Milan is the prime draw in Italy's most prosperous province. The Cathedral, La Scala opera house and Santa Maria delle Grazie, home of da Vinci's Last Supper, are just some of the sights. Equally fascinating is the belle poque splendor of 19th-century Galleria Vittorio Emanuele II. When not on one of its frequent strikes, Milan's Metro is an excellent way to explore. Renting a car opens up the region, with its towns full of Romanesque architecture and the peninsula of Sirmione and Gardesana coast.

Nestled at the tip of a promontory jutting into Lake Como, Bellagio boasts unparalleled shoreline and Alpine views. Add in boutique-lined cobblestone streets, Italian villas, and fragrant gardens, and it’s no secret why Bellagio is known as the Pearl of Lake Como.

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.

This Italian-speaking region in Southern Switzerland is on the border with Italy. Bellinzona is the capital, and Lugano is the most important city in the canton, known for its beautiful waterfront, steep hillsides and gorgeous lake views. Castelgrande is a lovely medieval castle overlooking the city that has recently been restored. The Centovalli Railway is a scenic train that operates between Locarno, Switzerland and Domodossola, Italy, traveling through the breathtaking "Hundred Valleys." Lake Como is nearby, the home of People magazine’s “Sexiest Man Alive,” George Clooney.

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.

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.

It’s nicknamed the Eternal City for a reason. In Rome, you can drink from a street fountain fed by an ancient aqueduct. Or see the same profile on a statue in the Capitoline Museum and the guy making your cappuccino. (Which, of course, you know never to order after 11 am.) Rome is also a city of contrasts—what other place on earth could be home to both the Vatican and La Dolce Vita?

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.

travellers say Halifax is best seen on foot, so park the car and start walking. Immerse yourself in Halifax's rich history at the Maritime Museum of the Atlantic, and be sure to survey the city from the 18th-century Citadel National Historic Site. Then walk into any of Halifax's great bars and restaurants and catch some live music to round out your day.

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.

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.