A gorgeous spot that’s a convenient day trip from Milan, Lake Como recently earned fame as home to Hollywood star George Clooney. But celeb-spotting aside, it’s known for jaw-dropping natural beauty, elegant old villas—and the scenic towns surrounding the lake. Check out Varenna, Bellagio, and Menaggio, which offer great views, historic churches, and water-based activities such as ferries and passenger-only boats.

Varenna is a slow-paced destination—most visitors come here to relax by the lake. But even if "Working on my tan" is the #1 thing on your itinerary, take some time to explore the area. There’s the Castello di Vizio, a medieval fortress surrounded by an olive grove. And you’ll want to view the old, tiered gardens at the Villa Cipressi—they stretch all the way down to the water. Finally, visit the source of the Fiumelatte, a peculiar river—it’s only 250 m long and disappears from October to March.

History lovers should know that Milan is not all about trendy shops and designer clothes. Among the city's many historical attractions are La Scala Opera, the Milan Cathedral, the National Museum of Science and Technology and Santa Maria della Grazie, the church that preserves da Vinci's "Last Supper".

A magnet for skiers and hikers, these dramatic peaks – including the iconic Matterhorn – range from 3,000 to 15,000 feet and spread across three-fifths of the country. Abundant glaciers, scenic valleys and gorgeous alpine lakes add to the region's visual appeal. The Glacier Express train travels the 7.5-hour route through the Swiss Alps from Zermatt to St. Moritz, passing through fairy-tale villages and over 291 bridges along the way.

Although originally known as a summer destination, when the first snowflakes land in St-Moritz, so do the international scenesters, bundled up in the latest "must-have" accessories. In winter, take a ride on the Glacier Express from Zermatt to arrive in style. Cable cars ascend to three nearby mountain tops. Hundreds of miles of ski trails and a frozen lake comprise the area's most popular sports venues. Follow the Romans' example and try one of the city's mineral springs, such as St-Moritz Bader.

The largest of Italy’s fresh-water lakes, Lake Garda is located in northeast Italy. Tourists traveling here will find plenty of excursions and activities to keep them entertained year-round—everything from visiting hilly wine regions to exploring 14th-century castles. The towns and communities surrounding Lake Garda offer easy day trips from Venice, easily accessible by car or train. Major sights include the towns of Sirmione (which attracts most Lake Garda visitors thanks to its historic Rocca Scaligiera castle) and Riva del Garda (for the Varone waterfalls located nearby), as well as the region’s hills, which offer numerous hiking trails for adventurous walkers.

When most people think of Zermatt, they think of one thing: The Matterhorn. This ultimate Swiss icon looms over Zermatt, first drawing visitors here in the 1860s. The village of Zermatt itself is lovely and car-free, with old-fashioned brown chalets and winding alleys. (Don’t worry, you don’t have to walk everywhere—there are electric vehicles and horse-drawn cabs.) Skiing in the region often lasts through early summer, but when the weather’s warmer, it’s a great time to hike.

Grindelwald is postcard-perfect, a charming example of a Swiss ski resort. There are slopes for all experience levels, plus plenty of snowy activities for those who don’t ski, such as sledding, hiking or snowshoeing. Not feeling particularly active? Just cozy up by crackling fire and enjoy the merry atmosphere. After a long day, nothing’s better than lingering over a pot of Swiss fondue and a glass of crisp wine as you plan the next day’s adventures.

Once known for smog, traffic and tacky architecture, Athens is a city reformed thanks to fortunes brought by the 2004 Summer Olympics. Spotless parks and streets, an ultra-modern metro, new motorways, an accessible airport and all signs in perfect English make the city easily negotiable. Meriting more than a stopover en route to the islands, sophisticated Athens sites include many pillars of Western history, from the Acropolis to the Temple of Olympian Zeus, as well as treasures in the National Archaeological Museum.

Lying in south central Turkey, the moonscaped region of Cappadocia, southeast of Ankara, is most famous for unique geological features called fairy chimneys. The large, cone-like formations were created over time by erosion of the relatively soft volcanic ash around them. Past cultures have dug into them to create dwellings, castles (like Uchisar) and even entire underground cities like Kaymakli and Derinkuyu, used as hiding places by early Christians. Nearby Kayseri is the gateway to the area.

Quebec City may be the only fortified city north of Mexico, but it welcomes visitors with open arms. Explore the Citadel, where you might catch Canadian troops staging a military ceremony. As for food, you could splurge on afternoon tea at the Chateau Frontenac, or do as the locals do and snack on poutine—french fries with gravy and cheese curds.

You've got to walk the Freedom Trail the first time you visit Boston. That's just a given. Make sure you step off the line on the pavement, though, and explore some of Boston's fine museums (try the Gardner—art masterpieces displayed in their collector's mansion) and old neighbourhoods (like the North End, where you can get the best cannoli this side of Italy). You can't claim to have experienced real Boston culture, though, unless you've watched a Red Sox game from the bleachers.

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.

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.

The first time you go to New York, go ahead and be a sight-seer—everyone should visit the Statue of Liberty, the Met, Times Square, etc. But on a return trip, pick a neighbourhood and go deep. You’ll find hole-in-the-wall bars, great delis, quirky shops… exploring the non-touristy side of New York is an incredibly rewarding experience for a traveller.

We've heard Toronto described as "New York City run by the Swiss," and it's true—you can find world-class theatre, shopping and restaurants here, but the sidewalks are clean and the people are friendly. The best place to start is literally at the top—the CN Tower, the tallest freestanding structure in the Western Hemisphere.

We won't lie: Niagara Falls is uber-touristy. There are wax museums and a Ripley's Believe It or Not Museum, and if it's a fast-food chain, you can probably find it here. But even the most jaded hipster shouldn't pass up a chance to visit this town, because the Falls themselves are spectacular.