Cheltenham was just your average, sleepy town until the discovery of a spring in 1716, after which it became Britain's most popular spa town. (Like Palm Springs without the casinos.) Local Cheltonians have a reputation for being wealthy and respectable, and a walk along the Promenade will give you a first-class view of their wonderful houses, shops and gardens. After taking in the waters at the Pittville Pump Room (great name for a spa), check out the Art Gallery and Museum to learn about the social history of Cheltenham.

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.

Nice has a cosmpolitan Riviera vibe, and you'll enjoy exploring its fashionable boutiques and restaurants and sunning yourself on its popular beaches. (Just don't expect soft sand—these beaches have pebbles.) Walk up to Castle Hill for a beautiful view of the city, the Bay of Angels and of course, the bright blue water that gave the Cote d'Azur its name.

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.

Cairo’s an ancient city that also happens to be a modern metropolis—it’s one of the biggest cities in the Middle East and has the traffic and noise issues to prove it. But as long as you’re not looking for solitude, Cairo—the City of the Thousand Minarets—is a splendid place to explore Egyptian history and culture. (Editor's note: Our list was compiled before political unrest prompted many countries to issue travel warnings for Egypt. If you're currently planning a trip to Egypt, please consider the risks and monitor your government's travel alerts.)

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.

Collingwood is more than just a neighbour of Blue Mountain Ski resort. This town on Nottawasaga Bay has its own delights to discover, from historic homes to parks and trails, a marine heritage museum, and its own annual Elvis Festival.

Among the best golf destinations in the world, Punta Cana is the very picture of leisure. Several of the courses have been designed by professional golfers, making for the perfect sort of kicked-back challenge that you want on a golfing vacation. The beaches here are simply perfect: calm, warm waters that gently lap at stretches of fine white sand. Thrill yourself with a zip-line adventure, clap along with traditional Dominican music at a cultural performance, or explore the magical lagoons of the Indigenous Eyes Ecological Park.

U.S. citizens still need to jump through a few hoops to visit Cuba, but as visitors from around the world know, this island offers some amazing opportunities for cultural exchange. Havana is a mix of old-world architecture and of-the-moment culture. Head out of the capital city to the small town of Trinidad to see more Spanish colonial architecture. It’s a UNESCO World Heritage Site and a fantastic home base for a visit to the Valley of the Sugar Mills, a pocket of land that formerly served as the centre of Cuba’s sugar industry.