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.

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.

Established in 1910, Parksville is one of Canada's most popular summer destinations for families. Everyone loves Rathtrevor Beach Provincial Park, with its beaches, tidal flats and pools, wildlife, and campgrounds; and several other provincial parks are within half an hour's drive. Follow Vancouver Island's Highway 19 (Island Highway) to reach nearby Qualicum Beach and the Comox Valley.

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).

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.

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.

Among the best golf destinations in the world, Punta Cana is the very picture of leisure. Several of the courses have been designed by professional golfers, making for the perfect sort of kicked-back challenge that you want on a golfing vacation. The beaches here are simply perfect: calm, warm waters that gently lap at stretches of fine white sand. Thrill yourself with a zip-line adventure, clap along with traditional Dominican music at a cultural performance, or explore the magical lagoons of the Indigenous Eyes Ecological Park.