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.

The Pacific Northwest scarcely gets more peaceful than unspoiled Bellingham, a bustling city nestled in the Bellingham Bay. Nature abounds in all directions surrounding this coastal paradise. The waters of the Pacific offer opportunities for whale watching, cruising to Friday Harbor or visiting the Canadian city of Victoria. To the east, Mt. Baker beckons skiers and snowboarders to its slopes. The city itself is alive with vibrant theater, historical museums, gourmet restaurants and fine arts.

Sleepy and secluded Friday Harbor is a tiny town with big personality and rich history. Small enough to walk from one end to the other, the coastal fishing village is dotted with picturesque turn of the century wood frame houses, historic storefronts, Coast Salish native carvings and not a stoplight in sight. Stroll through the Historic District, visit informative museums, explore the Port of Friday Harbor waterfront park and see the local populations of orcas and whales from the shore.

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.

Located on the sunny Lake Okanagan, Kelowna offers a cure for whatever ails you. Spend the weekend golfing, relaxing on the beach or exploring a nature trail. The Okanagan Valley is chock-full of orchards, while many local vineyards offer wine tasting and tours. Stop at the mid-19th-century Father Pandosy Mission for a glimpse of Kelowna's history, then plan a moonlit cruise on the lake to end your day.

Soaring mountains, jewel-coloured lakes and pristine wilderness await you in Canada’s first National Park. The irresistible beauty of the landscape invites travellers to immerse themselves in the outdoors all year round — whether hiking through untouched forests and paddling the turquoise lakes in summertime, or skiing the slopes and soaking in the steamy hot springs during the winter. Travellers also enjoy the warm hospitality of Banff or Lake Louise, the region’s charming mountain townships.

Named for the sweet berry that grows wild in the region, Saskatoon boasts various cultural festivals, concerts and sporting events throughout the year. Explore the trails and beaches of Beaver Creek and Cranberry Flats, cross-country ski the Meewasin Valley Trail, check out the city's many galleries and museums, and shop for bargains at Midtown Plaza.

If you’re a history buff and a die-hard foodie, Chicago’s your kind of town. Take an architectural-history walking tour, then dine at Alinea (the most celebrated molecular-gastronomy restaurant in the U.S.). And don’t miss the Museum of Science and Industry, the biggest science museum in the Western Hemisphere.

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.

Known for its markets and its striking 19th-century limestone architecture, Kingston is a great base for exploring the Thousand Islands and the St. Lawrence River and its national park. Visit Wolfe Island on the free ferry, or hunt for antiques in nearby villages.

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.

Anne of Green Gables! There, we got that out of the way. Besides chasing the famous fictional heroine, you'll find Charlottetown's own history, culture and nightlife keep you more than busy. Enjoy outdoor activities from golfing to boardwalk strolls and biking by day, and theatre and performance arts by night.