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.

Port of Spain, the capital of Trinidad and Tobago, has the tall buildings, neon lights and crowded streets of many cities, plus a multicultural Caribbean character and a home-grown calypso soundtrack. The best-known event is the flamboyant pre-Lenten Carnival. Among the city's other offerings are cricket and football matches, year-round festivals, a botanic garden, malls, an art and history museum and historic buildings. Entertainment options abound, but be cautious after dark.

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.

Costa Adeje, on the southern side of Tenerife in the Canary Islands, is home to many newly-developed hotels that draw chic European guests. You’ll find great shopping (in boutiques and markets) and upscale restaurants, as well as plenty of sunny weather.

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.

Everyone who visits Paris for the first time probably has the same punchlist of major attractions to hit: The Louvre, Notre Dame, The Eiffel Tower, etc. Just make sure you leave some time to wander the city’s grand boulevards and eat in as many cafes, bistros and brasseries as possible. And don’t forget the shopping—whether your tastes run to Louis Vuitton or Les Puces (the flea market), you can find it here.

The largest city in Switzerland is a major contemporary art and shopping destination. Important artworks are displayed in the Kunsthaus and the Rietberg Museum. Those who consider shopping an art can hone their skills along Bahnhofstrasse and Niederdorf. Chagall's stained-glass windows in the Fraumünster amaze. Zurich's 500 clubs and bars, including several in swimming pools, pulse with life till the early hours. This city on Lake Zurich has excellent public transport and a free bike-hire system.