20-Day Mediterranean & Holy Land Explorer

Up until the end of World War I, Trieste was the only port of the vast Austro-Hungarian Empire and therefore a major industrial and financial center. In the early years of the 20th century, Trieste and its surroundings also became famous by their association with some of the most important names of Italian literature, such as Italo Svevo, and English and German letters. James Joyce drew inspiration from the city's multiethnic population, and Rainer Maria Rilke was inspired by the seacoast west of the city. Although it has lost its importance as a port and a center of finance, it has never fully lost its roll as an intellectual center. The streets hold a mix of monumental, neoclassical, and art-nouveau architecture built by the Austrians during Trieste's days of glory, granting an air of melancholy stateliness to a city that lives as much in the past as the present.

Nothing can prepare you for your first sight of Dubrovnik. Lying 216 km (135 miles) southeast of Split and commanding a jaw-dropping coastal location, it is one of the world's most beautiful fortified cities. Its massive stone ramparts and fortress towers curve around a tiny harbor, enclosing graduated ridges of sun-bleached orange-tiled roofs, copper domes, and elegant bell towers. Your imagination will run wild picturing what it looked like seven centuries ago when the walls were built, without any suburbs or highways around it, just this magnificent stone city rising out of the sea.In the 7th century AD, residents of the Roman city Epidaurum (now Cavtat) fled the Avars and Slavs of the north and founded a new settlement on a small rocky island, which they named Laus, and later Ragusa. On the mainland hillside opposite the island, the Slav settlement called Dubrovnik grew up. In the 12th century the narrow channel separating the two settlements was filled in (now the main street through the Old Town, called Stradun), and Ragusa and Dubrovnik became one. The city was surrounded by defensive walls during the 13th century, and these were reinforced with towers and bastions in the late 15th century.From 1358 to 1808 the city thrived as a powerful and remarkably sophisticated independent republic, reaching its golden age during the 16th century. In 1667 many of its splendid Gothic and Renaissance buildings were destroyed by an earthquake. The defensive walls survived the disaster, and the city was rebuilt in baroque style.Dubrovnik lost its independence to Napoléon in 1808, and in 1815 passed to Austria-Hungary. During the 20th century, as part of Yugoslavia, the city became a popular tourist destination, and in 1979 it was listed as a UNESCO World Heritage Site. During the war for independence, it came under heavy siege. Thanks to careful restoration, few traces of damage remain; however, there are maps inside the Pile and Ploče Gates illustrating the points around the city where damage was done. It’s only when you experience Dubrovnik yourself that you can understand what a treasure the world nearly lost

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.

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.

Whilst the busy resort town of Kusadasi offers much in the way of shopping and dining – not to mention a flourishing beach life scene, the real jewel here is Ephesus and the stunning ruined city that really take centre stage. With only 20% of the classical ruins having been excavated, this archaeological wonder has already gained the status as Europe’s most complete classical metropolis. And a metropolis it really is; built in the 10th century BC this UNESCO World Heritage site is nothing short of spectacular. Although regrettably very little remains of the Temple of Artemis (one of the seven wonders of the ancient world), the superb Library of Celsus’ façade is practically intact and it is one of life’s great joys to attend an evening performance in the illuminated ruins once all the tourists have left. The history of the city is fascinating and multi-layered and it is well worth reading up on this beforehand if a visit is planned. Another point of interest for historians would be the house of the Virgin Mary, located on the romantically named Mount Nightingale and just nine kilometres away from Ephesus proper. Legend has it that Mary (along with St. John) spent her final years here, secluded from the rest of the population, spreading Christianity. An edifying experience, even for non-believers. For the less historical minded amongst you, Kusadasi offers plenty in the way of activities. After a stroll through the town, jump in a taxi to Ladies’ Beach (men are allowed), sample a Turkish kebap on one of the many beachfront restaurants and enjoy the clement weather. If you do want to venture further afield, then the crystal clear beaches of Guzelcamli (or the Millipark), the cave of Zeus and the white scalloped natural pools at Pamukkale, known as Cleopatra’s pools, are definitely worth a visit.

