Day 1 Civitavecchia, Italy

Italy's vibrant capital lives in the present, but no other city on earth evokes its past so powerfully. For over 2,500 years, emperors, popes, artists, and common citizens have left their mark here. Archaeological remains from ancient Rome, art-stuffed churches, and the treasures of Vatican City vie for your attention, but Rome is also a wonderful place to practice the Italian-perfected il dolce far niente, the sweet art of idleness. Your most memorable experiences may include sitting at a caffè in the Campo de' Fiori or strolling in a beguiling piazza.

Day 2 Salerno, Italy

Salerno is an Italian city located on the Gulf of Salerno. Famous for being home to the first medical university, Salerno is a great destination for anyone looking for gorgeous sea views filled with sunshine and Italian food.

Day 3 Olbia, Italy

Amid the resorts of Sardinia's northeastern coast, Olbia, a town of about 60,000, is a lively little seaport and port of call for mainland ferries at the head of a long, wide bay.San SimplicioOlbia's little Catholic basilica, a short walk behind the main Corso Umberto and past the train station, is worth searching out if you have any spare time in Olbia. The simple granite structure dates from the 11th century, part of the great Pisan church-building program, using pillars and columns recycled from Roman buildings. The basilica has a bare, somewhat somber interior, its three naves separated by a series of arches.

Day 4 Ajaccio, Corsica, France

Considered Corsica's primary commercial and cultural hub, the largest city and regional capital of Ajaccio is situated on the west coast of the island, approximately 644 km (400 miles) southeast of Marseille, France. Founded in 1492, vestiges of ancient Corsica in this ville impériale revolve around the city's most famous son, Napoléon Bonaparte, whose family home—now the national museum Maison Bonaparte—pays tribute to the emperor's historical influence.Remnants from what was originally a 12th-century Genoese colony are still visible around the Old Town near the imposing citadel and watchtower. Perfect for exploring, the luminous seaside city surrounded by snowcapped mountains and pretty beaches offers numerous sites, eateries, side streets, and a popular harbor, where sailboats and fishing vessels moor in the picturesque Tino Rossi port lined with well-established restaurants and cafés serving fresh local fare.

Day 5 Livorno, Italy

Livorno is a gritty city with a long and interesting history. In the early Middle Ages it alternately belonged to Pisa and Genoa. In 1421 Florence, seeking access to the sea, bought it. Cosimo I (1519–74) started construction of the harbor in 1571, putting Livorno on the map. After Ferdinando I de' Medici (1549–1609) proclaimed Livorno a free city, it became a haven for people suffering from religious persecution; Roman Catholics from England and Jews and Moors from Spain and Portugal, among others, settled here. The Quattro Mori (Four Moors), also known as the Monument to Ferdinando I, commemorates this. (The statue of Ferdinando I dates from 1595, the bronze Moors by Pietro Tacca from the 1620s.)In the following centuries, and particularly in the 18th, Livorno boomed as a port. In the 19th century the town drew a host of famous Britons passing through on their grand tours. Its prominence continued up to World War II, when it was heavily bombed. Much of the town's architecture, therefore, postdates the war, and it's somewhat difficult to imagine what it might have looked like before. Livorno has recovered from the war, however, as it's become a huge point of departure for container ships, as well as the only spot in Tuscany for cruise ships to dock for the day.Most of Livorno's artistic treasures date from the 17th century and aren't all that interesting unless you dote on obscure baroque artists. Livorno's most famous native artist, Amedeo Modigliani (1884–1920), was of much more recent vintage. Sadly, there's no notable work by him in his hometown.There may not be much in the way of art, but it's still worth strolling around the city. The Mercato Nuovo, which has been around since 1894, sells all sorts of fruits, vegetables, grains, meat, and fish. Outdoor markets nearby are also chock-full of local color. The presence of Camp Darby, an American military base just outside town, accounts for the availability of many American products.If you have time, Livorno is worth a stop for lunch or dinner at the very least.

Day 6 Cannes, France

Cannes is pampered with the luxurious year-round climate that has made it one of the most popular resorts in Europe. Cannes was an important sentinel site for the monks who established themselves on Île St-Honorat in the Middle Ages. Its bay served as nothing more than a fishing port until in 1834 an English aristocrat, Lord Brougham, fell in love with the site during an emergency stopover with a sick daughter. He had a home built here and returned every winter for a sun cure—a ritual quickly picked up by his peers. Between the popularity of Le Train Blue transporting wealthy passengers from Calais, and the introduction in 1936 of France's first paid holidays, Cannes became the destination, a tasteful and expensive breeding ground for the upper-upscale.Cannes has been further glamorized by the ongoing success of its annual film festival, as famous as Hollywood's Academy Awards. About the closest many of us will get to feeling like a film star is a stroll here along La Croisette, the iconic promenade that gracefully curves the wave-washed sand coastline, peppered with chic restaurants and prestigious private beaches. This is precisely the sort of place for which the French invented the verb flâner (to dawdle, saunter): strewn with palm trees and poseurs, its fancy boutiques and status-symbol grand hotels—including the Carlton, the legendary backdrop to Grace Kelly in To Catch a Thief —all vying for the custom of the Louis Vuitton set. This legend is, to many, the heart and soul of the Côte d'Azur. 

