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Adjustable Size Hats

  • Knit Chenille Safari Hat with Braided Leather Band - Adora® Hats Safari Hat Adora Hats AD1482B Blue OS
    $ 33.75
    Adora Hats

    Knit Chenille Safari Hat with Braided Leather Band - Adora® Hats

    Discover understated refinement with this knit chenille safari hat, featuring a classic fedora silhouette with a distinctive teardrop crown and pin...

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    $ 33.75
  • Large Brim Wool Felt Safari Hat Sateen Band - Adora® Hats Safari Hat Adora Hats AD1122A Black Medium (57 cm)
    $ 48.00
    Adora Hats

    Large Brim Wool Felt Safari Hat Sateen Band - Adora® Hats

    This sophisticated safari hat showcases timeless elegance with its wool felt construction and distinctive fedora-inspired crown featuring a refined...

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    $ 48.00
  • Wide Brim Tweed Gardening Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH2807A Natural OS (57 cm)
    $ 38.75
    Sun N Sand Hats

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

    Embrace outdoor elegance with this sophisticated tweed safari hat, expertly crafted for the discerning gardener. The distinctive dented crown and f...

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    $ 38.75
  • Vegan Leather Rancher Hat with Studs and Rings - Scala Hats Safari Hat Scala Hats LW753 Tobacco Medium (57 cm)
    Vegan Leather Rancher Hat with Studs and Rings - Scala Hats Safari Hat Scala Hats
    $ 39.99
    Scala Hats

    Vegan Leather Rancher Hat with Studs and Rings - Scala Hats

    This vegan leather rancher delivers Western style with contemporary edge. The structured crown features a subtle front pinch and dented silhouette,...

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    $ 39.99
  • Knit Cloche with Berber Trim - Adora® Wool Hat Cloche Adora Hats AD1337B Tan M/L (57-58 cm)
    Knit Cloche with Berber Trim - Adora® Wool Hat Cloche Adora Hats
    $ 39.00
    Adora Hats

    Knit Cloche with Berber Trim - Adora® Wool Hat

    Embrace timeless elegance with this refined cloche hat, featuring a graceful bell silhouette and luxurious berber-trimmed brim. Crafted from a prem...

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    $ 39.00
  • Wool Felt Safari Hat with Braided Suede Band - Scala Hats Safari Hat Scala Hats LF209 Brown Medium (57 cm)
    $ 49.00
    Scala Hats

    Wool Felt Safari Hat with Braided Suede Band - Scala Hats

    This classic safari hat showcases premium wool felt craftsmanship with a distinctive pinched crown and generously proportioned floppy brim measurin...

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    $ 49.00
  • Water Repellent Black Straw Safari Hat - San Diego Hat Safari Hat San Diego Hat Company UBF11190SBLK Black M/L (58 cm)
    $ 44.00
    San Diego Hat Company

    Water Repellent Black Straw Safari Hat - San Diego Hat

    Dive into style without worry—this midnight black straw safari hat laughs in the face of splashes. Featuring a sharp fedora-inspired crown with a p...

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    $ 44.00
  • Structured Brim Cloche with Big Flower Accent - John Callanan Handmade Hats Cloche Callanan Hats
    Structured Brim Cloche with Big Flower Accent - John Callanan Handmade Hats Cloche Callanan Hats LV424 Burgundy Medium (57 cm)
    Sale
    Original Price $ 62.00
    Current Price $ 39.00
    Callanan Hats

    Structured Brim Cloche with Big Flower Accent - John Callanan Handmade Hats

    Step back in time with this charming 1920s-inspired cloche that brings vintage glamour to any outfit. Featuring a sleek, structured brim that frame...

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    Original Price $ 62.00
    Current Price $ 39.00
    Sale
  • Wool Felt Cloche Hat with Embroidered Sequin Band - Adora® Hats Cloche Adora Hats AD980bn Brown
    $ 32.00
    Adora Hats

    Wool Felt Cloche Hat with Embroidered Sequin Band - Adora® Hats

    This elegant wool felt cloche features a distinctive bucket silhouette with an asymmetrical brim that tapers from 3 inches at the front to 2 inches...

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    $ 32.00
  • Calabria Braided Viscose Fedora Hat with Raffia Brim - Brooklyn Hat Co Fedora Hat Brooklyn Hat BKN1577 Brown Medium (22 3/8")
    Sale
    Original Price $ 62.00
    Current Price $ 30.98
    Brooklyn Hat

    Calabria Braided Viscose Fedora Hat with Raffia Brim - Brooklyn Hat Co

    Weave some style into your wardrobe with this charming Calabria fedora. The crown features rich, multi-toned brown braided viscose that catches the...

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    Original Price $ 62.00
    Current Price $ 30.98
    Sale
  • Classic Braid Hat with Tulle Edge Brim - Something Special Dress Hat Something Special LA
    Classic Braid Hat with Tulle Edge Brim - Something Special Dress Hat Something Special LA HTp2355wh White
    $ 28.00
    Something Special LA

    Classic Braid Hat with Tulle Edge Brim - Something Special

    Big brim style women's hat. Classy simple hat with round braid crown. Downward sloping brim with mesh edge. Inner drawstring to adjust size. Packab...

