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.

Gaze out at the azure Adriatic Sea from the sunny beaches of Otranto, in Italy's Puglia region. This historic port town attracts locals and tourists to its 10km of beaches and diving rocks. In town, the cathedral features large-scale mosaics dating back to the 12th century. If you love snorkeling and beautiful seaside views, it's worth making the short journey south to Porto Badisco.

A Puglia port town that’s equal parts historic and functional, Monopoli makes a splash with medieval churches and castles jutting above the Adriatic. It’s also a painter’s dream, with bright blue fishing boats adding a pop of colour against whitewashed harbour walls.

New Brunswick's transportation hub is vibrant Moncton, one of the country's fastest growing cities and a community steeped in history. Its storied past is brought to life in its many cultural institutions and museums, from the Acadian Museum to Le Centre Culturel Aberdeen. The city's largest green space, Centennial Park, includes many attractions and activities, from hiking and skiing trails to an artificial beach to an aerial treetop obstacle course and zip line.

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.

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.

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.