The Okanagan Valley, in the interior of British Columbia, is a popular Canadian vacation destination known for skiing in the winter and watersports in the summer. The area's quaint towns and lush vineyards are connected by a network of clear blue lakes and rivers and surrounded by rolling, sun-dappled hills. Head to Kelowna for one of several wine festivals or to Penticton for the sugary summer Peach Festival. To the south is Osoyoos, home to an arid desert filled with rare plants and animals.

Refer to Vancouver Island as Victoria Island and risk a chorus of eye-rolls from the otherwise-friendly locals. Yes, Victoria is the main city on the island, but there are many distinct flavours to its logging and fishing settlements. Food and wine enthusiasts flock to the Comox Valley farm region, while the more outdoorsy types get their fix along the remote, forested beaches of North Vancouver Island. Visit the UNESCO Biosphere Reserve at Clayoquot Sound and you’ll return full of cocktail-party factoids.

Vines, wines and the people who love them are central to the economy of Napa Valley. Other treats for the taste buds are in store, too, in the form of local olive oils, tomatoes, cheeses and mustard. The other senses are catered for with a vibrant visual arts scene. Hire a car or book a taxi or limousine to travel safely between sights. The Napa Valley Wine Train offers an unusual way to experience the views and vintages. A relaxing array of spas and mud baths and the Old Faithful geyser are attractions in Calistoga.

There are no two identical Bahamas holidays. With options as diverse as its 700 islands, the Bahamas may seem schizophrenic: is it a family destination, a place for lovers to sneak away, a gambling mecca, a cruise-afficianado’s chief port of call or a shopper’s world market? The answer is, yes. It’s that, too.

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.