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.

Nestled between the Okanagan Lake to the north and Skaha Lake to the south, Penticton is a vibrant Rocky Mountain city offering no shortage of things to do, from hiking or biking the Kettle Valley Trail to skiing Apex Mountain to climbing the Skaha Bluffs. For a more relaxed vacation, Penticton boasts 28 golf courses, including 7 championship courses, and is home to 88 wineries and plenty of fruit orchards. Join residents in celebrating the annual harvest at the wildly popular Peach Festival.

Although perhaps less flashy than its southern Okanagan neighbors Kelowna and Penticton, Vernon is a year round getaway offering an abundance of fun attractions from sunny beaches and golf courses in the summer to powdery ski slopes in the winter. The area's back country trails provide great exploration points, whether by bike, horseback riding, hiking, snowshoeing or snowmobiling. The pristine scenery of the Rockies surrounds the valley's plentiful vineyards.

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.)

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 situated on a flat plain with few indigenous trees, Regina boasts some of western Canada's most innovative urban landscaping, with plentiful green spaces, hiking and biking paths, playgrounds, oak-lined streets and parks throughout the city. The popular Wascana Lake plays host to summer boaters and winter skating. Regina is also home to numerous cultural and educational institutions, including museums, galleries, theaters and Canada's RCMP Training Academy Grounds.

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."

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.

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.

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.

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.

U.S. citizens still need to jump through a few hoops to visit Cuba, but as visitors from around the world know, this island offers some amazing opportunities for cultural exchange. Havana is a mix of old-world architecture and of-the-moment culture. Head out of the capital city to the small town of Trinidad to see more Spanish colonial architecture. It’s a UNESCO World Heritage Site and a fantastic home base for a visit to the Valley of the Sugar Mills, a pocket of land that formerly served as the centre of Cuba’s sugar industry.