Portimao is a sailor’s delight, thanks to its calm waters and beautiful conditions. Plenty of elite international competitions happen here, but you don’t have to be a professional to set sail. Cruising the coast on the double-masted Santa Bernarda pirate ship is a family favorite. On dry land, you can wander the lovely Alvor boardwalk, enjoy a succulent seafood meal or zip around the go-kart track at the Autódromo Internacional do Algarve.

This former fishing village on Portugal’s southern coast has become a popular resort. Spend a day on Alvor’s main beach, or find one of the smaller, secluded coves along the coastline. In the evening, stroll through the town’s narrow cobblestone streets, dine on fresh local seafood, and enjoy live music at one of the many lively bars.

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.

Home to the oldest university in Germany, Heidelberg was hit hard during 17th-century wars and rebuilt in the 18th century with baroque buildings. For a pleasant walk, stroll through the historic city centre's Gothic streets. Be sure to take in Heidelberg Castle, the symbolic heart of the city; Alte Brucke, a beautiful 18th-century bridge; and the Student Jail. Built as long ago as the 16th century, it was used to keep mischievous students off the streets for three days to a month at a time. And they say Penn State is the number-one party school!

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.

Dubai is a destination that mixes modern culture with history, adventure with world-class shopping and entertainment. Catch a show at the Dubai Opera, see downtown from atop the Burj Khalifa and spend an afternoon along Dubai Creek exploring the gold, textile and spice souks. If you’re looking for thrills, you can float above the desert dunes in a hot air balloon, climb aboard a high-speed ride at IMG Worlds of Adventure or skydive over the Palm Jumeirah.

Known as the safari capital of Africa, Nairobi is an energetic, modern city that serves as a fascinating introduction to both wildlife and nightlife. Music clubs pulse with life, shops and markets bustle, and a mélange of restaurants will tempt your palate in this former Maasai watering hole. Top sights include the Karen Blixen Museum, Giraffe Centre and the black rhinos of Nairobi National Park. The compact city centre is safe to walk in and taxis make other areas accessible.