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.)

Vancouver Island's second-largest city is a picturesque oceanfront town with fabulous mountain views and a busy harbor. Home to events like the harbor's Bathtub Race, the city of 75,000 offers outdoor opportunities from full-moon kayaking to golfing. Boat-fresh seafood graces tables at an ever-increasing number of restaurants. This gateway to island adventures is easily reached by fast ferry or floatplane from downtown Vancouver or by scheduled ferries from Horseshoe Bay and Tsawwassen.

It's still one of the most British cities in North America, but there's more to Victoria than tearooms, antique shops and galleries (though there are plenty of those). Driven by the younger generation, the city has sprouted a collection of cool shops, authentic coffee bars and unique restaurants. It also has more cycling routes than any other Canadian city, providing a great way to explore the picturesque location (and avoid an afternoon of antique shopping).

British Columbia's Sunshine Coast does seem to get more than its fair share of great weather, plus breathtaking scenery and friendly coastal villages to discover. The beaches are best in summer, but the natural beauty is year-round. Travelers rave about swimming while gazing up at the mountains, or just relaxing in a romantic B&B while the setting sun paints a canvas of color over the water.

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.

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.

Although the name suggests otherwise, the Blue Mountains is an actual town in Grey County that consists of several small communities including Thornbury, Christie Beach, Clarksburg, Heathcote and Ravenna. The area is very picturesque and scenic in the summer months and during "apple season" in the autumn, but the town is most famous for its mountains. Tourists flock to Intrawest's Blue Mountain Ski Resort year-round for its wide array of offerings. If you aren't in the mood for skiing or snowboarding, take a stroll through Blue Mountain Village and enjoy a coffee at one of the cafes or a meal in one of the many restaurants located in the village.

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.

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.

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.

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.

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.