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.

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.

Charleston is known for great food (you won’t find better grits on the planet) and colourful history. But why do travellers return year after year? We’ll blame the genuine Southern hospitality this city extends to each and every visitor.

Savannah is a classic Southern city—mannerly, to be sure, but with a rich and complex history. Stroll historic Savannah and visit places you may remember from Midnight in the Garden of Good and Evil (especially Bonaventure Cemetery)… then enjoy a mint julep on your hotel’s verandah.

A city trapped in time, Havana captures the imagination like no other. Faded glamour meets careful colonial-era reconstruction with a backdrop of irresistible colour. Walk El Malecón, the walkway bordering the ocean; visit Old Havana and the Catedral de San Cristóbal; and listen for salsa music, open-air bazaars and parties that last all night.

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.)

Who cares about a little fog (okay, a lot of fog) when there’s so much to do in San Francisco? By day, explore Fisherman’s Wharf and the Aquarium of the Bay, ride a cable car, and stroll around the Presidio; by night, have a fabulous dinner (at a Michelin-starred restaurant or a tiny place in Chinatown), then hit some of the best clubs on the West Coast.

From Shoreditch’s swaggering style to Camden’s punky vibe and chic Portobello Road, London is many worlds in one. The city’s energy means that no two days are the same. Explore royal or historic sites, tick off landmarks from your bucket list, eat and drink in exclusive Michelin-starred restaurants, enjoy a pint in a traditional pub, or get lost down winding cobbled streets and see what you stumble across – when it comes to London, the possibilities are endless.