The Best Straw Hats to Keep You Looking Classy

In the proper setting, a good straw hat can make you look like you just walked off the set of a Hollywood classic film. Whether you like a little Western attitude in your style, want to top off a summer “Sunday best” look, or are simply looking for a hat that protects your head and neck while on an all-day bonefishing trip in the Florida Keys (perhaps while drinking a Hemingway Daiquiri), these companies have what you’re looking for.

Best Made Co. Stetson Petaluma Hat

Best Made Co. Stetson Petaluma Hat

Stetson is synonymous with the cowboy hat, but this collaboration with Best Made Co. gives the classic Western profile a coastal vibe. Made from Toyo straw, a shellacked rice paper that offers lightweight breathability even in a solid weave, the 3.25-inch brim ensures plenty of shade while the high 4.25-inch crown keeps your head cool. Finished with leather bands both inside and out, this straw hat is pure class.

Bailey Hats Desert Breeze Hat

Bailey Hats Desert Breeze Hat

The unashamedly Western profile makes this straw hat a show stopper, the durable Bangora straw stands up to the most punishing use, and the generously vented Stockman crown ensures that you don’t get too sweaty. And can we all agree that that ultra-broad 4-inch brim is just begging to be tipped when you sidle up to the bar? Don’t be shy about it — this hat gives you wings.

Goorin Bros. Marlon Fernandez

Goorin Bros. Marlon Fernandez

Is that the sound of merengue? All you need is a whisper of conga rhythm and this straw hat angled rakishly over your brow, and you’re guaranteed a night to remember. Hand-woven in Ecuador from water-resistant Toquilla straw, this hat’s safari-style profile provides neck-up coverage front and back. How good is the coverage, you ask? The tight weave of this hat provides 98% UV radiation block. Finished with a grosgrain ribbon, it pairs just as well with a breezy guayabera as it does with a seersucker suit.

Goorin Bros. Kai Kai

Goorin Bros. Kai Kai

Embrace your inner dandy with this unconventional boater hat. The stiff brim, shallow flat crown, and pinch bow are a natty profile straight out of the early 20th century, but the moody olive tone keeps this straw hat squarely in the 21st.

Nick Fouquet Melisande

Nick Fouquet Melisande

The incredible hats by Nick Fouquet defy us to choose just one. But since we have to, we’re electing to go big with the Melisande, a paper straw hat in a melting golden hue with a Stockman crown, a grosgrain ribbon trim with pinch bow, and a frayed brim that gives this upscale straw hat a louche overtone irresistible to romantics like us.

Worth & Worth by Orlando Palacios Samui

best straw hats for men worth  by orlando palacios samui

This dreamy straw hat spirits you away to a sun-washed coast in southern Europe, the kind where aging playboys and retired tycoons go to contemplate their sins from a beachside chaise lounge. Handwoven according to the century-old technique developed in the Ecuadorian village of Montecristi, this hat’s movie star profile is all the more intriguing for its soft texture, luminous huge, and the addition of a handwoven indigo-dyed batik band.

Editors' Recommendations