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Adjustable Size Hats

  • Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style Cowboy Hat Boardwalk Style Hats
    Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style Cowboy Hat Boardwalk Style Hats DA2958-NAT Natural Small (55 cm)

    Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style

    $ 25.00

    Step into your power with this petite-sized western straw hat, purposefully crafted for smaller head dimensions. The distinctive pinched crown and ...

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    $ 25.00
  • Petite Catalina Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Petite Catalina Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats

    Petite Catalina Cowboy by Wallaroo Hat Company

    $ 69.00

    The Petite Catalina Cowboy Hat brings classic Western styling to smaller head sizes, offering a flattering silhouette with breezy warm-weather comf...

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    $ 69.00
  • Cotton Bucket Hat with Drawstring - Karen Keith Hats Bucket Hat Great hats by Karen Keith
    Cotton Bucket Hat with Drawstring - Karen Keith Hats Bucket Hat Great hats by Karen Keith ch50OLM Olive S/M (54-56 cm)

    Cotton Bucket Hat with Drawstring - Karen Keith Hats

    $ 16.50

    Elevate your everyday with this iconic cotton bucket hat, crafted for those who refuse to compromise on style or substance. Featuring a refined 2.5...

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    $ 16.50
  • Supplex Dimensional Brim Hat, Khaki - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, Khaki - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. mc288khs Khaki S/M

    Supplex Dimensional Brim Hat, Khaki - DPC Outdoor Headwear

    $ 32.00

    Conquer every outdoor challenge with a hat designed for those who refuse to compromise. Built from premium Supplex® fabric, this boonie-style hat d...

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    $ 32.00
  • Petite Marseille by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats
    Petite Marseille by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats

    Petite Marseille by Wallaroo Hat Company

    $ 73.00

    The Petite Marseille brings Wallaroo’s iconic designer striped wide-brim style to smaller head sizes. Its dramatic downward-curved brim offers exce...

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    $ 73.00
  • Linen Trail Hat with Chin Cord - Scala  Women's Hats Wide Brim Hat Scala Hats LC834-BLK Black Small (55 cm)
    Linen Trail Hat with Chin Cord - Scala  Women's Hats Wide Brim Hat Scala Hats

    Linen Trail Hat with Chin Cord - Scala Women's Hats

    $ 39.99

    Crafted from a textured linen weave, this women's trail hat delivers exceptional sun protection with UPF 50+ rating, ideal for outdoor adventures. ...

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    $ 39.99
  • Santiago Small Size Straw Safari Hat - Sunny Dayz™ Safari Hat Sun N Sand Hats HK489 Natural Small (54 cm)

    Santiago Small Size Straw Safari Hat - Sunny Dayz™

    $ 28.00

    Discover the perfect fit with this petite Panama-style safari hat, expertly crafted for smaller head sizes. The artfully dented crown and classic p...

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    $ 28.00
  • Supplex Dimensional Brim Hat, Grey - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, Grey - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC288-GREY1 Grey S/M

    Supplex Dimensional Brim Hat, Grey - DPC Outdoor Headwear

    $ 32.00

    Embrace adventure with confidence in this DPC Outdoor boonie-style hat, engineered for serious explorers. The dimensional brim spans 4" front and b...

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    $ 32.00
  • Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats
    Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats

    Jr. Explorer by Wallaroo Hats

    $ 33.00

    The JR. Explorer Hat is built for active kids and petite adults who love exploring outside. Made from lightweight, breathable microfiber, it offers...

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    $ 33.00
  • Unisex Boonie with Contrast Under Brim - St. Johns Bay Bucket Hat Dorfman Hat Co.
    Unisex Boonie with Contrast Under Brim - St. Johns Bay Bucket Hat Dorfman Hat Co. jcpbh196s Army Small/Medium

    Unisex Boonie with Contrast Under Brim - St. Johns Bay

    $ 17.00

    Embrace adventure with this ultralight Taslon boonie hat, engineered for explorers. The contrast under-brim and trim add distinctive style, while m...

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    $ 17.00
  • Luna Petite Straw Safari Hat with Pink Band - Sunny Dayz™ Safari Hat Sun N Sand Hats
    Luna Petite Straw Safari Hat with Pink Band - Sunny Dayz™ Safari Hat Sun N Sand Hats HK438 Natural Small (54 cm)

    Luna Petite Straw Safari Hat with Pink Band - Sunny Dayz™

    $ 28.75

    Tailored for petite proportions, the Luna Safari Hat delivers sophisticated sun protection without compromise. This straw hat showcases a refined s...

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    $ 28.75
  • Lily Two Tone Black and Natural Straw Safari - Sunny Dayz™ Safari Hat Sun N Sand Hats HK439 Natural Small (54 cm)

    Lily Two Tone Black and Natural Straw Safari - Sunny Dayz™

    $ 28.75

    Stay cool, confident, and sun-protected with this petite two-tone sun hat, thoughtfully designed for smaller head sizes. Blending refined style wit...

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    $ 28.75
  • Wide Brim Braided Wrap Around  Sun Visor - Fadivo Hats Visor Cap Fadivo New York CH4505-NAT Natural OS (55-59 cm)
    Wide Brim Braided Wrap Around  Sun Visor - Fadivo Hats Visor Cap Fadivo New York
    Sale

    Wide Brim Braided Wrap Around Sun Visor - Fadivo Hats

    Original Price $ 18.00
    Current Price $ 11.99

    Shield your face in style with this playful wide-brim wrap-around visor from Fadivo. The generous 5.25" brim keeps sun at bay while the 2.5" ribbon...

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    Original Price $ 18.00
    Current Price $ 11.99
    Sale
  • Petite Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats PELIS-WHBG Natural Small (55 cm)
    Petite Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Elise by Wallaroo Hat Company

    $ 77.00

    The Petite Elise Sun Hat delivers premium sun protection with an elegant extra-wide brim tailored for smaller head sizes. Its flexible, packable co...

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    $ 77.00
  • Small Heads Boonie Hat with Chin Cord - Sunny Dayz™ Bucket Hat Sun N Sand Hats
    Small Heads Boonie Hat with Chin Cord - Sunny Dayz™ Bucket Hat Sun N Sand Hats HK404C-L Blue 55 cm

    Small Heads Boonie Hat with Chin Cord - Sunny Dayz™

    $ 25.00

    Discover the perfect fit with our Sunny Dayz™ Boonie Hat, thoughtfully designed for smaller head sizes. This versatile bucket hat features a struct...

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    $ 25.00
  • Plaid Fedora with Button Accent for Fall - Adora Hats® Fedora Hat Adora Hats AD1200A Camel S/M (56-57 cm)

    Plaid Fedora with Button Accent for Fall - Adora Hats®

    $ 21.00

    This refined plaid trilby from Adora Hats® combines timeless elegance with thoughtful design details. Constructed in a sophisticated light-to-dark ...

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    $ 21.00

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.