Named for the sweet berry that grows wild in the region, Saskatoon boasts various cultural festivals, concerts and sporting events throughout the year. Explore the trails and beaches of Beaver Creek and Cranberry Flats, cross-country ski the Meewasin Valley Trail, check out the city's many galleries and museums, and shop for bargains at Midtown Plaza.

You’ll wonder why you don’t live in Portland after you’ve visited this laid-back and friendly city. With a reputation for manicured parks, eclectic nightlife, fine micro-breweries and distilleries, and nature that cuts right into the city, Portland’s a Pacific Northwest must-visit. Don’t miss the famous Japanese Garden, one of the largest and most beautiful of its kind outside of Japan.

If you’re a history buff and a die-hard foodie, Chicago’s your kind of town. Take an architectural-history walking tour, then dine at Alinea (the most celebrated molecular-gastronomy restaurant in the U.S.). And don’t miss the Museum of Science and Industry, the biggest science museum in the Western Hemisphere.

Many tourists know Windsor for its casino. But if you dig a little deeper, you’ll find fascinating history here. Once an important stop on the Underground Railroad, Windsor became an important center of whisky production and, thus, a major smuggling port during Prohibition. (Apparently Al Capone liked his Canadian Club.) In summer, catch the enormous fireworks display at the International Freedom Festival.

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.

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.

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.

Amsterdam is truly a biker’s city, although pedaling along the labyrinthine streets can get a little chaotic. Stick to walking and you won’t be disappointed. The gentle canals make a perfect backdrop for exploring the Jordaan and Rembrandtplein square. Pop into the Red Light District if you must—if only so you can say you’ve been there. The Anne Frank House is one of the most moving experiences a traveller can have, and the Van Gogh Museum boasts a sensational collection of works.

The town that gave the country (and port wine) its very name, Porto is Portugal’s second-largest metropolis after Lisbon. Sometimes called Oporto, it's an age-old city that has one foot firmly in the industrial present. The old town, centered at Ribeira, was built on the hills overlooking the Douro River, and today is a UNESCO World Heritage Site. The 14th-century São Francisco church is a main attraction, as are the local port wine cellars, mostly located across the river at Vila Nova de Gaia.