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Adjustable Size Hats

  • Oakley Tribal Pattern Band Straw Fedora Hat - Sun 'n' Sand® Fedora Hat Sun N Sand Hats HH3021 White / Natural OS (57 cm)

    Oakley Tribal Pattern Band Straw Fedora Hat - Sun 'n' Sand®

    $ 34.00

    Embrace effortless style with this striking two-tone straw fedora, where timeless design meets modern versatility. The teardrop crown and pinched f...

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    $ 34.00
  • Soft Wool Winter Pattern Fedora Hat - Adora® Hats Fedora Hat Adora Hats AD1457A Black OS (57 cm)

    Soft Wool Winter Pattern Fedora Hat - Adora® Hats

    $ 32.00

    This refined wool fedora combines classic styling with practical comfort. Crafted from soft boiled wool, it features a distinctive dented crown and...

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    $ 32.00
  • Aspen by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Aspen by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Aspen by Wallaroo Hat Company

    $ 75.00

    The Aspen Safari Hat brings timeless sophistication to fall and winter adventures. Crafted from high-quality wool felt, it offers a structured shap...

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    $ 75.00
  • Boathouse Straw Boater Hat - Brooklyn Hat Co Bolero Hat Brooklyn Hat BKN1582 Natural Medium (57.5 cm)
    Sale

    Boathouse Straw Boater Hat - Brooklyn Hat Co

    Original Price $ 69.00
    Current Price $ 32.98

    This charming boater brings effortless summer style with its open-weave bao straw construction that keeps you cool and comfortable. The playful fra...

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    Original Price $ 69.00
    Current Price $ 32.98
    Sale
  • Studded Asymmetrical Brim Wool Felt Cloche - Callanan Hats Cloche Callanan Hats
    Studded Asymmetrical Brim Wool Felt Cloche - Callanan Hats Cloche Callanan Hats LV449 Black Medium (57 cm)
    Sale

    Studded Asymmetrical Brim Wool Felt Cloche - Callanan Hats

    Original Price $ 59.25
    Current Price $ 39.00

    This John Callanan creation brings vintage flair with a modern twist. The Katie Ann cloche features a striking asymmetrical brim that's turned up o...

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    Original Price $ 59.25
    Current Price $ 39.00
    Sale
  • Striped Wide Brim Summer Floppy Hat - Red and Navy Wide Brim Sun Hat Boardwalk Style Hats da1786rd Red/Navy Medium (57 cm)

    Striped Wide Brim Summer Floppy Hat - Red and Navy

    $ 25.00

    Shield yourself from the sun in timeless style with this classic capeline sun hat. Featuring a generous 4-inch floppy brim and UPF 50+ protection, ...

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    $ 25.00
  • Mineral Stone Band Safari Hat by Tommy Bahama Safari Hat Tommy Bahama Hats
    Mineral Stone Band Safari Hat by Tommy Bahama Safari Hat Tommy Bahama Hats tbwl82nt Natural
    Sale

    Mineral Stone Band Safari Hat by Tommy Bahama

    Original Price $ 84.00
    Current Price $ 69.95

    Make every sunny moment unforgettable with this stunning Tommy Bahama women’s raffia safari hat, designed to combine natural texture with eye-catch...

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    Original Price $ 84.00
    Current Price $ 69.95
    Sale
  • Navy Macrame Brim Floppy Hat - Tommy Bahama Floppy Hat Tommy Bahama Hats tbwl91nv Navy

    Navy Macrame Brim Floppy Hat - Tommy Bahama

    $ 36.00

    Make a bold, resort-ready statement with this two-tone floppy brim hat crafted from braided navy straw and macramé raffia sections. Designed for st...

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    $ 36.00
  • Textured Bangkok Toyo Wide Brim Panama Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    Textured Bangkok Toyo Wide Brim Panama Hat - Boardwalk Style Safari Hat Boardwalk Style Hats DA1895-Nttn Natural / Black Medium (57 cm)

    Textured Bangkok Toyo Wide Brim Panama Hat - Boardwalk Style

    from $ 32.00

    Discover effortless style with this textured toyo panama hat, engineered for travelers and adventure seekers. The distinctive fedora-inspired crown...

