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Adjustable Size Hats

  • Pleated Chiffon Crown Sun Cloche Hat - Boardwalk Style Cloche Boardwalk Style Hats DA1793nv Navy Medium (57 cm)
    Pleated Chiffon Crown Sun Cloche Hat - Boardwalk Style Cloche Boardwalk Style Hats
    Sale
    $ 24.00
    $ 15.00
    Boardwalk Style Hats

    Pleated Chiffon Crown Sun Cloche Hat - Boardwalk Style

    Shield yourself from the sun without sacrificing style or comfort. This elegant cloche features a beautifully patterned chiffon crown paired with a...

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    $ 24.00
    $ 15.00
    Sale
  • Callanan Hats Wool Felt Safari with Zipper Pocket - Unisex Safari Hat Callanan Hats
    Callanan Hats Wool Felt Safari with Zipper Pocket - Unisex Safari Hat Callanan Hats
    Sale
    $ 49.00
    $ 24.99
    Callanan Hats

    Callanan Hats Wool Felt Safari with Zipper Pocket - Unisex

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. Wool felt safari hat with an inside pocket. Raw edge soft brim, 3" wide. Zipper and CALLANAN pin deta...

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    $ 49.00
    $ 24.99
    Sale
  • Adora® Wool Hat - Up Brim Cloche Hat with Boucle Trim Cloche Adora Hats
    Adora® Wool Hat - Up Brim Cloche Hat with Boucle Trim Cloche Adora Hats AD1270A Black OS
    $ 48.00
    Adora Hats

    Adora® Wool Hat - Up Brim Cloche Hat with Boucle Trim

    This elegant wool felt cloche features a gracefully turned-up brim approximately 3 inches wide, complemented by a charming bow positioned at the ba...

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    $ 48.00
  • Ponytail Straw Sun Hat with Adjustable Sizing - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats
    Ponytail Straw Sun Hat with Adjustable Sizing - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats HH2991B Black Tweed OS
    $ 37.50
    Sun N Sand Hats

    Ponytail Straw Sun Hat with Adjustable Sizing - Sun 'N' Sand Hats

    This ponytail sun hat combines practical design with reliable UV protection, making it an essential accessory for outdoor adventures. The wide 4-in...

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    $ 37.50
  • Petite Sun Hat with Pineapple Band - Sunny Dayz™ Wide Brim Sun Hat Sun N Sand Hats HK446 Natural Small (54 cm)
    $ 28.75
    Sun N Sand Hats

    Petite Sun Hat with Pineapple Band - Sunny Dayz™

    Stay protected and stylish with this petite-sized sun hat designed for smaller heads. The wide 3-inch brim delivers superior UPF 50+ sun protection...

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    $ 28.75
  • Eden Knit Fedora with Belt Band - Sun 'n' Sand® Hats Fedora Hat Sun N Sand Hats HH3051A Natural OS (57 cm)
    $ 31.00
    Sun N Sand Hats

    Eden Knit Fedora with Belt Band - Sun 'n' Sand® Hats

    Own your confidence with the Eden Knit Fedora, the perfect companion for spring to fall seasons. Crafted from breathable lightweight knit, this hat...

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    $ 31.00
  • Flamingo Bucket Hat - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH3349 Flamingo OS
    $ 28.50
    Sun N Sand Hats

    Flamingo Bucket Hat - Sun 'N' Sand Hats

    Step into summer with confidence wearing this striking Flamingo Bucket Hat, designed for those who refuse to compromise on style or protection. Bui...

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    $ 28.50
  • 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
    $ 29.00
    Boardwalk Style Hats

    Straw Cowboy Hat with Rhinestone Gem Band - Boardwalk Hats

    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
  • Petite Woven Straw Cowboy Hat with Chin Cord - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA2971-BLK Black Small (54 cm)
    $ 26.00
    Boardwalk Style Hats

    Petite Woven Straw Cowboy Hat with Chin Cord - Boardwalk Hats

    Experience authentic western style tailored for petite frames with this premium toyo straw cowboy hat. The iconic Cattleman-style crown delivers cl...

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    $ 26.00
  • Wide Brim Gambler Hat with Animal Print Scarf - Sun 'N' Sand Hats Bolero Hat Sun N Sand Hats HH2523A Natural Medium (57 cm)
    $ 43.00
    Sun N Sand Hats

    Wide Brim Gambler Hat with Animal Print Scarf - Sun 'N' Sand Hats

    Elegant wide-brim flat crown hat for ladies. Flat brim, 3.5" wide, plus 1" turned-up edge. Animal print chiffon scarf with a long tail bow. UPF 50+...

