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Adjustable Size Hats

  • Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats
    Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats

    Jr. Explorer by Wallaroo Hats

    $ 33.00

    The JR. Explorer Hat is built for active kids and petite adults who love exploring outside. Made from lightweight, breathable microfiber, it offers...

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    $ 33.00
  • 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
  • Elegant Wide Brim Straw Hat - Large and Extra-Large Size Safari Hat Jeanne Simmons Accessories
    Elegant Wide Brim Straw Hat - Large and Extra-Large Size Safari Hat Jeanne Simmons Accessories js8001whL White Large (59 cm)

    Elegant Wide Brim Straw Hat - Large and Extra-Large Size

    $ 29.00

    Step into sophistication with this charming wide-brim straw hat, designed for those who love timeless style with a modern twist. Featuring a classi...

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    $ 29.00
  • 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
  • Chitre Flat Crown Summer Gaucho Hat - Sun 'N' Sand Hats Bolero Hat Sun N Sand Hats
    Chitre Flat Crown Summer Gaucho Hat - Sun 'N' Sand Hats Bolero Hat Sun N Sand Hats HH2141B Toast Medium (57 cm)

    Chitre Flat Crown Summer Gaucho Hat - Sun 'N' Sand Hats

    $ 37.00

    Own your outdoor adventures with this sophisticated gaucho hat, crafted for women who demand both elegance and protection. The distinctive flat cro...

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    $ 37.00
  • Luna Petite Straw Safari Hat with Pink Band - Sunny Dayz™ Safari Hat Sun N Sand Hats
    Luna Petite Straw Safari Hat with Pink Band - Sunny Dayz™ Safari Hat Sun N Sand Hats HK438 Natural Small (54 cm)

    Luna Petite Straw Safari Hat with Pink Band - Sunny Dayz™

    $ 28.75

    Tailored for petite proportions, the Luna Safari Hat delivers sophisticated sun protection without compromise. This straw hat showcases a refined s...

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    $ 28.75
  • Open Crown Straw Sun Visor Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats
    Open Crown Straw Sun Visor Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats

    Open Crown Straw Sun Visor Hat - Boardwalk Hats

    $ 25.00

    Stay stylish and protected with this women’s heathered straw sun visor, designed for comfortable, flattering coverage all season long. The wide 4" ...

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    $ 25.00
  • Lily Two Tone Black and Natural Straw Safari - Sunny Dayz™ Safari Hat Sun N Sand Hats HK439 Natural Small (54 cm)

    Lily Two Tone Black and Natural Straw Safari - Sunny Dayz™

    $ 28.75

    Stay cool, confident, and sun-protected with this petite two-tone sun hat, thoughtfully designed for smaller head sizes. Blending refined style wit...

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    $ 28.75
  • 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
  • Petite Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats PELIS-WHBG Natural Small (55 cm)
    Petite Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Elise by Wallaroo Hat Company

    $ 77.00

    The Petite Elise Sun Hat delivers premium sun protection with an elegant extra-wide brim tailored for smaller head sizes. Its flexible, packable co...

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    $ 77.00
  • 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
  • Small Heads Boonie Hat with Chin Cord - Sunny Dayz™ Bucket Hat Sun N Sand Hats
    Small Heads Boonie Hat with Chin Cord - Sunny Dayz™ Bucket Hat Sun N Sand Hats HK404C-L Blue 55 cm

    Small Heads Boonie Hat with Chin Cord - Sunny Dayz™

    $ 25.00

    Discover the perfect fit with our Sunny Dayz™ Boonie Hat, thoughtfully designed for smaller head sizes. This versatile bucket hat features a struct...

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    $ 25.00
  • Plaid Fedora with Button Accent for Fall - Adora Hats® Fedora Hat Adora Hats AD1200A Camel S/M (56-57 cm)

    Plaid Fedora with Button Accent for Fall - Adora Hats®

    $ 21.00

    This refined plaid trilby from Adora Hats® combines timeless elegance with thoughtful design details. Constructed in a sophisticated light-to-dark ...

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    $ 21.00
  • 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
  • The Airflo® Tilley Hat - Broad Brim LTM6 Boonie Bucket Hat Tilley Endurables Hats
    The Airflo® Tilley Hat - Broad Brim LTM6 Boonie Bucket Hat Tilley Endurables Hats H99HT1006493101 KhakiOlive 6 7/8 (55 cm)

    The Airflo® Tilley Hat - Broad Brim LTM6 Boonie

    $ 99.00

    The best-selling classic Tilley hat is a proven favorite for dependable protection in rain or sunshine. Designed in a lightweight, unisex boonie st...

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    $ 99.00
  • 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

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.