One of the most popular regions in Italy, Tuscany stretches from the Tyrrhenian Sea to the Apennines. Its main cities include Florence, Pisa, Siena, Lucca, Arezzo and Livorno. Drive between stunning sites like Florence's cathedral and Uffizi Gallery and the Leaning Tower of Pisa. Or join a bike tour and pedal past sun-baked olive groves and vineyards. Don't miss the towers of San Gimignano or serene northern hill towns. For a more modern take, hit one of Florence's hip clubs, such as Space Electronic.

Ottawa is a compact, clean, cleverly planned centre of culture and politics. And it's an ideal choice for a weekend getaway. Start downtown at the architecturally stunning National Gallery of Canada, and don't miss the Canadian Nature Museum and the National Aviation Museum. Rideau Canal offers boating in the summer and ice-skating in the winter. Gatineau Park attracts cyclists and walkers, while Byward Market blends old and new Ottawa.

We've heard Toronto described as "New York City run by the Swiss," and it's true—you can find world-class theatre, shopping and restaurants here, but the sidewalks are clean and the people are friendly. The best place to start is literally at the top—the CN Tower, the tallest freestanding structure in the Western Hemisphere.

From the Magic Kingdom to magical spa treatments, Orlando sparkles with the promise of adventure. Spend a day exploring the world-famous Disney theme parks or screaming your head off on a Universal Studios roller coaster. For a less adrenaline-pumping afternoon, enjoy the quiet natural beauty of the Harry P. Leu Gardens or enjoy a seaweed scrub at a luxury day spa. Savor fresh and local ingredients at one of Orlando’s James Beard-nominated restaurants.

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.

East meets West in this sun-soaked state, where Indian culture intertwines with Portuguese influences left over from a 500-year occupation. The beaches have long served as a magnet for serene hedonists. To the north, the tourist-centric scene is prevalent, with an international flair that is now skewing more hip than hippie. Travel south for stretches of unspoiled sand and an escape from large resorts. Temples, mosques and wildlife sanctuaries provide diversions from the beach.

Jamaica is a melting pot of African, Asian, European and Middle Eastern cultures. You'll experience this diversity in its strong crafts tradition, performing arts and distinctive dining options, like ackee and saltfish with roast breadfruit. Take your holiday to new heights at famed cliff jumping spot, Negril Cliffs. Jamaica offers long beaches, protected coves, rugged mountains, waterfalls, caves and sunshine and chances to play in the surf, ride horses and swim with dolphins. Jump in!