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Adjustable Size Hats

  • Straw Cowboy Hat with Rhinestone Gem Band - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA1343-TAN Tan OS
    Straw Cowboy Hat with Rhinestone Gem Band - Boardwalk Hats Cowboy Hat Boardwalk Style Hats

    Straw Cowboy Hat with Rhinestone Gem Band - Boardwalk Hats

    $ 29.00

    Embrace the perfect blend of style and practicality with this striking straw cowboy hat. Crafted from lightweight straw with a classic dented crown...

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    $ 29.00
  • Straw Boater Hat with Chin Cord - Sun 'N' Sand Hats Bolero Hat Sun N Sand Hats HH3266A Beige Medium (57 cm)
    Straw Boater Hat with Chin Cord - Sun 'N' Sand Hats Bolero Hat Sun N Sand Hats HH3266B Tan Medium (57 cm)

    Straw Boater Hat with Chin Cord - Sun 'N' Sand Hats

    $ 37.00

    Elevate your summer style with this charming straw boater hat that combines vintage appeal with practical features. The compact 2.5" brim offers su...

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    $ 37.00
  • Wide Brim White Straw Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats
    Wide Brim White Straw Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH3244A Ivory OS (57 cm)

    Wide Brim White Straw Hat with Chin Cord - Sun 'N' Sand Hats

    $ 39.50

    Stay fully protected under the sun with this striking white straw safari hat, designed for both performance and classic appeal. Featuring a distinc...

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    $ 39.50
  • Carkella Emery Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Carkella Emery Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Carkella Emery Fedora by Wallaroo Hat Company

    $ 69.00

    The Emery blends resort-chic style with clever functionality. Its structured fedora crown pairs beautifully with a frayed, textured brim for a rela...

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    $ 69.00
  • Handwoven Natural Raffia Straw Floppy Hat - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Handwoven Natural Raffia Straw Floppy Hat - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats da1731nv Navy Medium (57 cm)

    Handwoven Natural Raffia Straw Floppy Hat - Boardwalk Style

    $ 34.00

    Crafted from natural raffia straw, this handwoven floppy hat delivers both style and sun protection. The generous 4.5" brim shields your face and n...

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    $ 34.00
  • 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
  • Winter Motif Kid's Fleece Snap Brim Fedora Hat - JSA Kids Hats Fedora Hat Jeanne Simmons Accessories JS1148 Black XS (53 cm)
    Sale

    Winter Motif Kid's Fleece Snap Brim Fedora Hat - JSA Kids Hats

    Original Price $ 12.00
    Current Price $ 5.99

    Introduce your child to cozy style with this charming fleece fedora featuring a festive winter motif in burgundy, grey, and ivory tones. The snap b...

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    Original Price $ 12.00
    Current Price $ 5.99
    Sale
  • 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
  • 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
  • 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

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.