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.

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.

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.

The first time you go to New York, go ahead and be a sight-seer—everyone should visit the Statue of Liberty, the Met, Times Square, etc. But on a return trip, pick a neighbourhood and go deep. You’ll find hole-in-the-wall bars, great delis, quirky shops… exploring the non-touristy side of New York is an incredibly rewarding experience for a traveller.

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.

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.

Quebec City may be the only fortified city north of Mexico, but it welcomes visitors with open arms. Explore the Citadel, where you might catch Canadian troops staging a military ceremony. As for food, you could splurge on afternoon tea at the Chateau Frontenac, or do as the locals do and snack on poutine—french fries with gravy and cheese curds.

Is there any possible way Las Vegas could not be on our "best nightlife" list? The only way we could possibly omit it is on a technicality—since you can do pretty much anything 24/7 in Vegas, it might be wrong to call it "nightlife."

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.)

Everyone who visits Paris for the first time probably has the same punchlist of major attractions to hit: The Louvre, Notre Dame, The Eiffel Tower, etc. Just make sure you leave some time to wander the city’s grand boulevards and eat in as many cafes, bistros and brasseries as possible. And don’t forget the shopping—whether your tastes run to Louis Vuitton or Les Puces (the flea market), you can find it here.