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    from $ 32.00
  • Tweed Navy Raffia Crown Safari Hat by Sun Styles Safari Hat Sun Styles
    Tweed Navy Raffia Crown Safari Hat by Sun Styles Safari Hat Sun Styles xgz097nv1 Navy

    Tweed Navy Raffia Crown Safari Hat by Sun Styles

    $ 32.00

    Crocheted navy and natural mix raffia fedora style crown. Braided brim, 4" wide. Navy frayed edge ribbon band with loop. Ribbon inner band with dra...

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    $ 32.00
  • Andrea Cowboy Hat with Denim and Lace Band - Sun 'N' Sand Hats Cowboy Hat Sun N Sand Hats
    Andrea Cowboy Hat with Denim and Lace Band - Sun 'N' Sand Hats Cowboy Hat Sun N Sand Hats HH3122 Tan OS (57 cm)

    Andrea Cowboy Hat with Denim and Lace Band - Sun 'N' Sand Hats

    $ 40.00

    Embrace your bold spirit with this striking Andrea Cowboy Hat, where rustic charm meets refined elegance. The classic straw construction features a...

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    $ 40.00
  • Wide Brim Sun Hat with Print Scarf and Bow - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats
    Wide Brim Sun Hat with Print Scarf and Bow - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats HH3224B Tan OS (57 cm)

    Wide Brim Sun Hat with Print Scarf and Bow - Sun 'N' Sand Hats

    $ 40.50

    The picture does not give justice to this simply elegant sun hat. Solid color hat with black trim complemented with a black and natural print scarf...

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    $ 40.50
  • Gambler Hat with Striped Band for Women - Sun 'N' Sand Hats Gambler Hat Sun N Sand Hats
    Gambler Hat with Striped Band for Women - Sun 'N' Sand Hats Gambler Hat Sun N Sand Hats HH3451B Tan Medium (57 cm)

    Gambler Hat with Striped Band for Women - Sun 'N' Sand Hats

    $ 43.00

    Step into effortless sophistication with this upturned-brim straw gambler hat, designed to blend timeless elegance with powerful sun defense. The f...

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    $ 43.00
  • Up Brim Sun Hat with Gold Rhinestone Band - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats HH3449A Ivory Medium (57 cm)

    Up Brim Sun Hat with Gold Rhinestone Band - Sun 'N' Sand Hats

    $ 46.00

    Elevate your warm-weather style with this stunning upturned-brim sun hat, crafted to deliver both elegance and dependable protection. The classic d...

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    $ 46.00
  • Navy Wide Brim Pinched Crown Sun Hat - Sun'N'Sand Hats Safari Hat Sun N Sand Hats HH3086B Blue OS (57 cm)

    Navy Wide Brim Pinched Crown Sun Hat - Sun'N'Sand Hats

    $ 40.00

    Embrace your boldest self with this striking sun hat that seamlessly merges adventurous energy with refined elegance. The navy pinched crown, compl...

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    $ 40.00
  • Straw Gaucho Hat with Macrame Band - Sun 'N' Sand Hat Bolero Hat Sun N Sand Hats
    Straw Gaucho Hat with Macrame Band - Sun 'N' Sand Hat Bolero Hat Sun N Sand Hats HH3504 Tan M/L (58 cm)

    Straw Gaucho Hat with Macrame Band - Sun 'N' Sand Hat

    $ 43.00

    Embrace sun-soaked adventures with confidence in this striking straw gaucho hat. Featuring UPF 50+ protection, a distinctive sunken crown, and a ge...

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    $ 43.00
  • Large Down-Turned Brim Sun Hat - Boardwalk Styles Wide Brim Hat Boardwalk Style Hats DA1774-BNH Brown Heather Medium (57 cm)
    Large Down-Turned Brim Sun Hat - Boardwalk Styles Wide Brim Hat Boardwalk Style Hats

    Large Down-Turned Brim Sun Hat - Boardwalk Styles

    $ 45.00

    Make a striking impression with this elegant Breakfast at Tiffany’s-inspired sun hat, designed to blend classic sophistication with modern versatil...

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    $ 45.00

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.