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.

Perhaps best known these days as the setting for the book and movie “Under the Tuscan Sun,” gorgeous hillside Cortona has a long history dating back even before its time as an important Etruscan center. Top attractions include the Duomo (Cathedral), the small Museo Diocesano across the piazza with its superb art collection, and the fascinating Museo dell'Accademia Etrusca with its assembly of Etruscan and Roman era items. Cortona is also bursting with splendid churches spanning many periods.

Most visitors to Fiumicino arrive by plane and immediately continue on to Rome, but—in addition to being home to Italy’s busiest airport—the coastal town doubles as a beach resort during the summer months. There’s also Ostia Antica archaeological site, which is just a short drive away.

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.

This picturesque Umbrian city has a history that spans many eras. The city wall and arch are Etruscan; the sixth-century Sant'Angelo church was built atop a Roman temple; the town's cathedral is both Gothic and Renaissance. If you have a sweet tooth, visit the famous Perugina chocolate factory; if you have a full set of sweet teeth, visit during the Eurochocolate festival, held in October, when the entire town reportedly smells of chocolate.

Centrally located Umbria's principal cities include Spoleto, Assisi, and Terni. The capital, Perugia, is famed for its chocolate. Take a tour bus or prepare for daredevil Italian drivers if you opt to rent a car. Assisi's Basilica has a host of treasures, including works by Giotto. The town is also home to the crypt of St. Clare, patron saint of television. St. Francis' meditation retreat is in the mountains to the north. Classes at Velia's Cooking Style in Terni make good use of local produce.

Just north of Cinque Terre, Levanto is often used as a gateway to those less easily reached villages, but has much to offer on its own in the form of sand, sea and sights. Its great waves make Levanto very popular with surfers. Hikers love the surrounding hills, gorgeously covered in pine and olive trees. The town’s medieval castle is perfectly preserved, and several beautiful old churches are here. Many of Levanto’s most important buildings are centered on Piazza della Loggio, the town square.

Stretching along the southern side of Italy's Sorrentine Peninsula, the Amalfi coast dazzles with its mysterious grottos, craggy cliffs and shimmering bays. Grab a seat on the sea side of a regional bus to soak up views on the fabled route from artsy Positano to Amalfi. Ravello offers some respite from the crowds, plus the stunning Villa Cimbrone, which overlooks the Bay of Salerno. The winding streets of Sorrento's historic district are filled with craftspeople. Capri is only a hydrofoil or ferry ride away.

A boisterous port city on the surface, this urban capital of Crete hides millennia of history beneath its modern trappings. In Heraklion, scooters zip past Minoan and medieval relics such as the seaside Koules Fortress, while Turkish fountains bubble up in the shadow of apartment blocks.

Anjuna is among the most famous beaches in India. Popularly known for its Hippie culture, most people's reasons for coming to Anjuna are the same as they were in the 1970s. On Wednesdays, the famous flea market of Anjuna, a major shopping hangout beside the beach, opens for business. Bathing is generally safer at Anjuna than at most of the other beaches. Taking long walks and watching sunsets are among the favorite pastimes of visitors at Anjuna. Anjuna has emerged as a destination for rave parties and that take place over here from time to time, especially around the Christmas-New Year full moon period.

The largest game reserve in South Africa, Kruger National Park is basically a synonym for the word "safari." Home to over 500 bird species, 100 reptiles, nearly 150 mammals, multiple archaeological sites, and a stunningly diversity of trees and flowers, Kruger is the country’s flagship national park. Adventurers can explore the park in a 4x4, take a bush walk or fly above in a hot-air balloon.