Shop This Style: 8 Floppy Hats You’ll Love

Far from being a fleeting fad, floppy hats have become an enduring wardrobe staple for fashionistas any time of year. It might seem ironic that a drooping hat would be an instant pick-me-up, but this wide-brim topper adds fun, boho-chic flair to any outfit.

Floppy hats feature a brim of at least 3 inches to get that signature droop, and while the round crown is a classic, many now feature pinched crowns, such as the fedora and safari hat styles. (To brush up on your hat terminology, be sure to check out our helpful guide to the anatomy of a hat.)

Floppy hats come in a variety of fabrics — depending on the material you choose, these versatile wide-brim hats will carry you through any season. A straw floppy hat is a must-have for warmer temperatures and wool floppies are perfect for the colder season. Unlike a baseball cap or short-brim hat that only shields your eyes and part of your face, a floppy hat will protect your entire face; those with even larger brims will cover your ears, neck, and shoulders, too.  

To find your next favorite floppy hat, take a look at some of our top picks below and feel free to peruse our larger selection of womens floppy hats for even more must-have styles. And be sure that you're choosing the right fit with our handy guide on how to measure your hat size.

Straw Floppy Hats

When the heat is on and you're ready to add some sizzle to your style, a floppy straw sun hat is all you need.

Camden by Scala

Shop This Style: 8 Floppy Hats You’ll Love - Camden

A classic floppy beach hat style by anyone's standards, Camden by Scala Collezione is a summertime staple that won't let you down. Crafted from crushable, hand-crocheted raffia straw, this versatile wide-brim topper keeps the fun in functional. The 4-inch brim offers sun protection while the sleek metallic hat band adds just a hint of glitz for those weekend brunch dates.

Breaux by Scala

Shop This Style: 8 Floppy Hats You’ll Love - Breaux

As functional as it is fashionable, Breaux by Scala is a round-crown floppy sun hat with a feminine feel. Hand-crocheted seagrass makes for a crushable, take-it-anywhere hat that can be thrown in the beach bag (or squeezed in the suitcase) with your cover-up and other seaside essentials. Meanwhile the artful open weave and 4 1/2-inch scalloped brim add a ladylike touch. Breaux is perfect for a trip to Southern California or when you simply want to exude that easy-breezy, laidback Cali style.

Palm Beach by Brooklyn

Shop This Style: 8 Floppy Hats You’ll Love - Palm Beach

No beach day, tropical vacay, or sunny city stroll is complete without a fabulous floppy straw hat — and Palm Beach by Brooklyn has you covered. Literally. Made from sturdy braided raffia on a round crown, this wide-brim beach hat boasts an enormous 6-inch brim that promises optimum sun protection for your face, ears, neck, and shoulders. Don't forget the bright tropical-print scarf band (as if anyone could) that guarantees you'll make a splash even when you're not frolicking in the water.

Dubrovnik by Brooklyn

Shop This Style: 8 Floppy Hats You’ll Love - Dubrovnik

Reach peak chic with Dubrovnik by Brooklyn, a fun, frilly, and floppy wide-brim straw hat made from hand-crocheted raffia. The safari shape is a flattering option to the ever-popular round crown while the colorful embroidered knots and tassel trim keep the party going. Packable for easy travel, this playful sun hat features a wide brim just shy of 4 inches for spot-on sun protection.

Wool Floppy Hats

When the weather cools down and you want a stylishly chill look, a wool floppy is a sensational statement-making winter hat.

Sydney by Scala

Shop This Style: 8 Floppy Hats You’ll Love - Sydney

It's no surprise that Sydney by Scala is a bestseller. With its round crown, wool felt construction, and goes-with-everything understated contour, this fierce floppy can hold its own on any occasion from an outdoor fall wedding to a night out with the girls. The 4-inch brim adds a dash of drama that draws people in closer, and the wax cord band keeps the sleek "less is more" ethos in tact. Even better, Sydney is totally packable, so you never have to leave home without it. Available in black, pecan, and cinnamon.

Jillian by Brooklyn

You've got charm for days, so why wouldn't your hat offer the same? With a downtown hipster-meets-western cowboy vibe, Jillian by Brooklyn is a fresh take on the classic fedora hat shape with its 3 1/2-inch floppy brim trimmed in Two-Tone Grosgrain Band. The wide brim ensures you won't mistake this for a short-brim trilby (learn more in our fedora vs. trilby guide), and the lovely color will go with just about anything. Get ready for the compliments to start pouring in whenever you rock the Jillian look.

Pluma by Scala

Shop This Style: 8 Floppy Hats You’ll Love - Pluma

Whether dressed up with a silk blouse and leather leggings or dressed down with a T-shirt and jeans, the striking Pluma wool felt floppy hat by Scala offers a literal feather in your cap. Available in three gorgeous shades including a rich burgundy, chocolate brown, and pecan, Pluma features a 4-inch raw-edge brim that perfectly balances the mid-size safari-style indented crown. An inner drawstring sweatband keeps the fit just right no matter where you go.

Pont Des by Brooklyn

Shop This Style: 8 Floppy Hats You’ll Love - Pont Des

A conversation-starting hat if ever there was one, the Pont Des from Brooklyn wide-brim hat makes a statement before you ever say a word. Hand-painted grey wool features tiger-like markings and the distressed crimson-hued grosgrain ribbon provides a brilliant contrast. The safari-style crown almost wears like a bucket hat and the 3 1/2-inch brim is just what you need to frame your face while protecting it from the elements.

Flipping for Floppies

8 Floppy Hats You’ll Love

A floppy hat is a favorite for many reasons. Not only is it a fun fashion statement with its loose wide brim, but it's also a practical solution for protecting your face. What's more, floppy hats come in a variety of fabrics from straw to wool, making them a versatile choice no matter what time of year.

Take a look at these great ideas on how to store floppy hats and how to clean a hat so you can enjoy your own for years to come. For even more hats with flair, be sure to check out our top Kentucky Derby hat picks for headwear that will really turn heads. And don't miss our new arrivals with our latest selection of floppy hats for all occasions.

Shop This Style: 8 Floppy Hats You’ll Love

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