Skip to content

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...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 17.00
  • 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...

    View full details
    $ 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 ...

    View full details
    $ 57.00
  • 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...

    View full details
    $ 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...

    View full details
    $ 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" ...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    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...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 25.00
  • 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...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 34.00
  • 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...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 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.