What could go wrong, right?

Tucked away at the end of a covered walkway, in a beautiful piazza flanked by pink and baby blue spiral staircases, Calypso St. Barth feels like a destination as discreet and full of treasures as its namesake island.

Joan Didion is as well-known and loved for her laconic, soulful writing as she is for her perfectly pared-down style, and her packing list, which she published in her 1979 book The White Album, shows that with a well-planned outline of her travel wardrobe, style is second nature. 

Summer ain't over til it's over, and until then, there's a crazy-short haircuts to be had, crop-tops to wear out, and sun to soak up.

Alexa Buckley and Sarah Pierson, founders of Margaux. a newly-launched line of custom, made-to-measure ballet flats, spent four years at Harvard before making the move to NYC to start their company. For these ballet-flat-loving beauties, the future is bright and the cocktails are hard-earned. See where the ladies love to eat, shop and play in both cities.

The opening-up of boundaries by blogs and insta-fashion is on its way out like last season's It-Bag. The No Trespassing signs are about to go back up, rendering fashion once again Private Property.

You wanna know where I'll be this summer? Check The Verb Hotel. The former Howard Johnson space has been majorly upgraded with a rock 'n roll twist, and is quite literally seeped in music, and its memorabilia. 

The beautiful beaches of Islamorada, a stunning key between Key Largo and Key West, made for a perfect backdrop to take some pieces from 424 Fifth's Spring 2015 collection out for a spin in the sand. 

East-meets-West is the most overused cliché when it comes to Turkey, but when attempting to describe the country - and Istanbul, a city that refuses to be defined - it’s often glaringly relevant.

When judgement-free noshing on pizza, marathon gossiping, and an improptu pillow fight are the activities of choice, there's no one that can pull it off more fashionably than these girls.

Call off the Uber. From noshing on Spanish tapas to drinking craft beer in Alphabet City or perusing vintage clothes and jewelry from indie designers, you never need to leave Downtown NYC.