The only city in the world that can lay claim to straddling two continents, Istanbul—once known as Constantinople, capital of the Byzantine and then the Ottoman Empire—has for centuries been a bustling metropolis with one foot in Europe and the other in Asia. Istanbul embraces this enviable position with both a certain chaos and inventiveness, ever evolving as one of the world’s most cosmopolitan crossroads. It’s often said that Istanbul is the meeting point of East and West, but visitors to this city built over the former capital of two great empires are likely to be just as impressed by the juxtaposition of old and new. Office towers creep up behind historic palaces, women in chic designer outfits pass others wearing long skirts and head coverings, peddlers’ pushcarts vie with battered old Fiats and shiny BMWs for dominance of the noisy, narrow streets, and the Grand Bazaar competes with modern shopping malls. At dawn, when the muezzin's call to prayer resounds from ancient minarets, there are inevitably a few hearty revelers still making their way home from nightclubs and bars. Most visitors to this sprawling city of more than 14 million will first set foot in the relatively compact Old City, where the legacy of the Byzantine and Ottoman empires can be seen in monumental works of architecture like the brilliant Aya Sofya and the beautifully proportioned mosques built by the great architect Sinan. Though it would be easy to spend days, if not weeks, exploring the wealth of attractions in the historical peninsula, visitors should make sure also to venture elsewhere in order to experience the vibrancy of contemporary Istanbul. With a lively nightlife propelled by its young population and an exciting arts scene that’s increasingly on the international radar—thanks in part to its stint as the European Capital of Culture in 2010—Istanbul is truly a city that never sleeps. It’s also a place where visitors will feel welcome: Istanbul may be on the Bosphorus, but at heart it’s a Mediterranean city, whose friendly inhabitants are effusively social and eager to share what they love most about it.

Although the fishing boats still go out in good weather, Mykonos largely makes its living from tourism these days. The summer crowds have turned one of the poorest islands in Greece into one of the richest. Old Mykonians complain that their young, who have inherited stores where their grandfathers once sold eggs or wine, get so much rent that they have lost ambition, and in summer sit around pool bars at night with their friends, and hang out in Athens in winter when island life is less scintillating. Put firmly on the map by Jackie O in the 1960s, Mykonos town—called Hora by the locals—remains the Saint-Tropez of the Greek islands. The scenery is memorable, with its whitewashed streets, Little Venice, the Kato Myli ridge of windmills, and Kastro, the town's medieval quarter. Its cubical two- or three-story houses and churches, with their red or blue doors and domes and wooden balconies, have been long celebrated as some of the best examples of classic Cycladic architecture. Luckily, the Greek Archaeological Service decided to preserve the town, even when the Mykonians would have preferred to rebuild, and so the Old Town has been impressively preserved. Pink oleander, scarlet hibiscus, and trailing green pepper trees form a contrast amid the dazzling whiteness, whose frequent renewal with whitewash is required by law. Any visitor who has the pleasure of getting lost in its narrow streets (made all the narrower by the many outdoor stone staircases, which maximize housing space in the crowded village) will appreciate how its confusing layout was designed to foil pirates—if it was designed at all. After Mykonos fell under Turkish rule in 1537, the Ottomans allowed the islanders to arm their vessels against pirates, which had a contradictory effect: many of them found that raiding other islands was more profitable than tilling arid land. At the height of Aegean piracy, Mykonos was the principal headquarters of the corsair fleets—the place where pirates met their fellows, found willing women, and filled out their crews. Eventually the illicit activity evolved into a legitimate and thriving trade network. Morning on Mykonos town's main quay is busy with deliveries, visitors for the Delos boats, lazy breakfasters, and street cleaners dealing with the previous night's mess. In late morning the cruise-boat people arrive, and the shops are all open. In early afternoon, shaded outdoor tavernas are full of diners eating salads (Mykonos's produce is mostly imported); music is absent or kept low. In mid- and late afternoon, the town feels sleepy, since so many people are at the beach, on excursions, or sleeping in their air-conditioned rooms; even some tourist shops close for siesta. By sunset, people have come back from the beach, having taken their showers and rested. At night, the atmosphere in Mykonos ramps up. The cruise-boat people are mostly gone, coughing three-wheelers make no deliveries in the narrow streets, and everyone is dressed sexy for summer and starting to shimmy with the scene. Many shops stay open past midnight, the restaurants fill up, and the bars and discos make ice cubes as fast as they can. Ready to dive in? Begin your tour of Mykonos town (Hora) by starting out at its heart: Mando Mavrogenous Square.

