Culture-seekers will be charmed be La Isla's heritage and history, from Old San Juan's charms to folk art and festivals in the outlying towns. You can drive round Puerto Rico in a day, but take your time. Coffee plantations, colonial towns, beaches, bars and restaurants wait to be explored. Old San Juan, with famed Castillo de San Felipe del Morro, is an atmospheric place to wander. Experience life at a different pace by rainforest hiking, scuba diving or swimming Vieques' glowing bioluminescent lagoon.

Located on Puerto Rico’s north coast, Dorado is a resort town of relatively recent vintage. You’ll find luxury hotels and several championship golf courses. Of course, if you’re used to your local, scruffy public course, your score might suffer—gorgeous ocean views can be quite a distraction.

You don't have to choose between visiting a cultural capital or a sunny Caribbean beach destination—San Juan is both. This city's architecture ranges from Spanish colonial to 20th-century Art Deco, while the new Museo de Arte de Puerto Rico presents Latin American and Caribbean artwork in state-of-the-art galleries.

Rincon is best known for two things—surfing and sunsets. Beaches are small (meaning no huge resort beaches) and no matter how much of a Type-A personality you are, Rincon’s laid-back attitude and leisurely pace will soon win you over.

Once an important center for sugar production, Puerto Rico's fourth largest city's current fortunes come from its factories. Intriguing nicknames for the city of nearly 200,000 include The Land of Giants and Arm Hackers Town. Situated on the island's north shore, this Atlantic city is considered part of the metropolitan San Juan area. Popular attractions include Carolina Beach, Casa Escute art gallery, Caribbean Raceway Park and Isla Verde Mall. To make the most of your visit, consider renting a car.

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.

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.

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.

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.

Catapulted to fame for its part in the 1988 Winter Olympics, this former coal-mining town in the Canadian Rockies is a perfect base for visiting some of the country’s most impressive national parks. First stop for most visitors is the ski trails in Canmore Nordic Centre Provincial Park. Contemplate natural wonders at the Museum and Geoscience Centre, and mush through the snow on a sled-dog tour.

As North America’s northernmost large metropolis, Edmonton is a fascinating study in contrasts — a vibrant urban centre in the heart of the wilderness. It’s a city that’s never been afraid to do things a little differently, as visitors discover through close encounters with free-roaming bison, a shopping mall that spans more than 48 city blocks, and a dynamic arts and culture scene that embraces more than 40 annual festivals, including the continent’s biggest and wildest Fringe Theatre Festival.

What happens when a "gassy" Englishman rows into town feeling thirsty? A pub is born. And from that a city—in this case Vancouver. Though the pubs are plentiful, food and drink aren’t the only things to take in during your trip. In its 150 years, Vancouver has grown into a cosmopolitan city nestled in the great outdoors. Enjoy the snow-capped mountains, waterfront forests, cityside beaches, Olympic history and the world’s highest suspension bridge. Hipsters welcome. (Don’t worry, they don’t bite.)

Whistler, British Columbia, is a short trip from Vancouver by road or air. The stunning landscape, pedestrian-only Village and genuine, down-to-earth mountain culture make Whistler an unforgettable year-round destination. Winters provide reliable snow for skiing, snowboarding and Nordic sports while golf, mountain biking and hiking fill the warmer months. Festivals, spas, restaurants and bars combine with endless outdoor activities to make Whistler the ultimate place to escape and unwind.