Popsugar Fashion Summer Fashion How to Wear the Hawaiian Shirt Trend I Copied Leonardo DiCaprio's Iconic Hawaiian Shirt From the '90s, and I Can't Stop Wearing It 16 August 2019 by Nikita Charuza Image Source: POPSUGAR Photography / Nikita Ramsinghani As POPSUGAR editors, we independently select and write about stuff we love and think you'll like too. If you buy a product we have recommended, we may receive affiliate commission, which in turn supports our work. I never thought I'd be saying this, but I'm a fan of Hawaiian shirts. If you would've asked me if I would be willing to wear one out in public a year ago, I'd probably laugh in your face with a big "HA!" While the trend often gets a rep for being a "dad trend", my father was actually never the type to wear tropical-print shirts. Nine times out of 10, you could find him in his favourite worn-in polo shirt with shorts. ICYMI: the trend has clearly been making its way back into our hearts, thanks to Stranger Things's Jim Hopper who had a pretty amazing Hawaiian shirt collection during the show's third season. My earliest memory of the trend is actually Leonardo DiCaprio's technicolor Hawaiian shirt in Baz Luhrmann's 1996 film Romeo + Juliet, and it's forever ingrained in my mind. During my search for the perfect Hawaiian shirt, I came across one from Urban Outfitters that looked almost identical to the one Leo wore in the film. If that wasn't a sign to give it a try, I don't know what is. If you're wondering how to pull the look off without looking too cliché, I've got you covered. Ahead you can find two simple ways of giving the Hawaiian shirt trend a try if you're a newbie like myself. From tucking the side of the shirt into high-waisted jeans to tying it in a knot in the front and wearing it over a slip dress, I found myself feeling pretty comfortable in these wild shirts. Sure, the print on the Leo-inspired shirt was a little bold for my taste, but styling it with key pieces that I wear on the daily made the trend feel a lot more wearable. I even shocked myself and wore it again with shorts and Birkenstocks the following weekend. Keep reading to see the looks and shop some of my favourite selections, ranging from a rad UO shirt that rings in at $69 to an ultra-luxe take on the trend from Prada. Related: I Tried the "Ugly" Sandal Trend, and Honestly, I've Never Felt Cooler Leonardo DiCaprio in Romeo and Juliet Image Source: Everett Collection UO Jungle Print Satin Short Sleeve Button-Down Shirt Image Source: urbanoutfitters.com UO Jungle Print Satin Short Sleeve Button-Down Shirt ($69) UO Jungle Print Satin Short Sleeve Button-Down Shirt $69 from urbanoutfitters.com Buy Now Gucci Floral-print silk-twill shirt Image Source: Net-a-Porter.com Gucci Floral-print silk-twill shirt ($1,500) Gucci Floral-print silk-twill shirt $1,500 from net-a-porter.com Buy Now RJC Hawaii Cotton Broadcloth Short Sleeve Button-Down Shirt Image Source: urbanoutfitters.com RJC Hawaii Cotton Broadcloth Short Sleeve Button-Down Shirt ($20, originally $65) RJC Hawaii Cotton Broadcloth Short Sleeve Button-Down Shirt $20 from urbanoutfitters.com Buy Now RAILS Zuma Shirt Image Source: shopbop.com RAILS Zuma Shirt ($148) RAILS Zuma Shirt $148 from shopbop.com Buy Now Chaser Rolled Tie Front Button Down Image Source: revolve.com Chaser Rolled Tie Front Button Down ($88) Chaser Rolled Tie Front Button Down $88 from revolve.com Buy Now Mango Tropical print blouse Image Source: shop.mango.com Mango Tropical print blouse ($30, originally $60) Mango Tropical print blouse $30 from shop.mango.com Buy Now Prada Printed Cotton Poplin Shirt Image Source: orchardmile.com Prada Printed Cotton Poplin Shirt ($1,120) Prada Printed Cotton Poplin Shirt $1,120 from orchardmile.com Buy Now RE/DONE Hawaiian Shirt Image Source: shopbop.com RE/DONE Hawaiian Shirt ($295) RE/DONE Hawaiian Shirt $295 from shopbop.com Buy Now Scotch & Soda/Maison Scotch Brutus Printed Hawaiian Shirt Image Source: shopbop.com Scotch & Soda/Maison Scotch Brutus Printed Hawaiian Shirt ($115) Scotch & Soda/Maison Scotch Brutus Printed Hawaiian Shirt $115 from shopbop.com Buy Now Summer FashionShoppingFashion TrendsEditor ExperimentsShirtsSummer