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Adjustable Size Hats

  • Two-Tone Ribbon and Straw Kettle Brim Hat - JSA Kettle Brim Hat Jeanne Simmons Accessories
    Two-Tone Ribbon and Straw Kettle Brim Hat - JSA Kettle Brim Hat Jeanne Simmons Accessories js9222bk Black Medium (57 cm) Sale

    Two-Tone Ribbon and Straw Kettle Brim Hat - JSA

    $ 42.00
    $ 27.00

    This refined summer hat combines timeless elegance with practical functionality. Crafted from cream-colored straw braid accented with a two-tone sp...

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    $ 42.00
    $ 27.00
    Sale
  • Logan Unisex Safari Hat - Wallaroo Hats Safari Hat Wallaroo Hats
    Logan Unisex Safari Hat - Wallaroo Hats Safari Hat Wallaroo Hats

    Logan Unisex Safari Hat - Wallaroo Hats

    $ 61.00

    The Logan Safari Hat delivers durable performance with a relaxed, masculine profile. Its wide brim provides comfortable shade, while breathable fab...

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    $ 61.00
  • Small Kettle Brim Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories
    Small Kettle Brim Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8329bk Black OS (57 cm)

    Small Kettle Brim Summer Hat - Jeanne Simmons Hats

    $ 29.00

    Discover effortless sun protection with this charming kettle brim summer hat from Jeanne Simmons. The distinctive upturned brim and dome crown crea...

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    $ 29.00
  • Supplex Dimensional Brim Hat, Khaki - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, Khaki - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. mc288khs Khaki S/M

    Supplex Dimensional Brim Hat, Khaki - DPC Outdoor Headwear

    $ 32.00

    Conquer every outdoor challenge with a hat designed for those who refuse to compromise. Built from premium Supplex® fabric, this boonie-style hat d...

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    $ 32.00
  • Asymmetrical Big Brim Summer Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Asymmetrical Big Brim Summer Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA221-1 TT Toast tweed Medium (57 cm)

    Asymmetrical Big Brim Summer Hat - Boardwalk Style

    $ 31.00

    Discover effortless sun protection with this sophisticated asymmetrical design. The generous 4-inch front brim tapers gracefully to 3 inches at the...

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    $ 31.00
  • 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
  • Bangkok Toyo Summer Floppy Hat - Scala Hats Wide Brim Sun Hat Scala Hats
    Bangkok Toyo Summer Floppy Hat - Scala Hats Wide Brim Sun Hat Scala Hats LT171BL Black

    Bangkok Toyo Summer Floppy Hat - Scala Hats

    $ 36.99

    Escape to tropical elegance with this stunning Bangkok toyo straw floppy hat from Scala Hats. Featuring a graceful dome crown and an expansive 5-in...

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    $ 36.99
  • St. Tropez Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats STTR-24-NA Natural / Navy M/L (58 cm)
    St. Tropez Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Sale

    St. Tropez Trilby by Wallaroo Hat Company

    $ 49.00
    $ 26.00

    The St. Tropez Trilby features a shorter brim and structured fedora crown, making it a chic option for women and men seeking a compact summer hat. ...

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    $ 49.00
    $ 26.00
    Sale
  • 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
  • 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
  • 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
  • Black and White Sun Hat with Large Straw Bow - DNMC Hats Facesaver Hat Boardwalk Style Hats
    Black and White Sun Hat with Large Straw Bow - DNMC Hats Facesaver Hat Boardwalk Style Hats DA761-BK Black Medium (57 cm)

    Black and White Sun Hat with Large Straw Bow - DNMC Hats

    $ 29.00

    Make a statement with this sophisticated black and white sun hat, designed to keep you protected and polished. The dramatic straw bow and asymmetri...

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    $ 29.00
  • 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
  • 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
  • Navy Ribbon Trimmed Ivory Straw Summer Hat - Karen Keith Wide Brim Hat Great hats by Karen Keith
    Navy Ribbon Trimmed Ivory Straw Summer Hat - Karen Keith Wide Brim Hat Great hats by Karen Keith BT17-NAVY Ivory / Navy OS (57 cm)

    Navy Ribbon Trimmed Ivory Straw Summer Hat - Karen Keith

    $ 33.00

    Embrace sun-soaked days in effortless sophistication with this elegant women’s wide-brim straw hat. Designed with a graceful dome crown and a beaut...

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    $ 33.00
  • Two Tone Backless Facesaver Sun Hat - Jeanne Simmons Facesaver Hat Jeanne Simmons Accessories
    Two Tone Backless Facesaver Sun Hat - Jeanne Simmons Facesaver Hat Jeanne Simmons Accessories JS8331-BKWT Black/Wheat

    Two Tone Backless Facesaver Sun Hat - Jeanne Simmons

    $ 32.00

    Meet the ultimate sunny day solution for women who want maximum face coverage: this two-tone backless facesaver sun hat delivers polished style and...

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    $ 32.00

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.