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Adjustable Size Hats

  • Montecito by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Montecito by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Montecito by Wallaroo Hat Company

    $ 69.00

    The Montecito Broad-Brimmed Rancher hat offers a coastal-chic look with its soft, woven texture and relaxed brim. This rancher-style wide-brim hat ...

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    $ 69.00
  • Quinn by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Quinn by Wallaroo Hat Company Cowboy Hat Wallaroo Hats

    Quinn by Wallaroo Hat Company

    $ 85.00

    The Quinn is a romantic western hat inspired by Jane Seymour's role in Dr. Quinn, Medicine Woman that combines rustic charm with modern sun protect...

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    $ 85.00
  • Dona Wool Felt Safari Hat with Aztec Band - Scala Hats Safari Hat Scala Hats LF292-BLK Black Medium (57 cm)
    Dona Wool Felt Safari Hat with Aztec Band - Scala Hats Safari Hat Scala Hats LF292-PECAN Taupe Medium (57 cm)

    Dona Wool Felt Safari Hat with Aztec Band - Scala Hats

    $ 69.00

    Explore the timeless appeal of this wool felt safari hat, expertly crafted with a distinctive dented crown and front pinch detail. The generous 3.2...

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    $ 69.00
  • 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
  • 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

    Suze Two Tone Wide Brim Safari Sun Hat - John Callanan

    Original Price $ 54.99
    Current Price $ 27.50

    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 $ 27.50
    Sale
  • Tropical Trim Wrap Around Visor Hat - Sun 'N' Sand Hats Visor Cap Caribbean Joe
    Tropical Trim Wrap Around Visor Hat - Sun 'N' Sand Hats Visor Cap Caribbean Joe HCJ337B Blue

    Tropical Trim Wrap Around Visor Hat - Sun 'N' Sand Hats

    $ 27.00

    Escape the sun in style with this breezy wrap-around visor that's as fun as a tropical getaway. Featuring a vibrant tie-dye ribbon trim and natural...

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    $ 27.00
  • Hand Crocheted Raffia Kettle Brim Hat - Rust Kettle Brim Hat Boardwalk Style Hats
    Hand Crocheted Raffia Kettle Brim Hat - Rust Kettle Brim Hat Boardwalk Style Hats WSda739RT Rust Medium (57 cm)

    Hand Crocheted Raffia Kettle Brim Hat - Rust

    $ 52.00

    Handmade raffia hat with up turned brim. Shapeable, 3" wide brim. Ribbon inner band with drawstring. UPF 50+ rated. One size. 100% raffia

    $ 52.00
  • Christy's Braided Raffia Extra Wide Brim Sun Hat Wide Brim Sun Hat Christys' London
    Christy's Braided Raffia Extra Wide Brim Sun Hat Wide Brim Sun Hat Christys' London WSCCS908BK Black Medium (57 cm)

    Christy's Braided Raffia Extra Wide Brim Sun Hat

    $ 72.00

    Luxurious black raffia floppy hat. Extra-wide brim, 6", provides excellent sun protection. Large linen bow and wide band. Christy's Crown Series pi...

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    $ 72.00
  • Knit Bucket Hat with Curled Brim - Adora® Wool Hats Cloche Adora Hats AD1349B Tan OS
    Knit Bucket Hat with Curled Brim - Adora® Wool Hats Cloche Adora Hats AD1349A Ivory OS
    Sale

    Knit Bucket Hat with Curled Brim - Adora® Wool Hats

    Original Price $ 31.00
    Current Price $ 15.50

    Stay comfortably stylish as temperatures cool with this Adora® women's knit bucket hat. Made from a soft wool-blend knit, it combines the relaxed c...

