Munich was almost completely destroyed in two world wars, yet it's managed to recreate much of its folkloric, Bavarian past. Oktoberfest is legendary, but you can visit the Hofbrauhaus any time of year for an immense beer. Olympiapark, the site of the 1972 games, is not to be missed (you can skate on the Olympic ice rink and swim in the pool). On a somber note, take time to visit the concentration camp at Dachau—it's an intense, yet unforgettable, glimpse into the not-too-distant horrors of the Holocaust.

Quebec City may be the only fortified city north of Mexico, but it welcomes visitors with open arms. Explore the Citadel, where you might catch Canadian troops staging a military ceremony. As for food, you could splurge on afternoon tea at the Chateau Frontenac, or do as the locals do and snack on poutine—french fries with gravy and cheese curds.

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.

Southampton, New York, on the east end of Long Island, shines in the summer. Sandy beaches and celebrities make this the place to be. The rest of the year, enjoy the museums, luxury shopping and fine dining. Visit farms and wineries nearby.

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.