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Adjustable Size Hats

  • Woven Bangkok Straw Sun Hat with Split Brim - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Woven Bangkok Straw Sun Hat with Split Brim - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats DA767-NTbk Natural Medium (57 cm)

    Woven Bangkok Straw Sun Hat with Split Brim - Boardwalk Style

    $ 29.00

    This versatile straw sun hat combines style and function with its distinctive split brim design—ideal for keeping your ponytail free while staying ...

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    $ 29.00
  • Heather Floppy Sun Hat with Chin Strap - Milani Hats Wide Brim Sun Hat Milani Hats
    Heather Floppy Sun Hat with Chin Strap - Milani Hats Wide Brim Sun Hat Milani Hats BB005nt Natural Heather Medium (57 cm)

    Heather Floppy Sun Hat with Chin Strap - Milani Hats

    $ 26.00

    Stay shaded in style with this charming heather floppy sun hat from Milani. Crafted from soft toyo braid, it features a generous 4.5" brim perfect ...

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    $ 26.00
  • Supplex Dimensional Brim Hat, Grey - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, Grey - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC288-GREY1 Grey S/M

    Supplex Dimensional Brim Hat, Grey - DPC Outdoor Headwear

    $ 32.00

    Embrace adventure with confidence in this DPC Outdoor boonie-style hat, engineered for serious explorers. The dimensional brim spans 4" front and b...

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    $ 32.00
  • Carkella Sydney Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats SYDFM-DM Denim M/L (58 cm)
    Carkella Sydney Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Sydney Fedora by Wallaroo Hat Company

    $ 51.00

    The Sydney Fedora blends contemporary styling with Carkella’s signature magnetic emblem feature—allowing you to customize your hat with interchange...

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    $ 51.00
  • Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats ELIS-WHBG Natural M/L (58 cm)
    Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Elise by Wallaroo Hat Company

    $ 77.00

    The full-size Elise offers dramatic, full-coverage sun protection with its sweeping extra-wide brim—perfect for tropical vacations, cruises, poolsi...

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    $ 77.00
  • Unisex Boonie with Contrast Under Brim - St. Johns Bay Bucket Hat Dorfman Hat Co.
    Unisex Boonie with Contrast Under Brim - St. Johns Bay Bucket Hat Dorfman Hat Co. jcpbh196s Army Small/Medium

    Unisex Boonie with Contrast Under Brim - St. Johns Bay

    $ 17.00

    Embrace adventure with this ultralight Taslon boonie hat, engineered for explorers. The contrast under-brim and trim add distinctive style, while m...

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    $ 17.00
  • Split-Back Sun Hat with Bow Wide Brim Hat Jeanne Simmons Accessories
    Split-Back Sun Hat with Bow Wide Brim Hat Jeanne Simmons Accessories JS8208-WHT White

    Split-Back Sun Hat with Bow

    $ 32.00

    This split-back sun hat is the perfect blend of elegance and everyday practicality—made for women who want sun protection without sacrificing style...

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    $ 32.00
  • Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats Wide Brim Hat Jeanne Simmons Accessories
    Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats Wide Brim Hat Jeanne Simmons Accessories js8255BK Black Tweed Medium (57 cm)

    Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats

    $ 31.00

    Experience effortless sun protection with this sophisticated wide-brim hat, designed with a graceful downward slope and elegant ribbon trim. The so...

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    $ 31.00
  • Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats
    Explorer by Wallaroo Hat Company Bucket Hat Wallaroo Hats

    Explorer by Wallaroo Hat Company

    $ 57.00

    The Explorer is a performance-driven boonie hat crafted for long days outdoors. Lightweight microfiber keeps it breathable and quick-drying, while ...

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    $ 57.00
  • Two Tone Tweed Crown Kettle Brim Sun Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8211bk Black
    Two Tone Tweed Crown Kettle Brim Sun Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8211wh White

    Two Tone Tweed Crown Kettle Brim Sun Hat - Jeanne Simmons Hats

    $ 34.00

    This two-tone tweed braid hat features a distinctive kettle brim silhouette with a 3-inch width that turns up elegantly for a refined look. The sha...

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    $ 34.00
  • Straw Sun Hat with Chiffon Bow - Karen Keith Hats Wide Brim Sun Hat Great hats by Karen Keith
    Straw Sun Hat with Chiffon Bow - Karen Keith Hats Wide Brim Sun Hat Great hats by Karen Keith BT31-N Natural / Ivory M/L (58.5 cm)

    Straw Sun Hat with Chiffon Bow - Karen Keith Hats

    $ 33.00

    Own every sun-soaked moment with this exquisite straw hat designed for the woman who refuses to compromise. The softly structured dome crown and ge...

