Day 1 Nice, France

United with France only since 1860, Nice has its own history and atmosphere, which dates back 230,000 years. It was on Colline du Château (now château-less) and at the Plage des Ponchettes, in front of the Old Town, that the Greeks established a market-port in 350 BC and named it Nikaia, which would become Marseilles' chief coastal rival. The Romans established themselves a little later on the hills of Cimiez (Cemenelum), already previously occupied by Ligurians and Celts, and quickly overshadowed the waterfront port. After falling to the Saracen invasions, Nice regained power as an independent state, becoming an important port in the early Middle Ages.So cocksure did it become that in 1388, Nice, along with the hill towns behind, effectively seceded from the county of Provence, under Louis d'Anjou, and allied itself with Savoie. Thus began its liaison with the House of Savoy, and through it with Piedmont and Sardinia, it was the Comté de Nice (Nice County). This relationship lasted some 500 years, tinting the culture, architecture, and dialect in rich Italian hues.By the 19th century Nice was flourishing commercially, locked in rivalry with the neighboring shipping port of Genoa. Another source of income: the dawning of tourism, as first the English, then the Russian nobility, discovered its extraordinary climate and superb waterfront position. A parade of fine stone mansions and hotels closed into a nearly solid wall of masonry, separated from the smooth-round rocks of the beach by what was originally named Camin deis Anglés (the English Way), which of course is now the famous Promenade des Anglais. This magnificent crescent, which is seeking UNESCO recognition, is one of the noblest in France. Many of Nice's most delightful attractions—the Cours Saleya market, the Old Town streets, the Hotel Negresco, and the Palais Masséna—are on or close to this 10-km (6-mile) waterfront, making it the first stop for most visitors, while the redevelopment of Nice's port, around the other side of the Colline du Château, makes it easier for amblers who want to take in the Genoese architecture or peruse the antiques at the Puces de Nice, now part of the Promenade des 100 Antiquaires, along Quai Papacino. Nice also has the distinction of the "Family Plus" label, with free strollers, play areas, and restaurants with child-friendly activities.

Day 2 Portofino, Italy

One of the most photographed villages along the coast, with a decidedly romantic and affluent aura, Portofino has long been a popular destination for the rich and famous. Once an ancient Roman colony and taken by the Republic of Genoa in 1229, it's also been ruled by the French, English, Spanish, and Austrians, as well as by marauding bands of 16th-century pirates. Elite British tourists first flocked to the lush harbor in the mid-1800s. Some of Europe's wealthiest drop anchor in Portofino in summer, but they stay out of sight by day, appearing in the evening after buses and boats have carried off the day-trippers.There's not actually much to do in Portofino other than stroll around the wee harbor, see the castle, walk to Punta del Capo, browse at the pricey boutiques, and sip a coffee while people-watching. However, weaving through picture-perfect cliffside gardens and gazing at yachts framed by the sapphire Ligurian Sea and the cliffs of Santa Margherita can make for quite a relaxing afternoon. There are also several tame, photo-friendly hikes into the hills to nearby villages.Unless you're traveling on a deluxe budget, you may want to stay in Camogli or Santa Margherita Ligure rather than at one of Portofino's few very expensive hotels. Restaurants and cafés are good but also pricey (don't expect to have a beer here for much under €10).

Day 3 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 4 Porto Santo Stefano, Italy

Day 5 Amalfi, Italy

At first glance, it's hard to imagine that this resort destination was one of the world's great naval powers, and a sturdy rival of Genoa and Pisa for control of the Mediterranean in the 11th and 12th centuries. Once the seat of the Amalfi Maritime Republic, the town is set in a verdant valley of the Lattari Mountains, with cream-colored and pastel-hued buildings tightly packing a gorge on the Bay of Salerno. The harbor, which once launched the greatest fleet in Italy, now bobs with ferries and blue-and-white fishing boats. The main street, lined with shops and pasticcerie, has replaced a raging mountain torrent, and terraced hills flaunt the green and gold of lemon groves. Bearing testimony to its great trade with Tunis, Tripoli, and Algiers, Amalfi remains honeycombed with Arab-Sicilian cloisters and covered passages. In a way Amalfi has become great again, showing off its medieval glory days with sea pageants, convents-turned-hotels, ancient paper mills, covered streets, and its glimmering cathedral.

Day 6 Taormina, Italy

The medieval cliff-hanging town of Taormina is overrun with tourists, yet its natural beauty is still hard to dispute. The view of the sea and Mt. Etna from its jagged cactus-covered cliffs is as close to perfection as a panorama can get—especially on clear days, when the snowcapped volcano's white puffs of smoke rise against the blue sky. Writers have extolled Taormina's beauty almost since it was founded in the 6th century BC by Greeks from nearby Naxos; Goethe and D. H. Lawrence were among its well-known enthusiasts. The town's boutique-lined main streets get old pretty quickly, but the many hiking paths that wind through the beautiful hills surrounding Taormina promise a timeless alternative. A trip up to stunning Castelmola (whether on foot or by car) should also be on your itinerary.

Day 7 Otranto, Italy

Located right in the heel of the Italian boot, Otranto's scenic landscape often plays the protagonist in displaying the beauty of Puglia, Italy's easternmost region. Facing the Adriatic sea, the seducing weather and pristine waters have made it a popular destination where on a clear day, wanderers can see the coast of Albania. Like much of Italy, the city boasts a rich and mixed history. Once a Greek and Roman port, it was later occupied by the Byzantines, the Normans and the Spanish before the Ottoman invaded in during their Jihad to conquer Europe. Remains of forts are still visible and are a living testimonial of the town's rich history along with Otranto's cathedral, which still encloses today the relics of martyrs who refused to convert to Islam.

Day 9 Ancona, Italy

Ancona is the capital of Italy's Marche region. Ancona's main attraction is her tactile museum for the blinds. It's also a great place to take a dip and enjoy great sea views under the sunshine.

Day 10 Ravenna, Italy

A small, quiet, well-heeled city, Ravenna has brick palaces, cobblestone streets, magnificent monuments, and spectacular Byzantine mosaics. The high point in its civic history occurred in the 5th century, when Pope Honorious moved his court here from Rome. Gothic kings Odoacer and Theodoric ruled the city until it was conquered by the Byzantines in AD 540. Ravenna later fell under the sway of Venice, and then, inevitably, the Papal States.Because Ravenna spent much of its past looking east, its greatest art treasures show that Byzantine influence. Churches and tombs with the most unassuming exteriors contain within them walls covered with sumptuous mosaics. These beautifully preserved Byzantine mosaics put great emphasis on nature, which you can see in the delicate rendering of sky, earth, and animals. Outside Ravenna, the town of Classe hides even more mosaic gems.

Day 11 Venice, Italy

Venice is a city unlike any other. No matter how often you've seen it in photos and films, the real thing is more dreamlike than you could imagine. With canals where streets should be, water shimmers everywhere. The fabulous palaces and churches reflect centuries of history in what was a wealthy trading center between Europe and the Orient. Getting lost in the narrow alleyways is a quintessential part of exploring Venice, but at some point you'll almost surely end up in Piazza San Marco, where tourists and locals congregate for a coffee or an aperitif.