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Adjustable Size Hats

  • Butterfly Brim Summer Hat with Bow - Sun 'N' Sand Hat Cloche Sun N Sand Hats HH2392B Ivory OS (57.5 cm)
    Butterfly Brim Summer Hat with Bow - Sun 'N' Sand Hat Cloche Sun N Sand Hats
    $ 26.00
    Sun N Sand Hats

    Butterfly Brim Summer Hat with Bow - Sun 'N' Sand Hat

    Embrace sun-safe style with this charming summer hat designed for the modern woman on the move. Featuring a distinctive split brim with an elegant ...

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    $ 26.00
  • Petite Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats PDARB-IB Ivory/Black S (55 cm)
    Petite Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Petite Darby Cloche by Wallaroo Hat Company

    The Petite Darby by Wallaroo brings timeless cloche style to smaller head sizes, offering a beautifully scaled vintage silhouette that flatters eff...

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    $ 61.00
  • Multi Color Striped Sun Hat - Jeanne Simmons Hats Wide Brim Sun Hat Jeanne Simmons JS8535-GN Green Medium (57 cm)
    $ 32.00
    Jeanne Simmons

    Multi Color Striped Sun Hat - Jeanne Simmons Hats

    This refined straw hat combines timeless elegance with practical sun protection. Featuring alternating solid and heathered stripes, it presents a s...

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    $ 32.00
  • Small Heads American Flag Wide Brim Sun Hat - Jeanne Simmons Hats Wide Brim Sun Hat Jeanne Simmons js1063 US Flag XXS
    $ 26.00
    Jeanne Simmons

    Small Heads American Flag Wide Brim Sun Hat - Jeanne Simmons Hats

    Celebrate in style with this patriotic wide-brim floppy hat, featuring red, white, and blue stripes accented with white stars on the blue band. The...

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    $ 26.00
  • Woven Toyo Straw Cowboy Hat for Hat Bar Tailoring - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA1347-IVO Ivory OS
    Woven Toyo Straw Cowboy Hat for Hat Bar Tailoring - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA1347-BLK Black OS
    $ 31.00
    Boardwalk Style Hats

    Woven Toyo Straw Cowboy Hat for Hat Bar Tailoring - Boardwalk Hats

    Discover timeless western elegance with this versatile toyo straw cowboy hat, crafted for those who appreciate classic style. The smooth, lightweig...

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    $ 31.00
  • Backless Lightweight Poly-Straw Hat with Chiffon Bow - Scala Hats Facesaver Hat Scala Hats LP385-SPICE Sunset Medium (57 cm)
    Backless Lightweight Poly-Straw Hat with Chiffon Bow - Scala Hats Facesaver Hat Scala Hats LP385-NAT Natural Medium (57 cm)
    $ 39.99
    Scala Hats

    Backless Lightweight Poly-Straw Hat with Chiffon Bow - Scala Hats

    Discover effortless sun protection with this elegant backless facesaver hat from Scala. Crafted from lightweight poly-straw in a sophisticated mult...

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    $ 39.99
  • Nosara by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Nosara by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 81.00
    Wallaroo Hats

    Nosara by Wallaroo Hat Company

    The Nosara Wide Brim Sun Hat is handcrafted from natural raffia straw for a rich, authentic texture that captures the spirit of island living. Its ...

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    $ 81.00
  • Small Brim Knit Soft Wool Bolero Hat for Women - Adora® Bolero Hat Adora Hats AD1323A Black M/L (58.5 cm)
    Small Brim Knit Soft Wool Bolero Hat for Women - Adora® Bolero Hat Adora Hats AD1323B Brown M/L (58.5 cm)
    $ 24.00
    Adora Hats

    Small Brim Knit Soft Wool Bolero Hat for Women - Adora®

    This refined soft wool bolero hat epitomizes understated elegance for autumn and winter wear. Featuring a gracefully flat crown with clean sidewall...

