Its namesake lake is the major draw for aristocratic Como, where waterside gardens and palatial villas flourish in abundance. Long a playground for the wealthy, this city attracts a mix of tourists and Milanese fashionistas who plan trips across the lake region or to nearby Bellagio.

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.

Perfectly positioned on a lake with the Alps at its back, lucky Lugano has a little bit of everything. Ride a cable car up Monte San Salvatore or Monte Bre for sunny panoramas of lake, rivers, mountains and red-roofed buildings. Explore the town's churches, cathedrals and the expressive and colorful Piazza della Riforma. Sample some slow-cooked Ticinese cuisine, explore the lake on a boat or spend the day at the lido with its Olympic-sized pool.

Lake Maggiore—one of the largest lakes in Italy—is known for its Alpine splendor, and the resort town of Stresa is a perfectly elegant place to admire its beauty. A quick trip from Milan, the town features opulent villas, pretty piazzas, and the storied Grand Hotel.

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.

Wandering the narrow caruggi alleyways of Genoa is a bit like solving a medieval labyrinth. In the heart of the Italian port city lies Piazza de Ferrari, a main square with a beautiful fountain and a perimeter lined with historic buildings, including the Palace of the Doges the Teatro Carlo Felice, which was destroyed during WWII and subsequently rebuilt. The seaside neighborhood of Boccadasse is vision of pink and yellow buildings that brighten up this lovely fishing village.

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?

Amsterdam is truly a biker’s city, although pedaling along the labyrinthine streets can get a little chaotic. Stick to walking and you won’t be disappointed. The gentle canals make a perfect backdrop for exploring the Jordaan and Rembrandtplein square. Pop into the Red Light District if you must—if only so you can say you’ve been there. The Anne Frank House is one of the most moving experiences a traveller can have, and the Van Gogh Museum boasts a sensational collection of works.

You've probably heard that Guinness tastes better in Dublin (fresh from the factory), but what you may not know is that Dublin is a perfect destination for the whole family. No, we're not suggesting you let the kiddies drink a pint. Instead, take them to the Dublin Zoo, to feed the ducks in Stephen's Green or on a picnic in Phoenix Park. Scholars enjoy walking in the literary footsteps of such writers as Yeats and Joyce, while discerning shoppers have their pick of designer boutiques.

New Brunswick's transportation hub is vibrant Moncton, one of the country's fastest growing cities and a community steeped in history. Its storied past is brought to life in its many cultural institutions and museums, from the Acadian Museum to Le Centre Culturel Aberdeen. The city's largest green space, Centennial Park, includes many attractions and activities, from hiking and skiing trails to an artificial beach to an aerial treetop obstacle course and zip line.

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.

Known for its markets and its striking 19th-century limestone architecture, Kingston is a great base for exploring the Thousand Islands and the St. Lawrence River and its national park. Visit Wolfe Island on the free ferry, or hunt for antiques in nearby villages.

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.

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.