14-Day Western Mediterranean with Greece & Italy

Undoubtedly the most extraordinary island in the Aegean, crescent-shape Santorini remains a mandatory stop on the Cycladic tourist route—even if it's necessary to enjoy the sensational sunsets from Ia, the fascinating excavations, and the dazzling white towns with a million other travelers. Called Kállisti (the "Loveliest") when first settled, the island has now reverted to its subsequent name of Thira, after the 9th-century-BC Dorian colonizer Thiras. The place is better known, however, these days as Santorini, a name derived from its patroness, St. Irene of Thessaloniki, the Byzantine empress who restored icons to Orthodoxy and died in 802. You can fly conveniently to Santorini, but to enjoy a true Santorini rite of passage, opt instead for the boat trip here, which provides a spectacular introduction. After the boat sails between Sikinos and Ios, your deck-side perch approaches two close islands with a passage between them. The bigger one on the left is Santorini, and the smaller on the right is Thirassia. Passing between them, you see the village of Ia adorning Santorini's northernmost cliff like a white geometric beehive. You are in the caldera (volcanic crater), one of the world's truly breathtaking sights: a demilune of cliffs rising 1,100 feet, with the white clusters of the towns of Fira and Ia perched along the top. The bay, once the high center of the island, is 1,300 feet in some places, so deep that when boats dock in Santorini's shabby little port of Athinios, they do not drop anchor. The encircling cliffs are the ancient rim of a still-active volcano, and you are sailing east across its flooded caldera. On your right are the Burnt isles, the White isle, and other volcanic remnants, all lined up as if some outsize display in a geology museum. Hephaestus's subterranean fires smolder still—the volcano erupted in 198 BC, about 735, and there was an earthquake in 1956. Indeed, Santorini and its four neighboring islets are the fragmentary remains of a larger landmass that exploded about 1600 BC: the volcano's core blew sky high, and the sea rushed into the abyss to create the great bay, which measures 10 km by 7 km (6 mi by 4½ mi) and is 1,292 feet deep. The other pieces of the rim, which broke off in later eruptions, are Thirassia, where a few hundred people live, and deserted little Aspronissi ("White isle"). In the center of the bay, black and uninhabited, two cones, the Burnt Isles of Palea Kameni and Nea Kameni, appeared between 1573 and 1925. There has been too much speculation about the identification of Santorini with the mythical Atlantis, mentioned in Egyptian papyri and by Plato (who says it's in the Atlantic), but myths are hard to pin down. This is not true of old arguments about whether tidal waves from Santorini's cataclysmic explosion destroyed Minoan civilization on Crete, 113 km (70 mi) away. The latest carbon-dating evidence, which points to a few years before 1600 BC for the eruption, clearly indicates that the Minoans outlasted the eruption by a couple of hundred years, but most probably in a weakened state. In fact, the island still endures hardships: since antiquity, Santorini has depended on rain collected in cisterns for drinking and irrigating—the well water is often brackish—and the serious shortage is alleviated by the importation of water. However, the volcanic soil also yields riches: small, intense tomatoes with tough skins used for tomato paste (good restaurants here serve them); the famous Santorini fava beans, which have a light, fresh taste; barley; wheat; and white-skin eggplants.

Corfu town today is a vivid tapestry of cultures—a sophisticated weave, where charm, history, and natural beauty blend. Located about midway along the island's east coast, this spectacularly lively capital is the cultural heart of Corfu and has a remarkable historic center that UNESCO designated as a World Heritage Site in 2007. All ships and planes dock or land near Corfu town, which occupies a small peninsula jutting into the Ionian Sea.Whether arriving by ferry from mainland Greece or Italy, from another island, or directly by plane, catch your breath by first relaxing with a coffee or a gelato in Corfu town's shaded Liston Arcade, then stroll the narrow lanes of its pedestrians-only quarter. For an overview of the immediate area, and a quick tour of Mon Repos palace, hop on the little tourist train that runs from May to September. Corfu town has a different feel at night, so book a table at one of its famed tavernas to savor the island's unique cuisine.The best way to get around Corfu town is on foot. The town is small enough so that you can easily walk to every sight. There are local buses, but they do not thread their way into the streets (many now car-free) of the historic center. If you are arriving by ferry or plane, it's best to take a taxi to your hotel. Expect to pay about €10 from the airport or ferry terminal to a hotel in Corfu town. If there are no taxis waiting, you can call for one.

Home to the Museo Regionale of Messina, known for featuring two of Caravaggio's paintings, the city is also famous for having been the capital of the ancient kingdom of Sicily.

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.

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.

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.

Genoa is a port city in the Northwest of Italy. Home to the Genoa Aquarium, famous for having the largest exposition of biodiversity in Europe, the city is also a great place to visit for anyone interested in architecture.

La Spezia is sometimes thought of as nothing but a large, industrialized naval port en route to the Cinque Terre and Portovenere, but it does possess some charm, and it gives you a look at a less tourist-focused part of the Riviera. Its palm-lined promenade, fertile citrus parks, renovated Liberty-style palazzos, and colorful balcony-lined streets make parts of La Spezia surprisingly beautiful. Monday through Saturday mornings, you can stroll through the fresh fish, produce, and local-cheese stalls at the outdoor market on Piazza Cavour, and on Friday take part in the busy flea market on Via Garibaldi. There's also Porto Mirabello, a newly built tourist port with a pool club, shops, and several restaurants that overlook the fleet of super-yachts.

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.