A major commercial port, cruise ship port of call, and wine-making center on the south coast, Limassol, 75 km (47 miles) from Nicosia, is a bustling, cosmopolitan town, with some of the liveliest nightlife on the island. Luxury hotels, apartments, and guesthouses stretch along 12 km (7 miles) of seafront, with the most luxurious ones just to the north of town. In the center, the elegant, modern shops of Makarios Avenue (where you'll mainly find clothes and shoes) contrast with those of pedestrian-only Agiou Andreou in the old part of town, where local handicrafts such as lace, embroidery, and basketware prevail; make sure you avoid shopping on Wednesday and Saturday afternoons, when many shops close at 2 pm. A luxurious marina that will hold 650 yachts as well as house apartments, shops, and restaurants should further boost the town's lively appeal.

Early travelers described Rhodes as a town of two parts: a castle or high town (Collachium) and a lower city. Today Rhodes town—sometimes referred to as Ródos town—is still a city of two parts: the Old Town, a UNESCO World Heritage site that incorporates the high town and lower city, and the modern metropolis, or New Town, spreading away from the walls that encircle the Old Town. The narrow streets of the Old Town are for the most part closed to cars and are lined with Orthodox and Catholic churches, Turkish houses (some of which follow the ancient orthogonal plan), and medieval public buildings with exterior staircases and facades elegantly constructed of well-cut limestone from Lindos. Careful reconstruction in recent years has enhanced the harmonious effect.

The second-largest city in Crete and capital of the Homonym Prefecture, Chania is located in Minoan Kidonia at the end of the Homonym Gulf between the Akrotiri and Onicha peninsulas. Chania City is divided into two parts; the Old Town, which is comprised of several connected districts built around the old Venetian Harbour, and New Town, a larger, more modern city whose centre is situated next to, and south of, the Old Town. The Old Town is home to Venetian buildings and Turkish elements that combine to create a unique architectural style, and is considered to be the most beautiful urban district on Crete. It was once surrounded by old Venetian fortifications that separated it from the New Town; however, only the eastern and western parts remain today. Due to its compact size, Skiathos can be easily explored in just a single day.

Katakolon could not seem less of a cruise port if it tried. A tiny enclave clinging to the western Peloponnese coast, it's a sleepy place except when ships dock. But it's a popular cruise destination because of its proximity to Olympia. Ancient Olympia was one of the most important cities in classical Greece. The Sanctuary of Zeus was the city's raison d'être, and attracted pilgrims from around the eastern Mediterranean, and later the city played host to Olympic Games, the original athletic games that were the inspiration for today's modern sporting pan-planetary meet. At the foot of the tree-covered Kronion hill, in a valley near two rivers, Katakolon is today one of the most popular ancient sites in Greece. If you don't want to make the trip to Olympia, then Katakolon is an ideal place for a leisurely Greek lunch while you watch the fishermen mend their nets, but there's just not much else to do there.

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.

Naples, in the Campania region, is Italy's third largest city. Its claim to fame is the spectacular location along one of the world's most splendid bays, backed by the perfect cone of Mount Vesuvius. In addition to its beautiful setting, Naples' surprises with other outstanding attractions such as the Royal Palace, San Carlos Opera House, the impressive National Archaeological Museum and the Castel Nuovo, dating from the 13th-century. The city's central area is best explored on foot. Chaotic traffic conditions make driving around the city a very frustrating experience. Naples provides a convenient starting point for trips to such favored destinations as Pompeii, Herculaneum and Mount Vesuvius. The Isle of Capri can be reached via a 45-minute hydrofoil service. The region of Campania was home to Greeks settlers some 300 years before Rome was founded. Pompeii, too, was a Greek town before being conquered by the Romans during the 5th century BC. It was under the Romans that Pompeii flourished and grew prosperous. When Mount Vesuvius erupted in 79 AD, the population of 20,000 was wiped out, but dozens of buildings were preserved under layers of cinder more than 20 feet deep. The most important finds from Pompeii are displayed in Naples' National Archaeological Museum. A visit here will no doubt enhance a visit to ancient Pompeii.

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.