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    $ 33.00
  • Wide Brim Braided Wrap Around  Sun Visor - Fadivo Hats Visor Cap Fadivo New York CH4505-NAT Natural OS (55-59 cm)
    Wide Brim Braided Wrap Around  Sun Visor - Fadivo Hats Visor Cap Fadivo New York
    Sale

    Wide Brim Braided Wrap Around Sun Visor - Fadivo Hats

    Original Price $ 18.00
    Current Price $ 11.99

    Shield your face in style with this playful wide-brim wrap-around visor from Fadivo. The generous 5.25" brim keeps sun at bay while the 2.5" ribbon...

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    Original Price $ 18.00
    Current Price $ 11.99
    Sale
  • Ponytail Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    Ponytail Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats DA1968-BKT Black Tweed M/L (58 cm)

    Ponytail Summer Fedora Hat - Boardwalk Style

    $ 24.00

    Embrace effortless style with this innovative ponytail fedora, designed for women who refuse to compromise between fashion and function. The distin...

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    $ 24.00
  • Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats
    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats DA1930-IVBK Ivory / Black OS

    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats

    $ 25.00

    Keep the sun at bay with this versatile Ribbon and Straw Wide Brim Ponytail Sun Hat from Boardwalk Hats. Engineered with UPF 50+ protection, the ge...

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    $ 25.00
  • Cotton Poplin Bucket Hat with Tie - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats
    Cotton Poplin Bucket Hat with Tie - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH2788B Light Blue S/M (56-57 cm)

    Cotton Poplin Bucket Hat with Tie - Sun 'N' Sand Hats

    $ 29.00

    Step into the sun with confidence in this lightweight cotton poplin bucket hat, thoughtfully tailored for smaller head sizes. Its innovative packab...

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    $ 29.00
  • Straw Up Brim Hat with Chin Cord - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories JS8595BR Brick Medium (57 cm)
    Straw Up Brim Hat with Chin Cord - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories JS8595BN Brown Medium (57 cm)

    Straw Up Brim Hat with Chin Cord - Jeanne Simmons Hats

    $ 34.00

    Defy the elements with this audacious straw hat designed for adventurers who refuse to compromise. Featuring an upturned brim that commands attenti...

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    $ 34.00
  • Ribbon Backless Facesaver Hat - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH1286A White M/L (58 cm)

    Ribbon Backless Facesaver Hat - Sun 'N' Sand Hats

    $ 31.00

    Discover the perfect blend of style and sun safety with this innovative backless facesaver hat from Sun 'N' Sand. Crafted from premium grosgrain ri...

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    $ 31.00
  • Summer Floppy Hat with Linen Scarf by Milani Floppy Hat Milani Hats
    Summer Floppy Hat with Linen Scarf by Milani Floppy Hat Milani Hats BB0058LT Latte

    Summer Floppy Hat with Linen Scarf by Milani

    $ 25.00

    Stay sun-safe in style with this charming floppy hat from Milani. The generous 5-inch brim keeps rays at bay while the UPF 50+ protection works ove...

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    $ 25.00
  • Shapeable Brim Summer Hat with Pearl Bead Band - Scala Hats Wide Brim Hat Scala Hats
    Shapeable Brim Summer Hat with Pearl Bead Band - Scala Hats Wide Brim Hat Scala Hats lp244NT Natural

    Shapeable Brim Summer Hat with Pearl Bead Band - Scala Hats

    $ 28.00

    Discover endless styling possibilities with this shapeable brim sun hat, designed to be worn five fabulous ways. The 4" wide brim slopes downward f...

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    $ 28.00
  • Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH2139C Black Tweed Medium (57 cm)
    Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH2139D Blue Tweed Medium (57 cm)

    Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats

    $ 31.00

    Embrace sun-safe style with this timeless wide-brim straw hat designed for confident beach days. Featuring a graceful dome crown and generously flo...

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    $ 31.00
  • Marseille by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats
    Marseille by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats

    Marseille by Wallaroo Hat Company

    $ 73.00

    The Marseille offers a chic, fashion-forward silhouette with its striking striped design and generous downward brim. Lightweight and comfortable, i...

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    $ 73.00

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.