Dubai is a destination that mixes modern culture with history, adventure with world-class shopping and entertainment. Catch a show at the Dubai Opera, see downtown from atop the Burj Khalifa and spend an afternoon along Dubai Creek exploring the gold, textile and spice souks. If you’re looking for thrills, you can float above the desert dunes in a hot air balloon, climb aboard a high-speed ride at IMG Worlds of Adventure or skydive over the Palm Jumeirah.

Stretching 126 miles south towards Cuba, the stunning Keys are a perfect escape. Highlights along the way include Key Largo, Islamorada, Marathon, Big Pine Key and the irrepressible Key West. Come face to face with an amazing array of fish while snorkelling, diving or fishing in the warm turquoise waters. Creeks, coral and costumed shows are other lures along the way. Highway 1 is a spectacular ribbon tying together the islands and atolls of this paradise between the Gulf of Mexico and the Atlantic.

Laid out by British architect Edwin Lutyens, the Indian capital is a striking modern metropolis. A gracious contrast to Old Delhi's winding streets, the grand avenues and stately buildings of New Delhi are rich with history and culture, from Gandhi's Delhi home (and the site of his assassination) to the tomb of Humayun, a complex of Mughal buildings reminiscent of the Taj Mahal. Chaotic traffic is best left to the locals. Negotiate a good price for taxis or travel on the new Delhi Metro.

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.

Mumbai (formerly known as Bombay), India, is famous for its chaotic streets. For bargains and people-watching, outdoor bazaars top the list of attractions. Popular waterfront destinations are Marine Drive, where visitors go to watch the sun set over the Arabian Sea, and the carnival-like Juhu Beach. More sightseeing options are the Gandhi Museum, in the leader's former home, and the cave temples of Elephanta Island. For tranquillity, Mumbai has many religious sites, lakes and parks.

Matheran is all about the views. Easily accessible via scenic rail from Mumbai, this refuge in the Sahyadri Hills is blissfully free of motor vehicles and affords nearly three dozen lookouts over the Western Ghats and the region's village-dotted plains. Porcupine Point is anything but prickly—rather, it’s an ideal spot for gorgeous sunsets, especially at the aptly named Panorama Point. Avid hikers hit the densely forested and wildlife-rich route to the ruins of Prabalgad Fort.