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Adjustable Size Hats

  • Petite Marseille by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats
    Petite Marseille by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats

    Petite Marseille by Wallaroo Hat Company

    $ 73.00

    The Petite Marseille brings Wallaroo’s iconic designer striped wide-brim style to smaller head sizes. Its dramatic downward-curved brim offers exce...

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    $ 73.00
  • Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8004BK Black
    Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories

    Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats

    $ 28.00

    Dive into summer style with this vibrant multi-tone poly-straw breton that's as fun as it is functional. The upturned brim and dome crown create a ...

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    $ 28.00
  • Ribbon Sun Hat with Flower Button - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Ribbon Sun Hat with Flower Button - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA773-BG White Medium (57 cm)

    Ribbon Sun Hat with Flower Button - Boardwalk Style

    $ 25.00

    Shield yourself from the sun in style with this charming ribbon sun hat featuring an elegant wooden flower button accent. The shapeable medium-wide...

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    $ 25.00
  • Taslon Folding-Bill Canyon Cap with Sun Shield - Juniper Hat Cap MegaCI
    Taslon Folding-Bill Canyon Cap with Sun Shield - Juniper Hat Cap MegaCI J7236 Khaki

    Taslon Folding-Bill Canyon Cap with Sun Shield - Juniper Hat

    $ 26.00

    Engineered for the adventurer who refuses to compromise, this Taslon cap transforms your outdoor experience with innovative design and protective p...

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    $ 26.00
  • Criss Cross Woven Straw Brim Cap - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3179C Natural M/L (57-59 cm) Hook and Loop Closure
    Criss Cross Woven Straw Brim Cap - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3179F Navy M/L (57-59 cm) Hook and Loop Closure

    Criss Cross Woven Straw Brim Cap - Sun 'N' Sand Hats

    $ 27.50

    Shield yourself from the sun in style with this versatile straw brim cap featuring an eye-catching crisscross woven band. The generous 3.75" peak d...

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    $ 27.50
  • Linen Trail Hat with Chin Cord - Scala  Women's Hats Wide Brim Hat Scala Hats LC834-BLK Black Small (55 cm)
    Linen Trail Hat with Chin Cord - Scala  Women's Hats Wide Brim Hat Scala Hats

    Linen Trail Hat with Chin Cord - Scala Women's Hats

    $ 39.99

    Crafted from a textured linen weave, this women's trail hat delivers exceptional sun protection with UPF 50+ rating, ideal for outdoor adventures. ...

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    $ 39.99
  • Supplex Dimensional Brim Hat, White 2XL - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, White 2XL - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC288-WHT5 White XL/2X (61 cm)

    Supplex Dimensional Brim Hat, White 2XL - DPC Outdoor Headwear

    $ 32.00

    Experience the perfect blend of performance and comfort with this DPC Outdoor boonie hat, engineered for adventurers who demand more. Crafted from ...

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    $ 32.00
  • Packable, Washable Split Brim Straw Sun Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Packable, Washable Split Brim Straw Sun Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA1864-NAT Natural/Tan OS (57 cm)

    Packable, Washable Split Brim Straw Sun Hat - Boardwalk Style

    $ 31.00

    Experience the ideal balance of elegance and functionality with this charming straw sun hat, designed for effortless boardwalk style and reliable s...

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    $ 31.00
  • Lia Packable Up Turned Brim Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2177E Pistachio Medium (57 cm)
    Lia Packable Up Turned Brim Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2177F Yellow Medium (57 cm)

    Lia Packable Up Turned Brim Sun Hat - Sun 'N' Sand Hats

    $ 31.00

    Discover effortless sun protection with the Lia Packable Up Turned Brim Sun Hat. This lightweight braid design features a gracefully curved brim th...

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    $ 31.00
  • Santiago Small Size Straw Safari Hat - Sunny Dayz™ Safari Hat Sun N Sand Hats HK489 Natural Small (54 cm)

    Santiago Small Size Straw Safari Hat - Sunny Dayz™

    $ 28.00

    Discover the perfect fit with this petite Panama-style safari hat, expertly crafted for smaller head sizes. The artfully dented crown and classic p...

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    $ 28.00
  • Unisex Gardening Hat with Chin Cord - Large and XL Sizes Safari Hat Jeanne Simmons Accessories js6962l Brown Large (59 cm)
    Unisex Gardening Hat with Chin Cord - Large and XL Sizes Safari Hat Jeanne Simmons Accessories

    Unisex Gardening Hat with Chin Cord - Large and XL Sizes

    $ 27.00

    Shield yourself from the sun with this versatile gardening hat, designed for both men and women who demand protection without compromise. The gener...

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    $ 27.00
  • 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
  • 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
  • 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

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.