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.

Best known as the site of Napoleon’s exile, Elba’s long history stretches back to pre-Roman times, when it was settled by Ligures and then Etruscans. It’s Tuscany’s biggest island and Italy’s third-largest, offering a great mix of options both cultural (like hilltop towns and castles) and recreational (like hiking, biking, swimming, diving and beaching). There’s an airport at Marina di Campo, but most arrive by ferry from Piombino to Portoferraio (the biggest town), Rio Marina or Porto Azzurro.

Don’t be fooled by Bermuda’s small size; this 21-square-mile Atlantic island is big on history, personality and charm, from pink-sand beaches to historic forts. It’s known for aquatic adventures like shipwreck scuba diving, cliff jumping and deep-sea fishing. On land you’ll find an eclectic island culture of vibrant neighbourhoods, brightly coloured shorts and delicious fish chowder.

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.

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.