This Italian-speaking region in Southern Switzerland is on the border with Italy. Bellinzona is the capital, and Lugano is the most important city in the canton, known for its beautiful waterfront, steep hillsides and gorgeous lake views. Castelgrande is a lovely medieval castle overlooking the city that has recently been restored. The Centovalli Railway is a scenic train that operates between Locarno, Switzerland and Domodossola, Italy, traveling through the breathtaking "Hundred Valleys." Lake Como is nearby, the home of People magazine’s “Sexiest Man Alive,” George Clooney.

On the south side of the Alps, Lake Maggiore is the second largest lake in Italy. Since the climate is mild year-round, the area is filled with Mediterranean vegetation and exotic plants. Lake Maggiore was featured in Ernest Hemingway's infamous novel, A Farewell to Arms, when the protagonist and his lover must row across the lake in order to escape the Italian Carabinieri (think police in military uniforms). Here's hoping you won't have any run-ins of that nature.

The city of Freiburg im Breisgau sits austerely on the edge of the Black Forest. Home to one of Germany’s oldest universities and a Gothic sandstone cathedral, it’s a hub for academics and medieval history buffs. Chug German suds at a local brewery, then hop a cable car up Schauinsland mountain, where astounding views and a solar observatory await.

A jumping-off point for ferries to the Hebridean Islands, the port town of Oban offers a picturesque bayside setting. It's worth catching a later boat to take in the town's stately Victorian architecture, bounty of seafood restaurants, and good pubs.

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.

Known as New York's tough neighbour with a major international airport, Newark is a destination in its own right. The city is undergoing revitalisation efforts and its attractions include several large parks, art galleries and architecturally significant buildings. The Newark Museum is a complex of art and science exhibits, a mini-zoo, a planetarium and more. Theatre, music and dance performances take place at venues such as the New Jersey Performing Arts Center and Newark Symphony Hall.

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.

We won't lie: Niagara Falls is uber-touristy. There are wax museums and a Ripley's Believe It or Not Museum, and if it's a fast-food chain, you can probably find it here. But even the most jaded hipster shouldn't pass up a chance to visit this town, because the Falls themselves are spectacular.

A cosmopolitan city known as the "cultural cradle of Canada," Winnipeg is family friendly with plenty of charm. It boasts a dazzling arts, theatre and indie music scene, as well as lip-smacking dining options to tantalize every taste bud. Experience nine acres of shopping and interactive fun at the Forks Market or explore Winnipeg’s diverse neighborhoods like the historic French Quarter and Exchange District or the boho chic Osborne Village.