Day 7 Marseille, France

Since being designated a European Capital of Culture for 2013, with an estimated €660 million of funding in the bargain, Marseille has been in the throes of an extraordinary transformation, with no fewer than five major new arts centers, a beautifully refurbished port, revitalized neighborhoods, and a slew of new shops and restaurants. Once the underdog, this time-burnished city is now welcoming an influx of weekend tourists who have colonized entire neighborhoods and transformed them into elegant pieds-à-terre (or should we say, mer). The second-largest city in France, Marseille is one of Europe's most vibrant destinations. Feisty and fond of broad gestures, it is also as complicated and as cosmopolitan now as it was when a band of Phoenician Greeks first sailed into the harbor that is today's Vieux Port in 600 BC. Legend has it that on that same day a local chieftain's daughter, Gyptis, needed to choose a husband, and her wandering eyes settled on the Greeks' handsome commander Protis. Her dowry brought land near the mouth of the Rhône, where the Greeks founded Massalia, the most important Continental shipping port in antiquity. The port flourished for some 500 years as a typical Greek city, enjoying the full flush of classical culture, its gods, its democratic political system, its sports and theater, and its naval prowess. Caesar changed all that, besieging the city in 49 BC and seizing most of its colonies. In 1214 Marseille was seized again, this time by Charles d'Anjou, and was later annexed to France by Henri IV in 1481, but it was not until Louis XIV took the throne that the biggest transformations of the port began; he pulled down the city walls in 1666 and expanded the port to the Rive Neuve (New Riverbank). The city was devastated by plague in 1720, losing more than half its population. By the time of the Revolution, Marseille was on the rebound once again, with industries of soap manufacturing and oil processing flourishing, encouraging a wave of immigration from Provence and Italy. With the opening of the Suez Canal in 1869, Marseille became the greatest boomtown in 19th-century Europe. With a large influx of immigrants from areas as exotic as Tangiers, the city quickly acquired the multicultural population it maintains to this day.

Day 8 Ibiza, Spain

Hedonistic and historic, Eivissa (Ibiza, in Castilian) is a city jam-packed with cafés, nightspots, and trendy shops; looming over it are the massive stone walls of Dalt Vila —the medieval city declared a UNESCO World Heritage site in 1999—and its Gothic cathedral. Squeezed between the north walls of the old city and the harbor is Sa Penya, a long labyrinth of stone-paved streets that offer some of the city's best offbeat shopping, snacking, and exploring. The tourist information office on Vara de Rey has a useful map of walks through the old city.

Day 9 Palma de Mallorca, Spain

If you look north of the cathedral (La Seu, or the seat of the bishopric, to Mallorcans) on a map of the city of Palma, you can see around the Plaça Santa Eulàlia a jumble of tiny streets that made up the earliest settlement. Farther out, a ring of wide boulevards traces the fortifications built by the Moors to defend the larger city that emerged by the 12th century. The zigzags mark the bastions that jutted out at regular intervals. By the end of the 19th century, most of the walls had been demolished; the only place where you can still see the massive defenses is at Ses Voltes, along the seafront west of the cathedral.A torrent (streambed) used to run through the middle of the old city, dry for most of the year but often a raging flood in the rainy season. In the 17th century it was diverted to the east, along the moat that ran outside the city walls. Two of Palma's main arteries, La Rambla and the Passeig d'es Born, now follow the stream's natural course. The traditional evening paseo (promenade) takes place on the Born.If you come to Palma by car, park in the garage beneath the Parc de la Mar (the ramp is just off the highway from the airport, as you reach the cathedral) and stroll along the park. Beside it run the huge bastions guarding the Almudaina Palace; the cathedral, golden and massive, rises beyond. Where you exit the garage, there's a ceramic mural by the late Catalan artist and Mallorca resident Joan Miró, facing the cathedral across the pool that runs the length of the park.If you begin early enough, a walk along the ramparts at Ses Voltes from the mirador beside the cathedral is spectacular. The first rays of the sun turn the upper pinnacles of La Seu bright gold and then begin to work their way down the sandstone walls. From the Parc de la Mar, follow Avinguda Antoni Maura past the steps to the palace. Just below the Plaça de la Reina, where the Passeig d'es Born begins, turn left on Carrer de la Boteria into the Plaça de la Llotja (if the Llotja itself is open, don't miss a chance to visit—it's the Mediterranean's finest Gothic-style civic building). From there stroll through the Plaça Drassana to the Museu d'Es Baluard, at the end of Carrer Sant Pere. Retrace your steps to Avinguda Antoni Maura. Walk up the Passeig d'es Born to Plaça Joan Carles I, then right on Avenida de La Unió.

Day 10 Barcelona, Spain

The infinite variety of street life, the nooks and crannies of the medieval Barri Gòtic, the ceramic tile and stained glass of Art Nouveau facades, the art and music, the throb of street life, the food (ah, the food!)—one way or another, Barcelona will find a way to get your full attention. The capital of Catalonia is a banquet for the senses, with its beguiling mix of ancient and modern architecture, tempting cafés and markets, and sun-drenched Mediterranean beaches. A stroll along La Rambla and through waterfront Barceloneta, as well as a tour of Gaudí's majestic Sagrada Famíliaand his other unique creations, are part of a visit to Spain's second-largest city. Modern art museums and chic shops call for attention, too. Barcelona's vibe stays lively well into the night, when you can linger over regional wine and cuisine at buzzing tapas bars.