Here's how to style a Hawaiian shirt without looking like your dad.

By Monica Mendal
May 01, 2019
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When a Hawaiian shirt comes to mind, a visual of your dad at a summer barbeque with a larger-than-life grin on his face likely follows. Jimmy Buffett is probably playing in the background, too. For some time, the only particularly “cool” reference of the Hawaiian shirt was a throwback to Tom Selleck in Magnum, P.I. (as I’m often reminded by my brother in his defense of wearing one). But no matter what sort of kitschy references a short-sleeved, tropical-printed top resurfaces for you, it unequivocally evokes a carefree spirit — the Hawaiian shirt is the ultimate symbol of vacation.

It’s no surprise that the style has undergone a sort of renaissance over the years. For many seasons, menswear designers have introduced modern versions of the trend, and now even womenswear designers have started catching on, making a strong case for everyone to try out this warm-weather staple.

Brands like Tombolo and Double Rainbouu are reimagining the classic Hawaiian top, thoughtfully considering print and fit for both men and women. Tombolo has even collaborated with artists to give the shirts an authentic edge.

Below, we show you how to wear the best Hawaiian shirts of the season.

Safari Chic

Courtesy of Gimaguas/Net-A-Porter/Moda Operandi/Montunas/Matches Fashion/Barneys/Sephora

(clockwise from top left)

Flower Power

Courtesy of Net-A-Porter/Matches Fashion/Lorna Murray/Norte/fwrd

(clockwise from top left)

Casual Wear

Courtesy of Tombolo Company/J.Crew/Moda Operani/Net-A-Porter/Matches Fashion/Everlane

(clockwise from top left)

Tropical Disco

Courtesy of Net-A-Porter/APM/Shopbop/Sephora

(clockwise from top left)

Rainbow Beach

Courtesy of Net-A-Porter/Gabriel For Sach

(clockwise from top left)