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Adjustable Size Hats

  • Black and Natural Two Tone Crocheted Raffia Sun Hat - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Black and Natural Two Tone Crocheted Raffia Sun Hat - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats    Sale

    Black and Natural Two Tone Crocheted Raffia Sun Hat - Boardwalk Style

    Original Price $ 42.00
    Current Price $ 15.00

    Crafted by hand using premium raffia, this stunning capeline-style hat combines timeless elegance with practical sun protection. The natural straw ...

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    Original Price $ 42.00
    Current Price $ 15.00
    Sale
  • Sterling Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sterling Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Sterling Safari by Wallaroo Hat Company

    $ 69.00

    The Sterling by Wallaroo delivers classic safari style with a fresh, nautical twist. Featuring a crisp contrast trim and a coordinating striped hat...

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    $ 69.00
  • Bowler Hat with Animal Print Band - Adora® Wool Hats Bowler Hat Adora Hats AD1294A Black Medium (57 cm)
    Bowler Hat with Animal Print Band - Adora® Wool Hats Bowler Hat Adora Hats

    Bowler Hat with Animal Print Band - Adora® Wool Hats

    $ 48.00

    Timeless bowler silhouette crafted from pure wool with a refined, compact brim and rounded crown. Features a striking animal print band that adds c...

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    $ 48.00
  • Microfiber UV Bill Cap with Neck Cape - Juniper Sport Hats Cap MegaCI
    Microfiber UV Bill Cap with Neck Cape - Juniper Sport Hats Cap MegaCI J7001 Natural 54-57 cm

    Microfiber UV Bill Cap with Neck Cape - Juniper Sport Hats

    $ 22.00

    Step into the sun with unstoppable confidence. This premium microfiber cap is engineered for petite frames, featuring a sculpted four-panel crown a...

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    $ 22.00
  • Rip Stop Cotton Boonie with Floatable Brim - DPC Outdoor Hats Bucket Hat Dorfman Hat Co.
    Rip Stop Cotton Boonie with Floatable Brim - DPC Outdoor Hats Bucket Hat Dorfman Hat Co. MC428-PUTTY2 Putty Medium

    Rip Stop Cotton Boonie with Floatable Brim - DPC Outdoor Hats

    $ 39.00

    Pigment dyed rip stop cotton boonie hat. Dimensional bound brim, 3.75" wide front and back, 3" sides. Floatable brim makes this a great fishing, sa...

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    $ 39.00
  • Open Weave Seagrass Straw Fedora - Tidal Tom Hats Fedora Hat Tidal Tom HTT1010B-XL Brown XL (60-61 cm)
    Open Weave Seagrass Straw Fedora - Tidal Tom Hats Fedora Hat Tidal Tom HTT1010A-ML Navy M/L (57-59 cm)

    Open Weave Seagrass Straw Fedora - Tidal Tom Hats

    $ 27.50

    Refine your warm-weather style with this natural seagrass straw fedora hat for men, designed for both comfort and timeless appeal. Featuring a clas...

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    $ 27.50
  • Polka Dot Band Pinned Up Brim Sun Hat  - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH2497B Black / White M (57 cm)
    Polka Dot Band Pinned Up Brim Sun Hat  - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH2497A Ivory / Navy M (57 cm)

    Polka Dot Band Pinned Up Brim Sun Hat - Sun 'N' Sand Hats

    $ 24.00

    Make a statement this season with this refined sun hat, showcasing an eye-catching polka dot bow band and an artfully asymmetrical brim pinned grac...

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    $ 24.00
  • Two Tone Raffia Beach Hat with Bow Wide Brim Hat Something Special LA
    Two Tone Raffia Beach Hat with Bow Wide Brim Hat Something Special LA WSraf1353AQ Aqua

    Two Tone Raffia Beach Hat with Bow

    $ 52.00

    Crochet raffia crown. Sewn braid raffia brim. Bound, 5" wide brim with V-cut. Large bow in back. Drawstring inside crown to adjust size. One size. ...

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    $ 52.00
  • Crocheted Summer Cloche - Callanan Handmade Hats Wide Brim Hat Callanan Hats CR257WH White M/L (58 cm)

    Crocheted Summer Cloche - Callanan Handmade Hats

    $ 79.00

    Crafted by the talented hands of John Callanan, this charming cloche brings vintage flair to your summer wardrobe. Hand-crocheted with shimmering L...

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    $ 79.00
  • Adjustable Size Hat for Ponytails - Boardwalk Style Facesaver Hat Boardwalk Style Hats
    Adjustable Size Hat for Ponytails - Boardwalk Style Facesaver Hat Boardwalk Style Hats DA1367-BLK Brown Tweed OS

    Adjustable Size Hat for Ponytails - Boardwalk Style

    $ 37.50

    Enjoy sun-smart style and a perfect fit with this adjustable ponytail sun hat, thoughtfully designed for larger head sizes. The elastic strap closu...

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    $ 37.50
  • Victoria Fedora Diva by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Victoria Fedora Diva by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Victoria Fedora Diva by Wallaroo Hat Company

    $ 57.00

    The Victoria Fedora Diva is a stunning new addition to Wallaroo’s iconic Victoria collection, blending the timeless fedora crown with a glamorous 4...