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    $ 24.00
  • Turned Up Split Brim Summer Cloche Hat - Sun 'N' Sand Hat Cloche Sun N Sand Hats
    Turned Up Split Brim Summer Cloche Hat - Sun 'N' Sand Hat Cloche Sun N Sand Hats HH2538A Tan Medium (57 cm)
    $ 26.50
    Sun N Sand Hats

    Turned Up Split Brim Summer Cloche Hat - Sun 'N' Sand Hat

    Embrace effortless elegance with this stunning straw cloche hat, designed to elevate your summer style. Featuring a distinctive butterfly split bri...

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    $ 26.50
  • Wide Brim Gardening Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH2902B Black OS (57 cm)
    Wide Brim Gardening Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH2902A Tan OS (57 cm)
    $ 33.75
    Sun N Sand Hats

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

    Step into the garden with timeless style and unwavering sun protection. This wide-brim hat showcases a natural straw crown with an elegant dented s...

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    $ 33.75
  • Henley Cotton Canvas Bucket Hat with Tie - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH2905B Navy OS
    Henley Cotton Canvas Bucket Hat with Tie - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats
    $ 29.00
    Sun N Sand Hats

    Henley Cotton Canvas Bucket Hat with Tie - Sun 'N' Sand Hats

    Embrace adventure with this versatile cotton canvas bucket hat, designed for the modern traveler. Featuring a distinctive multicolor trim and color...

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    $ 29.00
  • Adora® Wool Hat - Wool Felt Fedora Grosgrain Ribbon Trim Fedora Hat Adora Hats AD1604B Tan OS
    Adora® Wool Hat - Wool Felt Fedora Grosgrain Ribbon Trim Fedora Hat Adora Hats
    $ 58.00
    Adora Hats

    Adora® Wool Hat - Wool Felt Fedora Grosgrain Ribbon Trim

    This classic wool felt fedora delivers understated sophistication with versatile styling options. The structured teardrop crown features a front pi...

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    $ 58.00
  • Crushable Wool Felt Western Hat with Aztec Band - Scala Hats Cowboy Hat Scala Hats
    Crushable Wool Felt Western Hat with Aztec Band - Scala Hats Cowboy Hat Scala Hats LF258-CHOC Chocolate Medium (57 cm)
    $ 79.99
    Scala Hats

    Crushable Wool Felt Western Hat with Aztec Band - Scala Hats

    Embrace your bold spirit with this stunning crushable wool felt western hat from Scala Hats. Featuring a distinctive C-crown with front pinch and a...

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    $ 79.99
  • Ruffle Edge Flower Center Derby Hat - Something Special Hats Dress Hat Something Special LA HTO2706BK Black
    Ruffle Edge Flower Center Derby Hat - Something Special Hats Dress Hat Something Special LA HTO2706PL Hot Pink / Lime
    $ 52.00
    Something Special LA

    Ruffle Edge Flower Center Derby Hat - Something Special Hats

    Something Special dress hat. Ruffle edge brim, 5" with wire. Large two tone flower and trim. Satin inner band with drawstring to adjust fit. One si...

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    $ 52.00
  • Wide Brim Bangkok Toyo Sun Hat with Side Feather - Scala Hats Safari Hat Scala Hats
    Wide Brim Bangkok Toyo Sun Hat with Side Feather - Scala Hats Safari Hat Scala Hats LT240-NAT Natural OS
    $ 39.00
    Scala Hats

    Wide Brim Bangkok Toyo Sun Hat with Side Feather - Scala Hats

    Experience refined sun protection with this Bangkok toyo straw hat, expertly crafted with a distinctive fedora-inspired crown and precision pinch d...

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    $ 39.00
  • Braided Raffia Up Brim Hat with Chin Cord - Scala Hats Kettle Brim Hat Scala Hats
    Braided Raffia Up Brim Hat with Chin Cord - Scala Hats Kettle Brim Hat Scala Hats LR784 Natural Large (59 cm)
    $ 51.99
    Scala Hats

    Braided Raffia Up Brim Hat with Chin Cord - Scala Hats

    Discover timeless elegance with this stunning Scala Hats braided raffia creation. Featuring a gracefully rounded crown and distinctive kettle brim ...

