San Gimignano, known as the "city of beautiful towers," had 72 towers in its heyday. Now 14 remain, and, rising above Tuscany's Elsa Valley, they make the town look like a mediaeval dreamscape. Take in the fresco-covered Collegiate Church, the Civic Museum and the views from atop 177-foot Torre Grossa. Daytrippers from Florence tend to fill up the streets during the day, so for a more up-close-and-personal look at the town, spend the night.

Montepulciano makes a great base for exploring the Tuscan hill towns. Just make sure to pack well-broken-in walking shoes, because cars aren’t allowed in the centre of town. Explore the Duomo of Montepulciano and the Palazzo Tarugi… or sample the local wine, Vino Nobile di Montepulciano, which has been praised for centuries.

This Tuscan hill town will transport you back to the Middle Ages. Siena's grand cathedral, built in the 1200s, has treasured artworks and marvellous marble floors. The Piazza del Campo, the main town square, is a UNESCO World Heritage Site. It's also home to the Palio, perhaps the most infamous horserace in the world. No goofy hats and mint juleps here—this is a mediaeval tradition involving bareback riders racing on cobblestones (so as you might imagine, it's quite dangerous). Siena is an easy daytrip by train from Florence, just 43 miles away.

Campo dei Miracolo and Pisa's precarious tower are the main reason people visit this Tuscan city that traces its history back to around 1000 B.C. The grand buildings are relics of the former republic of Pisa's maritime might. Visitors can climb the Tower's 300 steps for a tilted view. Other spots in the city where Galileo was born include the National Museum of San Matteo and Camposanto cemetery. Local bus tickets can be bought at tabacs. An excellent rail network links Pisa with other Tuscan cities.

While crowds of tourists fill Venice, Florence and Rome, Bologna remains relatively quiet in comparison. This mediaeval university town is charming, historic and fun to explore… and you'll find Bologna's local cuisine is light-years away from the American deli meat bearing the city's name.

Riccione is sun-soaked and stylish, an ancient Italian settlement with modern, global flair. Located in the heart of the Eastern Riviera, this coastal destination is the perfect place to sip a cocktail while lounging on golden sands. At night, party people spill from the open-air discos onto the beach, creating a surreal sort of everlasting outdoor party. Zip down a slide at a water park, spin it up on a guided cycling tour, or visit the nearby Misano World Circuit racetrack for an unforgettable getaway.

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.

Everyone who visits Paris for the first time probably has the same punchlist of major attractions to hit: The Louvre, Notre Dame, The Eiffel Tower, etc. Just make sure you leave some time to wander the city’s grand boulevards and eat in as many cafes, bistros and brasseries as possible. And don’t forget the shopping—whether your tastes run to Louis Vuitton or Les Puces (the flea market), you can find it here.

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.

Walking is a way of life in the picturesque Cornwall town of Padstow. The South West Coast Path—which, at 630 miles, is Britain’s longest footpath—stretches along the coast and, via ferry, across the River Carmel. The former fishing port is today a hub of fine wining and dining. Lose yourself in the Lost Gardens of Heligan, a fairyland of heirloom flowers, or go back to the future at the Eden Project, a horticultural wonderland housed inside dramatic biodomes.

The nine islands that make up the Azores are in fact the peaks of some of the world's tallest mountains, reaching from deep beneath the Atlantic. The once-uninhabited, volcanic archipelago now hosts thousands of tourists every year who flock to the islands for sun, sand and verdant mountain scenery. From the beaches of Praia da Vitoria to the bustling marina of Horta, to the bubbling volcanic ground "ovens" of Furnas, these islands offer unparalleled--and unusual--adventures to discover.

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.