Perched on a hilltop in northern Malta, laid-back Mellieħa has a more local feel than many of the island's more developed southern resort towns. You'll find Malta's longest beach here, the white-sand Mellieħa (or Għadira) Bay.

One of the three principal islands of the Maltese archipelago, the island of Malta is the largest of the chain. Its capital Valletta, a lively, bustling city with many buildings dating back to the 16th century, teems with cathedrals, palaces and forts. The impressive Grand Harbour offers a dramatic arrival. The top archaeological attraction is the UNESCO-designated Hypogeum temple ruins, a macabre, 5400-square-foot underground necropolis and the world's only underground prehistoric temple.

Founded in 1565 by the Order of St John as a refuge for soldiers returning from the Crusades, Valletta is now the capital of Malta and a piece of living history. With an unsurpassed collection of original Baroque architecture, fortified city walls overlooking the Mediterranean Sea, and the spectacular Co-Cathedral of St John, which features intricately carved stone vaults and a famed painting by Caravaggio, it is no wonder that this smallest of European capital cities is a world heritage site.

Part of the Maltese archipelago, Gozo is the second-largest of the seven-island chain and basks in the Mediterranean off the coast of Sicily. More rural than its sister island, Malta, Gozo has a population of 31,000. Home to some of the oldest religious structures in the world, the fascinating Ggantija temples, the island offers dramatic orange-red sands and perfect snorkeling waters at striking Ramla Bay. Rickety buses ply Gozo's roads, making getting about the island an exciting component of your trip.

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?

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.

Looking out over the city of St. John's, you may be reminded of a mini San Francisco (minus the cable cars). St. John's provides the ideal balance between nature and nightlife, from the East Coast Trail and its stunning scenery to the colourful entertainment district along George Street. Although it's the largest city in Newfoundland, the vibe is still very small-town. You'll feel welcome in the City of Legends!

"For simple beauty, Cape Breton outrivals them all." So said Alexander Graham Bell of the island he adopted as his home. Rich with Celtic, Mi'kmaq and Acadian heritage, Cape Breton is a delight for history buffs, music lovers and explorers of nature. Immerse yourself in 18th-century life at the Fortress of Louisbourg, explore the winding roads and Atlantic vistas of the Cabot Trail, and seek out a local Ceilidh for a lively and rousing experience.

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.