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Adjustable Size Hats

  • Sydney - Wallaroo Hats Kettle Brim Hat Wallaroo Hats
    Sydney - Wallaroo Hats Kettle Brim Hat Wallaroo Hats

    Sydney - Wallaroo Hats

    $ 51.00

    The Sydney Sun Hat is one of Wallaroo’s bestselling summer styles thanks to its soft, breathable poly-braid design of matching hues. The flexible 3...

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    $ 51.00
  • Petite Scrunchie Hat by Wallaroo Hat Company Wide Brim Sun Hat Wallaroo Hats
    Petite Scrunchie Hat by Wallaroo Hat Company Wide Brim Sun Hat Wallaroo Hats

    Petite Scrunchie Hat by Wallaroo Hat Company

    $ 53.00

    The Petite Scrunchie is a compact, flexible sun hat designed for smaller head sizes. Its signature scrunchable construction packs effortlessly into...

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    $ 53.00
  • 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
  • Kristy Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Kristy Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Kristy Fedora by Wallaroo Hat Company

    $ 61.00

    The Kristy combines the timeless fedora styling with a feminine edge: its shallow crown and front pinch create sophistication, while the vibrant tw...

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    $ 61.00
  • Petite Charlie by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Charlie by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Charlie by Wallaroo Hat Company

    $ 61.00

    The Petite Charlie Fedora offers the same polished, contemporary look as the bestselling Charlie—tailored perfectly for smaller head sizes. The str...

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    $ 61.00
  • Palm Beach Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Palm Beach Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Palm Beach Safari by Wallaroo Hat Company

    $ 65.00

    The Palm Beach Safari Hat combines modern structure with lightweight comfort, making it a top choice for men and women who want dependable sun prot...

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    $ 65.00
  • 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
  • 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
  • Charlie Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Charlie Fedora by Wallaroo Hat Company

    $ 61.00

    Designed with a contemporary silhouette, the Charlie Fedora pairs clean lines with effortless comfort. The structured crown and medium brim create ...

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    $ 61.00
  • Petite Palm Beach by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Palm Beach by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Palm Beach by Wallaroo Hat Company

    $ 65.00

    The Petite Palm Beach Safari Hat delivers packable convenience and classic outdoor style for smaller head sizes. Its crushable construction allows ...

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    $ 65.00
  • Scrunchie by Wallaroo Hat Company Wide Brim Sun Hat Wallaroo Hats
    Scrunchie by Wallaroo Hat Company Wide Brim Sun Hat Wallaroo Hats

    Scrunchie by Wallaroo Hat Company

    $ 53.00

    The Wallaroo Scrunchie sun hat is the ultimate combination of playful style and serious sun protection. Featuring a wired brim that lets you shape ...

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    $ 53.00
  • Casual Traveler by Wallaroo Hats Kettle Brim Hat Wallaroo Hats
    Casual Traveler by Wallaroo Hats Kettle Brim Hat Wallaroo Hats

    Casual Traveler by Wallaroo Hats

    $ 51.00

    The Casual Traveler is one of Wallaroo’s most versatile packable sun hats. Its soft, flexible brim offers wide, comfortable shade, while the lightw...

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    $ 51.00
  • Supplex® Nylon Boonie with Mesh Crown - DPC Global Hats Bucket Hat Dorfman Hat Co.
    Supplex® Nylon Boonie with Mesh Crown - DPC Global Hats Bucket Hat Dorfman Hat Co. MC2-KAKI1 Khaki Small (55 cm)

    Supplex® Nylon Boonie with Mesh Crown - DPC Global Hats

    $ 26.99

    Built for hiking, fishing, travel, and outdoor adventures, the Trailer Boonie Hat by DPC Outdoor combines advanced performance features with all-da...

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    $ 26.99
  • 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
  • Microfiber Boonie with Neck Cape - K. Keith Bucket Hat Great hats by Karen Keith
    Microfiber Boonie with Neck Cape - K. Keith Bucket Hat Great hats by Karen Keith MSnh36OLM Olive S/M (55-58cm)

    Microfiber Boonie with Neck Cape - K. Keith

    $ 24.00

    Embrace the outdoors with confidence in this versatile boonie hat designed for adventurers. The breathable mesh panels keep you cool during intense...

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    $ 24.00
  • Maisie Up Brim Ribbon Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2201B bk Black Medium (57 cm)
    Maisie Up Brim Ribbon Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2201c wh Beige Medium (57 cm)

    Maisie Up Brim Ribbon Sun Hat - Sun 'N' Sand Hats

    $ 26.00

    Stay stylish and protected with this lightweight, sewn ribbon summer hat by Sun ‘N’ Sand Hat Company, designed for versatility and travel-ready wea...

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    $ 26.00
  • Ponytail Hole Fedora for Large Heads - Karen Keith Hats Facesaver Hat Great hats by Karen Keith BT14CB-B Black Tweed L/XL
    Ponytail Hole Fedora for Large Heads - Karen Keith Hats Facesaver Hat Great hats by Karen Keith

    Ponytail Hole Fedora for Large Heads - Karen Keith Hats

    $ 30.00

    Own your look with confidence. This chart-topping fedora is expertly crafted for larger heads, showcasing a refined dented crown and tailored pinch...

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    $ 30.00
  • Carkella Fairway Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Fairway Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Fairway Fedora by Wallaroo Hat Company

    $ 67.00

    Designed with golfers in mind, the Fairway blends a stylish fedora shape with a wide protective brim for all-around sun safety. Lightweight and bre...

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    $ 67.00
  • 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
  • Supplex Dimensional Brim Hat, White - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, White - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. mc288whs White S/M (57 cm)

    Supplex Dimensional Brim Hat, White - DPC Outdoor Headwear

    $ 33.00

    Experience the perfect blend of performance and comfort with this Supplex Dimensional Brim Hat. Crafted from innovative Supplex® fabric, it deliver...

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    $ 33.00
  • Shapeable Brim Packable Ribbon Bucket Hat - Scala Hats Wide Brim Hat Scala Hats
    Shapeable Brim Packable Ribbon Bucket Hat - Scala Hats Wide Brim Hat Scala Hats

    Shapeable Brim Packable Ribbon Bucket Hat - Scala Hats

    $ 32.00

    Embrace versatility and protection with this Scala Collezion women's bucket hat, endorsed by the Skin Cancer Foundation for superior sun defense. T...

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    $ 32.00
  • 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

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.