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The 8 Best Straw Hats to Keep You Looking Classy

John Thompson
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A man with his hands on the back of his head is wearing a straw hat and relaxing on the beach.

A crisp, well-fitting straw hat is the ultimate flex. Think about it. Temperature-wise, they’re cool as they let your hair breathe and offer excellent shade. And they’re also cool in the sense that they help punctuate your sense of style without making you look silly.

Maybe you like to don a straw hat on your beach vacation? Or while drinking your morning espresso? Whatever the scene may be, there’s a silhouette for every type of guy — even cowboys. It’s the perfect new hat for your wardrobe. From the classic baseball cap to the sassy cowboy hat, make sure to get these best straw hats.

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Best Straw Hat Overall: Two Roads Amalfi Straw Hat

A white Two Roads Hat.

From the boat to the backyard barbeque — and even to the next music festival — the Almafi hat looks great in all environments. It’s made with tight, handwoven straw and sports a fine cognac leather strand. Two Roads also has a handy size guide for those first-time buyers.

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Best Design: Brixton Jo Rancher Straw Hat

A black Brixton Straw Hat.

Brixton weaved together this hat with fine Tapilla straw and a grosgrain band to make this unique black hat come together. Put this on before any adventure to ensure everything stays cool, calm, and collected.

Best Designer Brand: Saint Laurent Beige Straw Honolulu Hat

A male model wearing the Honolulu Hat YSL.

We love this YSL Honolulu hat because (one) you won’t find another silhouette like this out there, and (two) it will stay fresh and hold shape over time. Add this to your wardrobe if you want to elevate your style for years to come.

Best for the Rodeo: Ariat Sisal HatAn ARIAT Sisal hat on white background.

Ariat makes the best cowboy boots and accountable workwear apparel. The Sisal is the best straw cowboy out there, so if it’s your first time at the rodeo we recommend wearing this — you’ll save yourself from sticking out like a sore thumb.

Best for the Beach: Quiksilver Pierside Lifeguard Beach Sun Straw Hat

A Quiksilver Straw Hat on white background.

When your talking swim and beachwear, Quiksilver is always a name that’ll get brought up. Wide-brimmed, a lined headband to wick away sweat, and an adjustable chin strap, this has a classic beach day hat written all over it.

Read More: Best Hats Under $40

Three More Great Straw Hats

Nordstrom Straw Baseball CapA Nordstrom Straw Ball Cap on white background.

Looking for more best hats for men? For those who like ball caps, here’s a great pick that doesn’t veer away from the pack. And if you’re growing your hair out, this cap will control your flow while offering the same breathability as every other straw hat.

Stetson Limestone Straw Hat

A Stetson Straw Hat on white background.

If you don’t have a Stetson in your wardrobe, now is the time to make it happen. This Limestone hat is tightly woven with shantung straw and features a three-inch brim, as well as a leather band. We liken this to be the warm weather equivalent to an Indiana Jones fedora.

Sunday Afternoons Islander Hat

A Sunday Afternoons Straw Islander on white background.

Sunday Afternoons makes a fedora hat that really plays up the island vibes. Made with fine Tripilla straw and featuring an adjustable chin strap, a 3-inch brim, an UPF 50-plus sun rating, you’ve got everything you need here and more for your getaways.

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