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    $ 28.00
  • Poms and Beads Trimmed Floppy Safari Hat by Adora® Safari Hat Adora Hats ad862bd Burgundy Medium (57 cm)
    Poms and Beads Trimmed Floppy Safari Hat by Adora® Safari Hat Adora Hats
    $ 35.00
    Adora Hats

    Poms and Beads Trimmed Floppy Safari Hat by Adora®

    This elegant wool felt safari hat combines timeless style with bohemian charm. The structured fedora crown features a refined front pinch, while ar...

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    $ 35.00
  • Summit Safari Wool and Leather Hat, Sangria - American Outback Safari Hat Head'N'Home Hats
    Summit Safari Wool and Leather Hat, Sangria - American Outback Safari Hat Head'N'Home Hats summitBO Sangria M (57-58 cm)
    $ 187.00
    Head'N'Home Hats

    Summit Safari Wool and Leather Hat, Sangria - American Outback

    Introducing the Summit Safari Wool and Leather Hat in striking Sangria—where rugged American craftsmanship meets hat-game sophistication. This fedo...

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    $ 187.00
  • Two Tone Natural Raffia Beach Hat - Sophia Hat Collection Floppy Hat Something Special LA
    Two Tone Natural Raffia Beach Hat - Sophia Hat Collection Floppy Hat Something Special LA WSRA483BL Blue Medium (57 cm)
    $ 49.00
    Something Special LA

    Two Tone Natural Raffia Beach Hat - Sophia Hat Collection

    Crocheted natural raffia hat. Wide brim, 5" with contrast color edge.  Twisted raffia tie. Dome crown. Drawstring inside crown to adjust size. Medi...

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    $ 49.00
  • Safari Hat with Silver and Gold Metallic Detail - Boardwalk Hats Safari Hat Boardwalk Style Hats
    Safari Hat with Silver and Gold Metallic Detail - Boardwalk Hats Safari Hat Boardwalk Style Hats DA8097-GLD White / Silver Medium (57 cm)
    $ 38.00
    Boardwalk Style Hats

    Safari Hat with Silver and Gold Metallic Detail - Boardwalk Hats

    Elevate your sun style with this stunning safari hat that combines timeless design with eye-catching glamour. Crafted from quality straw, it featur...

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    $ 38.00
  • Shapeable Ribbon Brim Sun Hat with Straw Crown - Scala Hats Wide Brim Hat Scala Hats SCA11855-BLK Black
    Shapeable Ribbon Brim Sun Hat with Straw Crown - Scala Hats Wide Brim Hat Scala Hats SCA11855-NAVY Navy
    $ 34.00
    Scala Hats

    Shapeable Ribbon Brim Sun Hat with Straw Crown - Scala Hats

    Introducing a new Spring 2026 style from Scala Hats: a classic statement sun hat designed to deliver bold coverage and polished elegance in one eas...

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    $ 34.00
  • Heathered Straw Backless Sun Hat with Bow - Jeanne Simmons Facesaver Hat Jeanne Simmons JS8556-BLK Black / White
    $ 32.00
    Jeanne Simmons

    Heathered Straw Backless Sun Hat with Bow - Jeanne Simmons

    This heathered two-tone straw sun hat is designed for women who want refined, wearable sun protection with a flattering silhouette. The dome crown ...

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    $ 32.00
  • Victoria Fedora Diva by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Victoria Fedora Diva by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 57.00
    Wallaroo Hats

    Victoria Fedora Diva by Wallaroo Hat Company

    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
  • Victoria Cap - Wallaroo Hat Company Facesaver Hat Wallaroo Hats
    Victoria Cap - Wallaroo Hat Company Facesaver Hat Wallaroo Hats
    $ 53.00
    Wallaroo Hats

    Victoria Cap - Wallaroo Hat Company

    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
  • Lady Brett Cloche by Wallaroo Hat Company Cloche Wallaroo Hats
    Lady Brett Cloche by Wallaroo Hat Company Cloche Wallaroo Hats
    $ 71.00
    Wallaroo Hats

    Lady Brett Cloche by Wallaroo Hat Company

    This newest addition to Wallaroo’s Jane Seymour Collection captures the actress’s signature elegance with a classic cloche silhouette that never go...

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    $ 71.00
  • Greenwich by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Greenwich by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    $ 73.00
    Wallaroo Hats

    Greenwich by Wallaroo Hat Company

    The Greenwich brings polished sophistication to sun-safe style with its gently upturned brim and beautifully structured safari crown. Designed for ...

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    $ 73.00
  • Everett Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats EVRT-MC-M Mixed Camel M/L (59 cm)
    Everett Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 69.00
    Wallaroo Hats

    Everett Fedora by Wallaroo Hat Company

    Designed specifically for golfers, the Everett brings together classic fedora style and high-performance bamboo fabric to keep you protected and co...

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    $ 69.00
  • Denver Cowboy by Wallaroo Hats Cowboy Hat Wallaroo Hats
    Denver Cowboy by Wallaroo Hats Cowboy Hat Wallaroo Hats
    $ 73.00
    Wallaroo Hats

    Denver Cowboy by Wallaroo Hats

    This women’s Flexi-Weave Cowboy Hat blends the classic Western silhouette with lightweight, modern comfort. The soft, flexible construction lets yo...

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    $ 73.00
  • 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
    $ 37.00
    Scala Hats

    Cotton Sun Hat with Ponytail Opening - Scala Hats for Women

    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

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.