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.

Travelers come to this small island north of mainland Cuba to bask in the sun, swim in sparkling blue water, and be pampered at an all-inclusive resort. To explore Cuban culture, you’ll need to go farther afield (this is a planned resort development; employees are bused in), but if you’re simply looking for a stress-free tropical break, Cayo Santa Maria might be perfect for you.

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.

Once infamous for dangerous gangs and drug activity, Medellin has been transformed. It’s now a vibrant destination for travelers seeking a culturally rich vacation. Medellin rises proudly from the belly of the Aburrá Valley, and its natural beauty makes a perfect setting for hiking, zip lining and horseback riding. Travel through lush jungle to Piedra de Penol, then climb the 740 steps to the top—a journey within a journey that rewards you with unforgettable views.

It's a historic capital. It's a beach resort. It's a lively, romantic town. Whatever you look for in a Mexican holiday is on the menu in Mazatlan. Returning travellers rave about the welcoming Mazatlecos who treat you like old amigos—as well as the beaches, the food, the weather, the music and the feeling of never wanting to leave.

Here’s your day in Calistoga: Yoga. Massage. Spa lunch. Hike. Wine-tasting. Facial. Mud bath. Gourmet dinner (with more wine). Dip in a mineral pool. Does it get more relaxing than a spa town built around natural springs in the middle of wine country? We don't think so.

With the dramatic backdrop of 12,200-foot Mount Teide towering behind the resort, Adeje makes an unforgettable holiday destination. Adeje is less than two miles from the boisterous nightlife of Playa de las Americas, allowing visitors to choose whether to take it easy or to party. Bake in the sun on black volcanic sands before cooling down at a water park, such as popular Siam Park, or out windsurfing. Barranco del Infierno, Hell's Gorge, is a lush oasis, perfect for hiking.

The pristine white beaches of Tarifa are just as majestic as the 800-year-old castle that stands proudly in this southern Spanish town. Windsurfing or kitesurfing is an absolute must, and the sea sparkles with the promise of bustling marine life—perfect for enthusiastic scuba divers. At night, Tarifa itself sparkles with bars, nightclubs and tapas bars galore.

Visitors who come to Ibiza’s energetic capital for its nightlife are treated to more than just thumping ultraclubs and celebrity sightings. By day, the harbour town is a sun-drenched sampler of Spanish-island style, with waterfront cafes, urban beaches, trendy boutiques, and even a UNESCO-listed fortress.