This former fishing village on Portugal’s southern coast has become a popular resort. Spend a day on Alvor’s main beach, or find one of the smaller, secluded coves along the coastline. In the evening, stroll through the town’s narrow cobblestone streets, dine on fresh local seafood, and enjoy live music at one of the many lively bars.

The fishing town of Tavira combines two Mediterranean staples: Moorish architecture and a golden beach. Here, a labyrinth of cobbled streets winds past houses tiled in the traditional Portuguese style, and the pace of life flows as gently as the Gilão River.

You don't have to choose between visiting a cultural capital or a sunny Caribbean beach destination—San Juan is both. This city's architecture ranges from Spanish colonial to 20th-century Art Deco, while the new Museo de Arte de Puerto Rico presents Latin American and Caribbean artwork in state-of-the-art galleries.

Sure, you can leave the sunny sands in favor of a crocodile watch or horseback ride, but when the main strand is called Seven Mile Beach, it's clear what draws most visitors to Negril. Depending on how much sun you want, you're welcome to go topless or even sunbathe in the buff in some places.

New Orleans is full of life—but with a laid-back energy that sets it apart from other cities. You’ll wanna soak it all in: impromptu jazz performances up and down Frenchmen Street, the ding of the St. Charles Streetcar, moss-draped trees in the famous Garden District…even its gothic, above-ground cemeteries. (The city’s said to be one of the most haunted in America.) For some, NOLA will always be all about Bourbon Street, but for travellers looking to take it slow, the city’s distinct blend of cultures—including Creole and Cajun—means there’s tons to see, explore, and yes, eat.