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Adjustable Size Hats

  • 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
  • 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
  • Tahiti Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Tahiti Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats

    Tahiti Cowboy by Wallaroo Hat Company

    $ 71.00

    The Tahiti Cowboy Hat brings tropical Western style to summer outfits with its hand-crocheted raffia construction and sculpted cowboy crown accente...

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    $ 71.00
  • Tahiti Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Tahiti Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Tahiti Fedora by Wallaroo Hat Company

    $ 67.00

    The Tahiti Fedora offers natural island-inspired beauty with its hand-crocheted raffia construction and lightweight, breathable feel. The narrow br...

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    $ 67.00
  • 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
  • St. Tropez Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats STTR-24-NA Natural / Navy M/L (58 cm)
    St. Tropez Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Sale

    St. Tropez Trilby by Wallaroo Hat Company

    Original Price $ 49.00
    Current Price $ 26.00

    The St. Tropez Trilby features a shorter brim and structured fedora crown, making it a chic option for women and men seeking a compact summer hat. ...

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    Original Price $ 49.00
    Current Price $ 26.00
    Sale
  • Criss Cross Woven Straw Brim Cap - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3179C Natural M/L (57-59 cm) Hook and Loop Closure
    Criss Cross Woven Straw Brim Cap - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3179F Navy M/L (57-59 cm) Hook and Loop Closure

    Criss Cross Woven Straw Brim Cap - Sun 'N' Sand Hats

    $ 27.50

    Shield yourself from the sun in style with this versatile straw brim cap featuring an eye-catching crisscross woven band. The generous 3.75" peak d...

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    $ 27.50
  • 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
  • Carkella Sydney Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats SYDFM-DM Denim M/L (58 cm)
    Carkella Sydney Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Sydney Fedora by Wallaroo Hat Company

    $ 51.00

    The Sydney Fedora blends contemporary styling with Carkella’s signature magnetic emblem feature—allowing you to customize your hat with interchange...

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    $ 51.00
  • Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats ELIS-WHBG Natural M/L (58 cm)
    Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Elise by Wallaroo Hat Company

    $ 77.00

    The full-size Elise offers dramatic, full-coverage sun protection with its sweeping extra-wide brim—perfect for tropical vacations, cruises, poolsi...

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    $ 77.00
  • 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
  • Straw Sun Hat with Chiffon Bow - Karen Keith Hats Wide Brim Sun Hat Great hats by Karen Keith
    Straw Sun Hat with Chiffon Bow - Karen Keith Hats Wide Brim Sun Hat Great hats by Karen Keith BT31-N Natural / Ivory M/L (58.5 cm)

    Straw Sun Hat with Chiffon Bow - Karen Keith Hats

    $ 33.00

    Own every sun-soaked moment with this exquisite straw hat designed for the woman who refuses to compromise. The softly structured dome crown and ge...

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    $ 33.00
  • 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
  • Ponytail Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    Ponytail Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats DA1968-BKT Black Tweed M/L (58 cm)

    Ponytail Summer Fedora Hat - Boardwalk Style

    $ 24.00

    Embrace effortless style with this innovative ponytail fedora, designed for women who refuse to compromise between fashion and function. The distin...

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    $ 24.00
  • 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
  • Ribbon Backless Facesaver Hat - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH1286A White M/L (58 cm)

    Ribbon Backless Facesaver Hat - Sun 'N' Sand Hats

    $ 31.00

    Discover the perfect blend of style and sun safety with this innovative backless facesaver hat from Sun 'N' Sand. Crafted from premium grosgrain ri...

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    $ 31.00
  • Charlie Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Charlie Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Charlie Trilby by Wallaroo Hat Company

    $ 57.00

    The Charlie Unisex Trilby offers a timeless shape with a contemporary feel, featuring a structured crown and shorter brim for a refined, easygoing ...

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    $ 57.00
  • Lady Jane by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Lady Jane by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Lady Jane by Wallaroo Hat Company

    $ 71.00

    The Lady Jane is adorned with a printed scarf with Jane Seymour's artwork. It is a lovely upturned brim that frames the face beautifully, giving th...

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    $ 71.00
  • Carkella Lauren by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Lauren by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Lauren by Wallaroo Hat Company

    $ 71.00

    The Lauren brings classic safari styling to modern sun protection with its structured crown and wide, flattering brim. Lightweight and breathable, ...

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    $ 71.00
  • Carkella Kerrigan by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Kerrigan by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Kerrigan by Wallaroo Hat Company

    $ 71.00

    The Kerrigan blends the classic safari silhouette with Carkella’s smart magnetic emblem system. The durable woven fabric with contrasting stitching...

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    $ 71.00
  • Fine Braid Straw Beach Hat, M/L size - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Fine Braid Straw Beach Hat, M/L size - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats

    Fine Braid Straw Beach Hat, M/L size - Boardwalk Style

    $ 32.00

    Experience effortless sun protection with this elegant fine braid straw beach hat. Crafted from 100% paper raffia, it features a softly domed crown...

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    $ 32.00

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.