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Adjustable Size Hats

  • Two Tone UV Blocking Safari Hat - Karen Keith Hats Safari Hat Great hats by Karen Keith BT14-F Toast

    Two Tone UV Blocking Safari Hat - Karen Keith Hats

    $ 30.00

    Elevate your outdoor style with this braided toyo safari hat, designed for both elegance and high-performance sun protection. The tweed toast-color...

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    $ 30.00
  • 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)

    Braided Raffia Up Brim Hat with Chin Cord - Scala Hats

    $ 51.99

    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
  • Carkella Vivian by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Vivian by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Vivian by Wallaroo Hat Company

    $ 71.00

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

    $ 24.00

    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
  • Rio Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Rio Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Rio Fedora by Wallaroo Hat Company

    $ 61.00

    Introducing the Rio Women’s Fedora, a NEW 2026 Wallaroo style designed for women who want instant, effortless sun protection without sacrificing st...

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    $ 61.00
  • Capybura Toyo Straw Western Hat - Panama Jack Hats Cowboy Hat Panama Jack Hats PJL748-NAT Natural OS (60 cm)
    Capybura Toyo Straw Western Hat - Panama Jack Hats Cowboy Hat Panama Jack Hats PJL748-TAN Tan OS (60 cm)

    Capybura Toyo Straw Western Hat - Panama Jack Hats

    $ 37.00

    Capture the perfect beachy boho vibe with the Capybura Toyo Straw Western Hat by Panama Jack. Crafted from crocheted toyo straw, it offers a lightw...

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    $ 37.00
  • Open Weave Straw Fedora with Turtle Tape Band - Tidal Tom Hats Fedora Hat Tidal Tom HTT1274 ML Natural M/L (59 cm)

    Open Weave Straw Fedora with Turtle Tape Band - Tidal Tom Hats

    $ 37.00

    Stay cool and polished with this woven straw fedora hat for men, designed for breathable comfort and classic style. Featuring a center-dent crown w...

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    $ 37.00
  • Quick Dry Nylon UV Bill Cap with Neck Cape - Sun 'N' Sand Hats Trail Hat Sun N Sand Hats HH3346A White

    Quick Dry Nylon UV Bill Cap with Neck Cape - Sun 'N' Sand Hats

    $ 34.50

    Experience ultimate sun protection with this innovative quick-dry nylon cap designed for active outdoor enthusiasts. The expansive 4-inch brim shie...

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    $ 34.50
  • Microfiber Wide Bill Visor for Men - Juniper UV Wear Visor Cap MegaCI
    Microfiber Wide Bill Visor for Men - Juniper UV Wear Visor Cap MegaCI J7257-GREY Grey

    Microfiber Wide Bill Visor for Men - Juniper UV Wear

    $ 15.00

    Elevate your game with this premium microfiber visor designed for athletes who demand excellence. The expansive bill is 9" wide with 3.25" peak del...

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    $ 15.00
  • 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)

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

    $ 32.00

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

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

    $ 39.00

    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
  • Greenwich by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Greenwich by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Greenwich by Wallaroo Hat Company

    $ 73.00

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

    Lady Brett Cloche by Wallaroo Hat Company

    $ 71.00

    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
  • Brielle Knit Fedora with Colorful Band - Sun 'n' Sand® Hats Fedora Hat Sun N Sand Hats HH3148A Natural M/L (58.5 cm)

    Brielle Knit Fedora with Colorful Band - Sun 'n' Sand® Hats

    $ 34.00

    Step into confidence with the Brielle Knit Fedora, your go-to accessory for spring through early fall adventures. Crafted from breathable knit fabr...

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    $ 34.00
  • 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
  • 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
  • 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
  • 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

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.