Gaze out at the azure Adriatic Sea from the sunny beaches of Otranto, in Italy's Puglia region. This historic port town attracts locals and tourists to its 10km of beaches and diving rocks. In town, the cathedral features large-scale mosaics dating back to the 12th century. If you love snorkeling and beautiful seaside views, it's worth making the short journey south to Porto Badisco.

One of Puglia’s most picturesque enclaves, Ostuni is known as the White City thanks to its plenitude of white-washed houses. A quick trip from the coast, the city is also celebrated for its labyrinthine streets, cathedral, and ancient defensive walls.

The southern Italian region of Puglia is symbolized by its white-tipped, cone-shaped trulli houses—and Alberobello, where more than a thousand UNESCO-listed trulli can be found, is the perfect place to discover them.

A patchwork of vineyards and olive groves, dotted with whitewashed hill towns and sun-bronzed beaches—Italy’s southern heel has no shortage of photogenic landscapes. There are a few surprises, too, including the baroque city of Lecce and the Itria Valley, with its UNESCO-listed trulli houses.

A Puglia port town that’s equal parts historic and functional, Monopoli makes a splash with medieval churches and castles jutting above the Adriatic. It’s also a painter’s dream, with bright blue fishing boats adding a pop of colour against whitewashed harbour walls.

Romantic Naples, two hours south of Rome, is the largest city in southern Italy. It has some of the world's best opera and theatre houses and is often called an open-air museum, due to its many historic statues and monuments. Join families on the promenade as the sun sets on the Bay of Naples. View finds from Pompeii and Herculaneum, destroyed by Mount Vesuvius in 79 A.D., at the Museo Archeologico Nazionale or revel in the art and architecture of Museo Cappella Sansevero, built in the late 1500s.

Over the centuries, many cultures have added their mark to this prized piece of land. Today, you can experience those influences firsthand by exploring Istanbul’s mahalles (neighbourhoods). From the holy sites of Sultanahmet and the 19th-century European elegance of Beyoğlu to the high fashion of Nişantaşı, the vibrant café society of Kadıköy and the football-loving streets of Beşiktaş, it’s easy to see why travellers say that Istanbul isn’t just one city, but many cities within one.

Nestled at the foot of the Black Forest in South Germany, Baden-Baden is a chic destination for those who fancy a dip in its famous salt- and radon-rich thermal hot springs. The town has been a popular destination for so long that it's starting to show its age, but not to worry. It's still very classy, picturesque and well-maintained. (The Dame Julie Andrews of German spa towns, if you will.) Sporty types will find an abundance of opportunities to enjoy golf, tennis, horseback riding and skiing nearby in winter.

The town that gave the country (and port wine) its very name, Porto is Portugal’s second-largest metropolis after Lisbon. Sometimes called Oporto, it's an age-old city that has one foot firmly in the industrial present. The old town, centered at Ribeira, was built on the hills overlooking the Douro River, and today is a UNESCO World Heritage Site. The 14th-century São Francisco church is a main attraction, as are the local port wine cellars, mostly located across the river at Vila Nova de Gaia.

The landscape that inspired Anne of Green Gables entices legions of lovers to Canada’s smallest province. Peaceful P.E.I. is a slow paced haven, full of distinctively Maritime delights. Red sandstone cliffs rise above gentle beaches. Lonely lighthouses dot rocky bluffs. Deserted trails beckon for romantic roaming.

Anne of Green Gables! There, we got that out of the way. Besides chasing the famous fictional heroine, you'll find Charlottetown's own history, culture and nightlife keep you more than busy. Enjoy outdoor activities from golfing to boardwalk strolls and biking by day, and theatre and performance arts by night.

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.