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.

Despite having provided the backdrop to several Hollywood films, Mansfield manages to keep its all-American small town vibe. Its charming Main Street and Historic Carrousel District boast unique shops, galleries and an antique hand-carved carousel. The landmark Ohio State Reformatory has been the setting to several films, including The Shawshank Redemption and Air Force One. Mansfield's action-packed racing scene thrives at Mansfield Motorsports Park and the Mid-Ohio Sports Car Course.

It's still one of the most British cities in North America, but there's more to Victoria than tearooms, antique shops and galleries (though there are plenty of those). Driven by the younger generation, the city has sprouted a collection of cool shops, authentic coffee bars and unique restaurants. It also has more cycling routes than any other Canadian city, providing a great way to explore the picturesque location (and avoid an afternoon of antique shopping).

Iceland’s biggest city, Reykjavik bears the distinction of being the world’s northernmost capital, and for virtually every Icelandic visitor it serves as a gateway, just to the city itself or to the rugged adventure options beyond. Founded in the country’s southwest at the end of the 18th century, Reykjavik has been Iceland’s cultural hub ever since. These days, that culture includes a hip and internationally recognised music and arts scene, not to mention a notoriously wild nightlife.

The colorful Norwegian city of Bergen is also a gateway to majestic fjords. Bryggen Hanseatic Wharf will give you a sense of the local culture – take some time to snap photos of the Hanseatic commercial buildings, which look like scenery from a film set. Don’t breathe too deeply when you visit the outdoor fish market, a reminder of the city’s role in early fish trade. Ferry across a fjord to Lysøen, where the former villa of 19th-century composer Ole Bull will captivate you with fairytale charm.

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.