karen Keith Hats Safari Hat Great hats by Karen Keith N13-B White OS (57 cm)

    Straw Safari Hat with Pastel Tribal Band - Karen Keith Hats

    $ 30.00

    Step into the sun with unwavering confidence in this expertly crafted straw safari hat. Engineered with UPF 50+ protection and a sophisticated pape...

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    $ 30.00
  • Washable Poly-Straw Sun Hat, UPF50 - Karen Keith Hats Wide Brim Sun Hat Great hats by Karen Keith PP31-B Ivory OS (57.5 cm)
    Washable Poly-Straw Sun Hat, UPF50 - Karen Keith Hats Wide Brim Sun Hat Great hats by Karen Keith PP31-A Toast OS (57.5 cm)

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

    from $ 30.00

    Step into the sun with unwavering confidence wearing this refined poly-straw hat. Built to endure both UV rays and everyday wear, it combines UPF 5...

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    from $ 30.00
  • Butterfly Brim Summer Hat with Bow - Sun 'N' Sand Hat Cloche Sun N Sand Hats
    Butterfly Brim Summer Hat with Bow - Sun 'N' Sand Hat Cloche Sun N Sand Hats HH2392C Blue OS (57.5 cm)

    Butterfly Brim Summer Hat with Bow - Sun 'N' Sand Hat

    $ 26.00

    Embrace sun-safe style with this charming summer hat designed for the modern woman on the move. Featuring a distinctive split brim with an elegant ...

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    $ 26.00
  • Rio Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Rio Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Rio Fedora by Wallaroo Hat Company

    $ 61.00

    Introducing the Rio Women’s Fedora, a NEW 2026 Wallaroo style designed for women who want instant, effortless sun protection without sacrificing st...

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    $ 61.00
  • Petite Sun Hat with Pineapple Band - Sunny Dayz™ Wide Brim Sun Hat Sun N Sand Hats HK446 Natural Small (54 cm)

    Petite Sun Hat with Pineapple Band - Sunny Dayz™

    $ 28.75

    Stay protected and stylish with this petite-sized sun hat designed for smaller heads. The wide 3-inch brim delivers superior UPF 50+ sun protection...

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    $ 28.75
  • Petite Woven Straw Cowboy Hat with Chin Cord - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA2971-BLK Black Small (54 cm)

    Petite Woven Straw Cowboy Hat with Chin Cord - Boardwalk Hats

    $ 26.00

    Experience authentic western style tailored for petite frames with this premium toyo straw cowboy hat. The iconic Cattleman-style crown delivers cl...

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    $ 26.00
  • Turned Up Split Brim Summer Cloche Hat - Sun 'N' Sand Hat Cloche Sun N Sand Hats
    Turned Up Split Brim Summer Cloche Hat - Sun 'N' Sand Hat Cloche Sun N Sand Hats HH2538A Tan Medium (57 cm)

    Turned Up Split Brim Summer Cloche Hat - Sun 'N' Sand Hat

    $ 26.50

    Embrace effortless elegance with this stunning straw cloche hat, designed to elevate your summer style. Featuring a distinctive butterfly split bri...

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    $ 26.50
  • Henley Cotton Canvas Bucket Hat with Tie - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH2905B Navy OS
    Henley Cotton Canvas Bucket Hat with Tie - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats

    Henley Cotton Canvas Bucket Hat with Tie - Sun 'N' Sand Hats

    $ 29.00

    Embrace adventure with this versatile cotton canvas bucket hat, designed for the modern traveler. Featuring a distinctive multicolor trim and color...

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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.