Only 70 miles northwest of capital Santiago, Valparaiso is Chile's main port and known for its bohemian, artistic vibe and lovely vistas. Its UNESCO-designated historic downtown offers charming colonial architecture, great seafood restaurants, markets and stores. Take 100-year-old funicular Ascensor Artilleria or climb Cerro Concepcion for stunning ocean and city views. Back at street level, visit writer Pablo Neruda's house.

Chile's fourth largest city, Vina del Mar in Valparaiso, is also a popular summer beach resort. A Mediterranean climate prevails and an appealing array of sandy strips beckons, including Renaca, Miramar, Las Salinas and Casino. Renaca's calm waters and great waves make it a hit with families.

Santiago is one of those metropolitan joys where the more you look, the more you find. Funky cafes and dance clubs dot Bellavista, Forest Park art collections range from pre-Columbian to contemporary, and architecture runs the gamut from the 16th-century San Francisco Church to mirrored office towers. Shop with the locals at Mall Panora¡mico and give your palate meals to remember with hearty Chilean fare.

The Dominican Republic lies in the same waters as Cuba and Puerto Rico, taking up the eastern two-thirds of the island it shares with Haiti. Offering a lush interior with a mix of caves, Victorian gingerbread houses and the lore of pirates, plus 900 miles of coastline along its brim, island highlights include riding a cable car up Mount Isabel de Torres and basking on stunning Saona Island. Oh, and did we mention the D.R. is family-friendly, has just about perfect weather and is affordable?

U.S. citizens still need to jump through a few hoops to visit Cuba, but as visitors from around the world know, this island offers some amazing opportunities for cultural exchange. Havana is a mix of old-world architecture and of-the-moment culture. Head out of the capital city to the small town of Trinidad to see more Spanish colonial architecture. It’s a UNESCO World Heritage Site and a fantastic home base for a visit to the Valley of the Sugar Mills, a pocket of land that formerly served as the centre of Cuba’s sugar industry.

Tulum is relaxation and romance with an ancient angle. Guests can enjoy modern takes on traditional Mayan massage and spa treatments, or sunbathe on gorgeous Yucatan beaches within site of well-preserved ancient ruins. A rare mix of beach, archeology and village, Tulum is a romantic getaway like no other.

Stretching from the fishing village of Puerto Morelos to the biosphere reserve of Sian Ka'an, the Mayan Riviera offers an unforgettable Caribbean coastline experience. Divers and snorkelers will be dazzled by the wrecks of Xcaret and the Puerto Morelos reef. Use a zip line to descend into the sacred subterranean caverns of LabnaHa Eco Park, where you can snorkel an underground river under a canopy of stalactites. The nearby Tulum Monkey Sanctuary will put you in a playful mood.

It’s not just for spring-breakers. Cancun, with its golden beaches and perfect climate, is the premiere coastal destination in Mexico. And while there is certainly a 365-day party available for college students, resorts cater well to families and to those seeking solitude. This Yucatan paradise is also the gateway to the ruins of Tulum and Chichén Itzá.

With live music to be heard all across town, 24/7, 365 days a year, Music City lives up to its name. From honky-tonk bands jamming at Tootsie’s Orchid Lounge to songwriters in the round at the Bluebird Cafe and country music legends rocking the Grand Ole Opry, you never know who you might see. The creative spirit from Nashville's music landscape flows into the area's myriad art galleries, up-and-coming fashion scene, historic landmarks and chef-driven restaurants.