Havana, Cuba
Take a step back from the chaos that is NYC and step into a world that is still holding onto the vibrance of the past. Staying at the beautiful Hotel Meliá Habana will transport you far away from the business calls so you can relax poolside. And what's a Cuban vacation without the best plantanos in the world? Stop by the fabulous and lively La Guardia restaurant after a full day of exploring the city to get your fill of frijoles negros and vaca frita.
Direct flights start at $157 from JFK to HAV.
[Photo via @joycekolman]