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    $ 43.00
  • Carkella Emery Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Carkella Emery Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    $ 69.00
    Wallaroo Hats

    Carkella Emery Fedora by Wallaroo Hat Company

    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)
    $ 34.00
    Boardwalk Style Hats

    Handwoven Natural Raffia Straw Floppy Hat - Boardwalk Style

    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
  • Black and White Backless Facesaver Hat - Sun 'N' Sand Hat Facesaver Hat Sun N Sand Hats HH1360B Black OS (57 cm)
    Black and White Backless Facesaver Hat - Sun 'N' Sand Hat Facesaver Hat Sun N Sand Hats HH1360C White OS (57 cm)
    $ 31.00
    Sun N Sand Hats

    Black and White Backless Facesaver Hat - Sun 'N' Sand Hat

    Own your poolside moments with this striking black and white facesaver hat crafted for confident women. The innovative open-back design pairs a scu...

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    $ 31.00
  • Vented Crown Fedora with Gold Chain Detail - Sun 'n' Sand® Fedora Hat Sun N Sand Hats HH2820A White OS (57 cm)
    $ 32.00
    Sun N Sand Hats

    Vented Crown Fedora with Gold Chain Detail - Sun 'n' Sand®

    Own your confidence with this stunning straw fedora that combines timeless sophistication with modern practicality. Featuring a breathable vented c...

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    $ 32.00
  • Oakley Tribal Pattern Band Straw Fedora Hat - Sun 'n' Sand® Fedora Hat Sun N Sand Hats HH3021 White / Natural OS (57 cm)
    $ 34.00
    Sun N Sand Hats

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

    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)
    $ 32.00
    Adora Hats

    Soft Wool Winter Pattern Fedora Hat - Adora® Hats

    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
  • Braid Straw Up Turned Brim Safari Hat - Angela & William Hats Safari Hat Epoch Hats
    Braid Straw Up Turned Brim Safari Hat - Angela & William Hats Safari Hat Epoch Hats F6040 Natural Large (58-59 cm)
    $ 32.00
    Epoch Hats

    Braid Straw Up Turned Brim Safari Hat - Angela & William Hats

    Ready to explore in style? This unisex safari hat brings serious fun to sun protection with its signature upturned brim and shapeable design. The 3...

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    $ 32.00
  • Aspen by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Aspen by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 75.00
    Wallaroo Hats

    Aspen by Wallaroo Hat Company

    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
    $ 69.00
    $ 32.98
    Brooklyn Hat

    Boathouse Straw Boater Hat - Brooklyn Hat Co

    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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    $ 69.00
    $ 32.98
    Sale
  • Natural Palm Downturn Safari Hat with Beaded Band - Scala Hats Safari Hat Scala Hats
    Natural Palm Downturn Safari Hat with Beaded Band - Scala Hats Safari Hat Scala Hats LS248 Toast OS (57 cm)
    $ 84.00
    Scala Hats

    Natural Palm Downturn Safari Hat with Beaded Band - Scala Hats

    Embrace adventure in style with this exquisite palm straw safari hat from Scala Hats. The glazed microbraid construction delivers a sophisticated l...

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    $ 84.00
  • 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
    $ 59.25
    $ 39.00
    Callanan Hats

    Studded Asymmetrical Brim Wool Felt Cloche - Callanan Hats

    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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    $ 59.25
    $ 39.00
    Sale
  • Signoria Bao Straw Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat
    Signoria Bao Straw Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat BKN1570-RED Dark Red M (57 cm)
    Sale
    $ 50.00
    $ 24.99
    Brooklyn Hat

    Signoria Bao Straw Fedora Hat - Brooklyn Hat Co

    Crafted from hand-woven bao straw, this fedora keeps things breezy and light. The crinkled, multi-toned band with a charming side bow adds personal...

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    $ 50.00
    $ 24.99
    Sale
  • Bel Air White Panama Hat with Pink Bow - Brooklyn Hat Co Panama Hat Brooklyn Hat
    Bel Air White Panama Hat with Pink Bow - Brooklyn Hat Co Panama Hat Brooklyn Hat BKN1574 Ivory Medium (22 3/8")
    Sale
    $ 55.00
    $ 25.00
    Brooklyn Hat

    Bel Air White Panama Hat with Pink Bow - Brooklyn Hat Co

    Elevate your summer style with this charming woven straw Panama hat from Brooklyn Hat Company. Featuring a classic creased crown with a playful pin...

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    $ 55.00
    $ 25.00
    Sale

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.