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    Original Price $ 31.00
    Current Price $ 15.50
    Sale
  • Wool Felt Wide Brim Hat with Fall Colors Print - Adora®Hats Wide Brim Hat Adora Hats
    Wool Felt Wide Brim Hat with Fall Colors Print - Adora®Hats Wide Brim Hat Adora Hats AD814B Rust M/L (58 cm)
    Sale

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

    Original Price $ 39.00
    Current Price $ 19.50

    Embrace the colors of fall with this Adora® women's wide-brim wool felt hat, featuring an artistic, autumn-inspired pattern in warm shades of rust,...

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    Original Price $ 39.00
    Current Price $ 19.50
    Sale
  • Adora® Wool Hat - Wide Brim Wool Felt Safari Hat Safari Hat Adora Hats
    Adora® Wool Hat - Wide Brim Wool Felt Safari Hat Safari Hat Adora Hats AD1509A Tan Large (59 cm)
    Sale

    Adora® Wool Hat - Wide Brim Wool Felt Safari Hat

    Original Price $ 55.00
    Current Price $ 27.50

    This elegant safari hat showcases a tan hue in a generously proportioned wide-brim design. Crafted from premium wool felt with a distinctive teardr...

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    Original Price $ 55.00
    Current Price $ 27.50
    Sale
  • Soft Wool Winter Pattern Fedora Hat - Adora® Hats Fedora Hat Adora Hats AD1457B Brown OS (57 cm)
    Soft Wool Winter Pattern Fedora Hat - Adora® Hats Fedora Hat Adora Hats
    Sale

    Soft Wool Winter Pattern Fedora Hat - Adora® Hats

    Original Price $ 32.00
    Current Price $ 16.00

    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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    Original Price $ 32.00
    Current Price $ 16.00
    Sale
  • Sequin Knit Pinned Up Back Facesaver Hat - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats
    Sequin Knit Pinned Up Back Facesaver Hat - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3579A Beige OS (58 cm)

    Sequin Knit Pinned Up Back Facesaver Hat - Sun 'N' Sand Hats

    $ 43.00

    Elevate your sun protection game with this show-stopping sequin knit facesaver hat that merges style with function. The shimmering metallic embelli...

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    $ 43.00
  • Nosara by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Nosara by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Nosara by Wallaroo Hat Company

    $ 81.00

    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
  • 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
  • Knitted Panama Hat with Gold Band - Grey Safari Hat Boardwalk Style Hats WWda3124GY Grey
    Knitted Panama Hat with Gold Band - Grey Safari Hat Boardwalk Style Hats
    Sale

    Knitted Panama Hat with Gold Band - Grey

    Original Price $ 20.00
    Current Price $ 10.00

    Add a touch of urban sophistication to your wardrobe with this downtown-style knit fedora hat. Featuring a classic dented crown with a pinched fron...

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    Original Price $ 20.00
    Current Price $ 10.00
    Sale
  • Women's Cowboy Hat with Turquoise Concho - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons Accessories
    Women's Cowboy Hat with Turquoise Concho - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons Accessories JS1355-BN Brown

    Women's Cowboy Hat with Turquoise Concho - Jeanne Simmons Hats

    $ 38.00

    Saddle up in effortless style with this beautifully crafted straw cowboy hat designed for the modern cowgirl. Made from soft multitone paper braid,...

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    $ 38.00
  • 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)

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

    $ 33.75

    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
  • Up Turned Brim Straw Sun Hat with Bow - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats
    Up Turned Brim Straw Sun Hat with Bow - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats HH3458A Natural Medium (57 cm)

    Up Turned Brim Straw Sun Hat with Bow - Sun 'N' Sand Hats

    $ 43.00

    Elevate your sun protection game with this stunning upturned-brim straw hat, designed to keep you looking radiant while shielding your skin. Featur...

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    $ 43.00
  • Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style Fedora Hat Boardwalk Style Hats DA1352-BLK Black Heather OS (57 cm)
    Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style Fedora Hat Boardwalk Style Hats

    Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style

    $ 43.00

    Refined yet practical, this pinched crown fedora hat is crafted from premium Flex-Weave straw for lightweight durability and elevated summer style....

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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.