Any city that can be the butt of a Simpson's joke ("That's it! We're all going back to Winnipeg!") and simultaneously one of the most vibrant cultural centres in Canada is tops in our book. The city's history of isolation and self-sufficiency means that Winnipeggers are unpretentious and sincere (and fun-loving enough to name Homer an honourary citizen). Though the winters are long and cold, there are plenty of indoor activities to both keep you warm and stimulate your imagination.

Basking in its 300 days of sunshine, Lake Tahoe is a haven for outdoor fun in every season. Swimming, kayaking and windsurfing are popular in the summer months, while epic snowfall makes for spectacular skiing in winter. For those who prefer indoor fun, there's plenty of that in Tahoe, too. With 24-hour casinos and a flashy nightlife scene, the area has a tangible Vegas vibe. A sprinkle of bling, if you will. Not surprising, since Lake Tahoe straddles the border between California and Nevada.

Montreal, c’est si bon! This French-speaking city is considered the cultural capital of Canada, and is a cosmopolitan celebration of Québécois style. A horse-drawn carriage ride around the cobblestone streets and grand buildings of Vieux-Montréal will give you a taste of European flavour. The Basilique Notre-Dame is a confection of stained glass, and the Plateau Mont-Royal district will delight you with its quaint boutiques and cafés. Dig in to a massive plate of poutine to fuel up for a tour of the epic Olympic Park.

It's no wonder Machu Picchu is Peru's most-visited site. Dating to the mid-1400s, it's a marvel of mortar-free limestone architecture perched on a high plateau deep in the Amazonian jungle. Get there via train from Cusco or, if you're not faint-hearted, make the trip on foot via a multi-day hiking trail—you'll travel through deep Andean gullies and enjoy stunning views.