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Adjustable Size Hats

  • Packable Up Brim Hat with Looped Ribbon Band - Jeanne Simmons Kettle Brim Hat Jeanne Simmons Accessories
    Packable Up Brim Hat with Looped Ribbon Band - Jeanne Simmons Kettle Brim Hat Jeanne Simmons Accessories JS8339-BLK Black tweed

    Packable Up Brim Hat with Looped Ribbon Band - Jeanne Simmons

    $ 36.00

    One of Jeanne Simmons' best-selling styles, this timeless sun hat combines sophisticated design with exceptional versatility. Featuring a classic r...

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    $ 36.00
  • Lady Jane by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Lady Jane by Wallaroo Hat Company

    $ 71.00

    The Lady Jane is adorned with a printed scarf with Jane Seymour's artwork. It is a lovely upturned brim that frames the face beautifully, giving th...

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    $ 71.00
  • Flat Crown Up Brim Sun Hat - Sun 'N' Sand Hat Gambler Hat Sun N Sand Hats HH2703C Natural M/L (58 cm)
    Flat Crown Up Brim Sun Hat - Sun 'N' Sand Hat Gambler Hat Sun N Sand Hats

    Flat Crown Up Brim Sun Hat - Sun 'N' Sand Hat

    $ 45.00

    Take command of your sun protection with this striking gaucho-inspired hat that empowers you to stay safe without sacrificing style. The bold flat ...

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    $ 45.00
  • Up Turned Brim Classic Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats
    Up Turned Brim Classic Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats HH803M Hot Pink Medium (57 cm)

    Up Turned Brim Classic Sun Hat - Sun 'N' Sand Hats

    $ 31.00

    Embrace timeless elegance with this iconic French breton-inspired sun hat, designed for the modern traveler who refuses to compromise on style or p...

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    $ 31.00
  • Crocheted Raffia Up Turned Kettle Brim Hat Kettle Brim Hat Something Special LA
    Crocheted Raffia Up Turned Kettle Brim Hat Kettle Brim Hat Something Special LA WSRA480RT Rust

    Crocheted Raffia Up Turned Kettle Brim Hat

    $ 48.00

    Embrace relaxed coastal style with this beautifully crafted crochet raffia sun hat made from 100% natural raffia. Lightweight and breathable, it of...

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    $ 48.00
  • Up Brim Summer Hat with Chiffon Scarf - Scala Collection Hats Kettle Brim Hat Scala Hats
    Up Brim Summer Hat with Chiffon Scarf - Scala Collection Hats Kettle Brim Hat Scala Hats LP381-COR Coral OS

    Up Brim Summer Hat with Chiffon Scarf - Scala Collection Hats

    $ 32.00

    Elevate your summer style with this sophisticated hat from Scala's curated collection. Featuring a versatile, shapeable brim that transitions from ...

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    $ 32.00
  • Stevie by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Stevie by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Stevie by Wallaroo Hat Company

    $ 69.00

    The Stevie hat brings refined travel-worthy style and serious sun protection into one beautifully designed accessory. Crafted from soft poly-straw ...

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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
  • 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
  • Charlaine Premium Toyo Crochet Summer Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2130B pk Pink Medium (57 cm)
    Charlaine Premium Toyo Crochet Summer Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2130A nt Natural Medium (57 cm)

    Charlaine Premium Toyo Crochet Summer Hat - Sun 'N' Sand Hats

    $ 39.00

    Add a touch of refined charm to your warm-weather wardrobe with this finely crocheted toyo straw cloche hat. Designed for lightweight comfort and b...

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    $ 39.00
  • 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
  • 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
  • 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

    Studded Asymmetrical Brim Wool Felt Cloche - Callanan Hats

    Original Price $ 59.25
    Current Price $ 39.00

    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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    Original Price $ 59.25
    Current Price $ 39.00
    Sale
  • Coast Up Brim Sun Hat with Chiffon Scarf - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats
    Coast Up Brim Sun Hat with Chiffon Scarf - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats HH2942A Light grey Medium (57 cm)

    Coast Up Brim Sun Hat with Chiffon Scarf - Sun 'N' Sand Hats

    $ 45.00

    Elevate your warm-weather style with the Coast Up Brim Sun Hat, designed to combine timeless sophistication with reliable sun protection. Crafted f...

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    $ 45.00
  • 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

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

    $ 48.00

    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
  • Up Brim Sun Hat with Gold Rhinestone Band - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats HH3449A Ivory Medium (57 cm)

    Up Brim Sun Hat with Gold Rhinestone Band - Sun 'N' Sand Hats

    $ 46.00

    Elevate your warm-weather style with this stunning upturned-brim sun hat, crafted to deliver both elegance and dependable protection. The classic d...

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    $ 46.00
  • Open Weave Straw Up Brim Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats HH3447A White Medium (57 cm)

    Open Weave Straw Up Brim Sun Hat - Sun 'N' Sand Hats

    $ 37.00

    Step into summer with confidence in this sophisticated straw sun hat, designed for breathable comfort and timeless style. Featuring a signature upt...

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    $ 37.00
  • Up Brim Sun Hat with Colorful Bead Band - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats
    Up Brim Sun Hat with Colorful Bead Band - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats HH3445B Tan Medium (57 cm)

    Up Brim Sun Hat with Colorful Bead Band - Sun 'N' Sand Hats

    $ 43.00

    Own your outdoor moments with this sophisticated upturned-brim straw hat delivering powerful UPF 50+ sun protection. The lightweight paper braid de...

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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.