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Petite & Plus Size Hats – Extra Small to Extra Large Fits

  • Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats
    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats DA1930-IVBK Ivory / Black OS

    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats

    $ 25.00

    Keep the sun at bay with this versatile Ribbon and Straw Wide Brim Ponytail Sun Hat from Boardwalk Hats. Engineered with UPF 50+ protection, the ge...

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    $ 25.00
  • The Airflo® Tilley Hat - Medium Brim LTM5 Boonie Bucket Hat Tilley Endurables Hats
    The Airflo® Tilley Hat - Medium Brim LTM5 Boonie Bucket Hat Tilley Endurables Hats H00HT1005728101 Rockface 6 7/8 (55 cm)

    The Airflo® Tilley Hat - Medium Brim LTM5 Boonie

    $ 99.00

    The best-selling classic Tilley hat is a trusted choice for rain or shine, designed to perform wherever your day takes you. This lightweight, unise...

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    $ 99.00
  • 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
  • Modern Airflo® Boonie Hat - Tilley Hats Bucket Hat Tilley Endurables Hats
    Modern Airflo® Boonie Hat - Tilley Hats Bucket Hat Tilley Endurables Hats H04HT10016102 Light Stone 7 (56 cm)

    Modern Airflo® Boonie Hat - Tilley Hats

    $ 99.00

    Often described as the finest outdoor hat in the world, this lightweight, unisex boonie-style hat is built for serious adventurers and everyday out...

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    $ 99.00
  • Petite Gabi by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Gabi by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Gabi by Wallaroo Hat Company

    $ 61.00

    The Petite Gabi Ponytail Fedora offers a smart, comfortable solution for women with smaller head sizes who prefer wearing their hair up. A discreet...

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    $ 61.00
  • Palm Beach Carkella by Wallaroo Hats Safari Hat Wallaroo Hats
    Palm Beach Carkella by Wallaroo Hats Safari Hat Wallaroo Hats PLMBCHMBKM Black M/L (59 cm)

    Palm Beach Carkella by Wallaroo Hats

    $ 65.00

    The Palm Beach Safari Hat offers lightweight performance with classic styling, perfect for golf, travel, outdoor adventures, and daily sun protecti...

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    $ 65.00
  • Microfiber Large Bill UV Cap with Neck Cape - Juniper UV Wear Cap MegaCI
    Microfiber Large Bill UV Cap with Neck Cape - Juniper UV Wear Cap MegaCI J7249SBL Smokey Blue

    Microfiber Large Bill UV Cap with Neck Cape - Juniper UV Wear

    $ 29.00

    Experience ultimate sun protection without compromise. This microfiber cap features a seven-panel crown with strategic mesh ventilation to keep you...

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    $ 29.00
  • 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
  • Carter Fedora by Wallaroo Hats Safari Hat Wallaroo Hats CART-IV-M Ivory/Stone M/L (59 cm)
    Carter Fedora by Wallaroo Hats Safari Hat Wallaroo Hats

    Carter Fedora by Wallaroo Hats

    $ 61.00

    The Carter is a sophisticated fedora hat with clean lines. Crafted from lightweight, breathable materials, it ensures comfort even on extremely hot...

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    $ 61.00
  • Knit Beanie with Braided Band and Button Accent - Jeanne Simmons Beanie Jeanne Simmons Accessories JS7963 Yellow M/L
    Knit Beanie with Braided Band and Button Accent - Jeanne Simmons Beanie Jeanne Simmons Accessories JS7963 Tan M/L
    Sale

    Knit Beanie with Braided Band and Button Accent - Jeanne Simmons

    Original Price $ 15.00
    from $ 9.99

    This bold knit beanie commands attention with its distinctive basket weave texture and edgy braided leatherette strap fastened by dual buttons. The...

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    Original Price $ 15.00
    from $ 9.99
    Sale
  • Men's Safari Style Rain Hat - Stetson Hats Safari Hat Stetson Hats
    Men's Safari Style Rain Hat - Stetson Hats Safari Hat Stetson Hats STC61-BLK2 Black Medium

    Men's Safari Style Rain Hat - Stetson Hats

    $ 44.00

    Embrace adventure in this water-resistant cotton blend safari hat that keeps you dry without sacrificing style. The structured 2" brim slopes gentl...

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    $ 44.00
  • Petite Size Packable Ribbon Sun Hat - Sunny Dayz™ Cloche Sun N Sand Hats HK303A Tan Small (56 cm)
    Petite Size Packable Ribbon Sun Hat - Sunny Dayz™ Cloche Sun N Sand Hats HK303B Sage Small (56 cm)

    Petite Size Packable Ribbon Sun Hat - Sunny Dayz™

    $ 18.00

    Elevate your travel wardrobe with this sophisticated petite ribbon cloche, designed for those who demand both elegance and practicality. The gracef...

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    $ 18.00
  • Petite Kristy Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Kristy Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Kristy Fedora by Wallaroo Hat Company

    $ 61.00

    The Petite Kristy Fedora delivers the same polished sophistication as the original Kristy—perfectly scaled for smaller head sizes. Its two-tone sty...

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    $ 61.00
  • Gabi Ponytail Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Gabi Ponytail Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Gabi Ponytail Fedora by Wallaroo Hat Company

    $ 61.00

    The Gabi Ponytail Fedora is thoughtfully designed for women who want sun protection without sacrificing their favorite hairstyles. A discreet openi...

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    $ 61.00
  • 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
  • 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
  • Gabriella Lycra Floating Sun Visor - Sun 'N' Sand Hats Visor Cap Sun N Sand Hats
    Gabriella Lycra Floating Sun Visor - Sun 'N' Sand Hats Visor Cap Sun N Sand Hats

    Gabriella Lycra Floating Sun Visor - Sun 'N' Sand Hats

    $ 24.00

    Picture yourself poolside, protected and confident in the Gabriella Lycra Floating Sun Visor. Crafted from premium swimsuit-grade Lycra®, this ligh...

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    $ 24.00
  • 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
  • Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats
    Explorer by Wallaroo Hat Company Bucket Hat Wallaroo Hats

    Explorer by Wallaroo Hat Company

    $ 57.00

    The Explorer is a performance-driven boonie hat crafted for long days outdoors. Lightweight microfiber keeps it breathable and quick-drying, while ...

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    $ 57.00
  • Stetson Hats Mesh Outback Hat for Men up to 2XL - Natural Safari Hat Stetson Hats STC205-NAT1 Natural Small

    Stetson Hats Mesh Outback Hat for Men up to 2XL - Natural

    $ 51.99

    Embrace the great outdoors with confidence in this versatile Stetson mesh Outback hat. Built from durable nylon mesh, it's engineered to handle wha...

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    $ 51.99

Find Your Perfect Fit – Beyond One Size

Let’s face it—not everyone fits into standard sizing. While most women’s hats are labeled “one size” and men’s hats typically come in limited size ranges, many people fall outside those norms.

If you’ve struggled to find a comfortable fit, you’re not alone. That’s why we offer a selection of extra-small and extra-large hat styles, designed to provide a better, more precise fit without compromising on style.

Explore our extended size options and finally enjoy a hat that feels as good as it looks.