A baroque jewel in Italy’s southeastern heel, Lecce flourishes with the carved sandstone of its cathedrals and piazzas. Atmosphere and cuisine are the main attractions here, with rustic Apulian cuisine on offer at the countless wine bars and cafes spilling onto the city's cobblestone lanes.

The capital of Puglia and one of southern Italy’s most prominent cities, Bari combines seaside charm and historical appeal. A major Mediterranean cruise port, the university city is also known for its old town, which boasts churches, picturesque courtyards, and other tucked-away gems.

Looking out over the city of St. John's, you may be reminded of a mini San Francisco (minus the cable cars). St. John's provides the ideal balance between nature and nightlife, from the East Coast Trail and its stunning scenery to the colourful entertainment district along George Street. Although it's the largest city in Newfoundland, the vibe is still very small-town. You'll feel welcome in the City of Legends!

travellers say Halifax is best seen on foot, so park the car and start walking. Immerse yourself in Halifax's rich history at the Maritime Museum of the Atlantic, and be sure to survey the city from the 18th-century Citadel National Historic Site. Then walk into any of Halifax's great bars and restaurants and catch some live music to round out your day.

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.

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.

Toronto's neighbour Mississauga has more than 480 parks and woodlands for you to explore. Stroll the Waterfront Trail, rent a boat at the marina or spend a day at the racetrack. It's also called Ontario's shopping capital, with everything from shopping centres and outlet malls to picturesque village-style shopping streets.