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    $ 57.00
  • Flex Weave Straw Wide Brim Beach Hat - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats DA1350-NAT Natural Heather OS (57 cm)
    Flex Weave Straw Wide Brim Beach Hat - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats

    Flex Weave Straw Wide Brim Beach Hat - Boardwalk Style

    $ 49.00

    Turn every shoreline stroll into a style moment with this stunning Flex-Weave straw beach hat, designed to elevate your seaside and resort adventur...

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    $ 49.00
  • Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats DARB- Ivory/Blue OS (58 cm)
    Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats

    Darby Cloche by Wallaroo Hat Company

    $ 61.00

    Introducing the Darby Cloche—a timeless two-tone design that celebrates effortless elegance. This ivory beauty features striking contrast stitching...

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    $ 61.00
  • Victoria Cap - Wallaroo Hat Company Facesaver Hat Wallaroo Hats
    Victoria Cap - Wallaroo Hat Company Facesaver Hat Wallaroo Hats

    Victoria Cap - Wallaroo Hat Company

    $ 53.00

    Introducing the Victoria Cap, a brand-new addition to Wallaroo’s iconic Victoria collection. This innovative sun cap blends the comfort of a classi...

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    $ 53.00
  • Cotton Sun Hat with Ponytail Opening - Scala Hats for Women Wide Brim Hat Scala Hats SCA11739-WHBLK White / Black M/L (57 - 58 cm)
    Cotton Sun Hat with Ponytail Opening - Scala Hats for Women Wide Brim Hat Scala Hats

    Cotton Sun Hat with Ponytail Opening - Scala Hats for Women

    $ 37.00

    Designed for active women who refuse to compromise on style or sun protection, this Scala cotton sun hat combines practical functionality with eleg...

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    $ 37.00
  • Soft Wool Two Tone Fedora Hat - Adora® Hats Fedora Hat Adora Hats AD1455B Tan OS (57 cm)
    Soft Wool Two Tone Fedora Hat - Adora® Hats Fedora Hat Adora Hats

    Soft Wool Two Tone Fedora Hat - Adora® Hats

    $ 26.00

    Experience timeless elegance with this sophisticated two-tone fedora crafted from premium boiled wool. The striking contrast between dark and light...

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    $ 26.00
  • River Knit Western Hat Tassel Band - Sun 'N' Sand Hats Cowboy Hat Sun N Sand Hats HH3147B Natural OS (58 cm)
    River Knit Western Hat Tassel Band - Sun 'N' Sand Hats Cowboy Hat Sun N Sand Hats

    River Knit Western Hat Tassel Band - Sun 'N' Sand Hats

    $ 42.00

    Embrace your bold style with this versatile knit western hat, designed for the confident woman who refuses to blend in. The classic off-white hue p...

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    $ 42.00
  • Autumn Leaf Cloche Felt Hat - John Callanan Handmade Hats Cloche Callanan Hats
    Autumn Leaf Cloche Felt Hat - John Callanan Handmade Hats Cloche Callanan Hats LV404 Black Medium (57 cm)
    Sale

    Autumn Leaf Cloche Felt Hat - John Callanan Handmade Hats

    Original Price $ 42.00
    Current Price $ 24.99

    Discover the charm of this handcrafted wool felt cloche by renowned British milliner John Callanan. Featuring a playfully asymmetrical 3.5" brim wi...

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    Original Price $ 42.00
    Current Price $ 24.99
    Sale
  • Crochet Raffia Cowboy Hat Cowboy Hat Something Special LA
    Crochet Raffia Cowboy Hat Cowboy Hat Something Special LA WSRA493NT Natural

    Crochet Raffia Cowboy Hat

    $ 52.00

    Step into refined summer style with this elegant cowgirl hat designed to combine timeless shape with subtle glamour. The curled, ribbon-bound brim ...

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    $ 52.00
  • Crocheted White Straw Summer Hat - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats HH2588A White Medium (57 cm)
    Crocheted White Straw Summer Hat - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats

    Crocheted White Straw Summer Hat - Sun 'N' Sand Hats

    $ 31.00

    Channel your inner free spirit with this enchanting crocheted straw hat, inspired by the iconic bohemian aesthetic of the '60s. The generously wide...

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    $ 31.00
  • Salt Water Cotton Canvas Beach Hat with Frayed Brim - Makai Hats Floppy Hat Makai Hat
    Salt Water Cotton Canvas Beach Hat with Frayed Brim - Makai Hats Floppy Hat Makai Hat MA159-TAN Tan
    Sale

    Salt Water Cotton Canvas Beach Hat with Frayed Brim - Makai Hats

    Original Price $ 70.00
    Current Price $ 54.99

    Enjoy effortless coastal style with the Salt Water Cotton Canvas Beach Hat by Makai, designed for comfort, coverage, and everyday versatility. Made...

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    Original Price $ 70.00
    Current Price $ 54.99
    Sale
  • Multi Color Shapeable Brim Western Hat - Cappelli Straworld Cowboy Hat Cappelli Straworld
    Multi Color Shapeable Brim Western Hat - Cappelli Straworld Cowboy Hat Cappelli Straworld CSW415-AQU Aqua

    Multi Color Shapeable Brim Western Hat - Cappelli Straworld

    $ 32.00

    Bring some personality to your western wardrobe with this vibrant multi-color braided cowgirl hat. Featuring a distinctive dented crown and front p...

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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.