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    $ 51.99
  • Suze Two Tone Wide Brim Safari Sun Hat - John Callanan Safari Hat Callanan Hats
    Suze Two Tone Wide Brim Safari Sun Hat - John Callanan Safari Hat Callanan Hats CR367-TAN Tan Medium (57 cm)
    Sale
    Original Price $ 54.99
    Current Price $ 43.49
    Callanan Hats

    Suze Two Tone Wide Brim Safari Sun Hat - John Callanan

    Crafted by legendary British milliner John Callanan, this two-tone safari stunner pairs a naturally-hued straw crown with contrasting brim detailin...

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    Original Price $ 54.99
    Current Price $ 43.49
    Sale
  • Carkella Vivian by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Vivian by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 71.00
    Wallaroo Hats

    Carkella Vivian by Wallaroo Hat Company

    The Vivian offers a sophisticated silhouette with its gently upturned brim and structured safari crown. Designed with Carkella’s magnetic emblem sy...

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    $ 71.00
  • Wool Felt Cloche with Beaded Band - Scala Hat Cloche Scala Hats
    Wool Felt Cloche with Beaded Band - Scala Hat Cloche Scala Hats LF275-TP Taupe Medium (57 cm)
    Sale
    Original Price $ 68.00
    Current Price $ 24.99
    Scala Hats

    Wool Felt Cloche with Beaded Band - Scala Hat

    Embrace timeless elegance with this stunning wool felt cloche, where vintage charm meets modern sophistication. The gracefully sloped brim—3" at th...

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    Original Price $ 68.00
    Current Price $ 24.99
    Sale
  • Wide Brim ProvatoKnit Safari Hat with Chin Cord - Scala Hats Safari Hat Scala Hats
    Wide Brim ProvatoKnit Safari Hat with Chin Cord - Scala Hats Safari Hat Scala Hats
    Sale
    Original Price $ 48.99
    Current Price $ 24.49
    Scala Hats

    Wide Brim ProvatoKnit Safari Hat with Chin Cord - Scala Hats

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE Experience the perfect blend of style and practicality with this wide-brimmed safari hat from Scala Ha...

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    Original Price $ 48.99
    Current Price $ 24.49
    Sale
  • White Crocheted Summer Hippie Hat - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH2574 White Medium (57 cm)
    $ 31.00
    Sun N Sand Hats

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

    Step back in time with this iconic crocheted summer hat, a timeless piece that channels vintage 1960s bohemian spirit. Featuring a generously wide,...

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    $ 31.00
  • Wool Felt Wide Brim Hat with Fall Colors Print - Adora®Hats Wide Brim Hat Adora Hats AD814B Rust M/L (58 cm)
    $ 39.00
    Adora Hats

    Wool Felt Wide Brim Hat with Fall Colors Print - Adora®Hats

    Embrace the warmth of fall with this sophisticated wool felt wide-brim hat from Adora®. Crafted from 100% wool felt, this floppy style features a c...

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    $ 39.00
  • Floppy Brim Wool Felt Women's Safari Hat - Brooklyn Hats Safari Hat Brooklyn Hat BKN1413 Black Medium (57 cm)
    Sale
    Original Price $ 50.00
    Current Price $ 15.00
    Brooklyn Hat

    Floppy Brim Wool Felt Women's Safari Hat - Brooklyn Hats

    Embrace your adventurous side with this show-stopping wool felt safari hat featuring an exaggerated floppy brim that's impossible to ignore. The st...

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    Original Price $ 50.00
    Current Price $ 15.00
    Sale
  • Large Flower Felt Cloche Winter Hat- Scala Hat Cloche Scala Hats
    Large Flower Felt Cloche Winter Hat- Scala Hat Cloche Scala Hats LF265BK Black
    $ 59.99
    Scala Hats

    Large Flower Felt Cloche Winter Hat- Scala Hat

    Embrace timeless elegance with this stunning wool felt cloche, featuring an eye-catching dimensional flower that commands attention. The generously...

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    $ 59.99

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.