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Adjustable Size Hats

  • Caroline Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Caroline Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Caroline Fedora by Wallaroo Hat Company

    $ 61.00

    The Caroline Fedora blends timeless styling with lightweight wearability, making it a versatile choice for sunny days. Its refined pinch-front crow...

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    $ 61.00
  • Karen Keith Poly Braid Facesaver Hat Facesaver Hat Great hats by Karen Keith
    Karen Keith Poly Braid Facesaver Hat Facesaver Hat Great hats by Karen Keith P9cbBN Brown

    Karen Keith Poly Braid Facesaver Hat

    $ 28.00

    Unleash your potential with this ingeniously designed facesaver hat—your passport to sun-soaked confidence. The distinctive backless construction p...

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    $ 28.00
  • 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

    Original Price $ 42.00
    Current Price $ 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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    Original Price $ 42.00
    Current Price $ 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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.