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.)

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.

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.

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).

The Okanagan Valley, in the interior of British Columbia, is a popular Canadian vacation destination known for skiing in the winter and watersports in the summer. The area's quaint towns and lush vineyards are connected by a network of clear blue lakes and rivers and surrounded by rolling, sun-dappled hills. Head to Kelowna for one of several wine festivals or to Penticton for the sugary summer Peach Festival. To the south is Osoyoos, home to an arid desert filled with rare plants and animals.

Dozens of nightclubs, hundreds of restaurants and some of Mexico's best beaches await you in Puerto Vallarta. The original colonial town still shines through an endless selection of shopping, art galleries, water and land activities, and hotels. Walk the malecon (boardwalk) and just try to take it all in.

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.

The landscape that inspired Anne of Green Gables entices legions of lovers to Canada’s smallest province. Peaceful P.E.I. is a slow paced haven, full of distinctively Maritime delights. Red sandstone cliffs rise above gentle beaches. Lonely lighthouses dot rocky bluffs. Deserted trails beckon for romantic roaming.

Cayo Coco, an island just north of mainland Cuba, has some of the world’s most gorgeous beaches—think superfine white sand and shallow, clear water. It’s popular with European travelers seeking a sunny escape at one of the island’s beach-side resorts. Snorkeling and diving are fantastic.