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.

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.

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.

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.

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.

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.

Backed by imposing mountains, tiny Kotor lies hidden from the open sea, tucked into the deepest channel of the Bokor Kotorska (Kotor Bay), which is Europe's most southerly fjord. To many, this town is more charming than its sister UNESCO World Heritage Site, Dubrovnik, retaining more authenticity, but with fewer tourists and spared the war damage and subsequent rebuilding which has given Dubrovnik something of a Disney feel.Kotor's medieval Stari Grad (Old Town) is enclosed within well-preserved defensive walls built between the 9th and 18th centuries and is presided over by a proud hilltop fortress. Within the walls, a labyrinth of winding cobbled streets leads through a series of splendid paved piazzas, rimmed by centuries-old stone buildings. The squares are now haunted by strains from buskers but although many now house trendy cafés and chic boutiques, directions are still given medieval-style by reference to the town’s landmark churches.In the Middle Ages, as Serbia's chief port, Kotor was an important economic and cultural center with its own highly regarded schools of stonemasonry and iconography. From 1391 to 1420 it was an independent city-republic and later, it spent periods under Venetian, Austrian, and French rule, though it was undoubtedly the Venetians who left the strongest impression on the city's architecture. Since the breakup of Yugoslavia, some 70% of the stone buildings in the romantic Old Town have been snapped up by foreigners, mostly Brits and Russians. Porto Montenegro, a new marina designed to accommodate some of the world’s largest super yachts, opened in nearby Tivat in 2011, and along the bay are other charming seaside villages, all with better views of the bay than the vista from Kotor itself where the waterside is congested with cruise ships and yachts. Try sleepy Muo or the settlement of Prčanj in one direction around the bay, or Perast and the Roman mosaics of Risan in the other direction.

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

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.

Dalmatia's capital for more than 1,000 years, Zadar is all too often passed over by travelers on their way to Split or Dubrovnik. What they miss out on is a city of more than 73,000 that is remarkably lovely and lively despite—and, in some measure, because of—its tumultuous history. The Old Town, separated from the rest of the city on a peninsula some 4 km (2½ miles) long and just 1,640 feet wide, is bustling and beautiful: the marble pedestrian streets are replete with Roman ruins, medieval churches, palaces, museums, archives, and libraries. Parts of the new town are comparatively dreary, a testament to what a world war followed by decades of communism, not to mention a civil war, can do to the architecture of a city that is 3,000 years old. A settlement had already existed on the site of the present-day city for some 2,000 years when Rome finally conquered Zadar in the 1st century BC; the foundations of the forum can be seen today. Before the Romans came the Liburnians had made it a key center for trade with the Greeks and Romans for 800 years. In the 3rd century BC the Romans began to seriously pester the Liburnians, but required two centuries to bring the area under their control. During the Byzantine era, Zadar became the capital of Dalmatia, and this period saw the construction of its most famous church, the 9th-century St. Donat's Basilica. It remained the region's foremost city through the ensuing centuries. The city then experienced successive onslaughts and occupations—both long and short—by the Osogoths, the Croatian-Hungarian kings, the Venetians, the Turks, the Habsburgs, the French, the Habsburgs again, and finally the Italians before becoming part of Yugoslavia and, in 1991, the independent republic of Croatia. Zadar was for centuries an Italian-speaking city, and Italian is still spoken widely, especially by older people. Indeed, it was ceded to Italy in 1921 under the Treaty of Rapallo (and reverted to its Italian name of Zara). Its occupation by the Germans from 1943 led to intense bombing by the Allies during World War II, which left most of the city in ruins. Zadar became part of Tito's Yugoslavia in 1947, prompting many Italian residents to leave. Zadar's most recent ravages occurred during a three-month siege by Serb forces and months more of bombardment during the Croatian-Serbian war between 1991 and 1995. But you'd be hard-pressed to find outward signs of this today in what is a city to behold. There are helpful interpretive signs in English all around the Old Town, so you certainly won't feel lost when trying to make sense of the wide variety of architectural sites you might otherwise pass by with only a cursory look.

Split's ancient core is so spectacular and unusual that a visit is more than worth your time. The heart of the city lies within the walls of Roman emperor Diocletian's retirement palace, which was built in the 3rd century AD. Diocletian, born in the nearby Roman settlement of Salona in AD 245, achieved a brilliant career as a soldier and became emperor at the age of 40. In 295 he ordered this vast palace to be built in his native Dalmatia, and when it was completed he stepped down from the throne and retired to his beloved homeland. Upon his death, he was laid to rest in an octagonal mausoleum, around which Split's magnificent cathedral was built.In 615, when Salona was sacked by barbarian tribes, those fortunate enough to escape found refuge within the stout palace walls and divided up the vast imperial apartments into more modest living quarters. Thus, the palace developed into an urban center, and by the 11th century the settlement had expanded beyond the ancient walls.Under the rule of Venice (1420–1797), Split—as a gateway to the Balkan interior—became one of the Adriatic's main trading ports, and the city's splendid Renaissance palaces bear witness to the affluence of those times. When the Habsburgs took control during the 19th century, an overland connection to Central Europe was established by the construction of the Split–Zagreb–Vienna railway line.After World War II, the Tito years saw a period of rapid urban expansion: industrialization accelerated and the suburbs extended to accommodate high-rise apartment blocks. Today the historic center of Split is included on UNESCO's list of World Heritage Sites.

Malta's capital, the minicity of Valletta, has ornate palaces and museums protected by massive fortifications of honey-color limestone. Houses along the narrow streets have overhanging wooden balconies for people-watching from indoors. Generations ago they gave housebound women a window on the world of the street. The main entrance to town is through the City Gate (where all bus routes end), which leads onto Triq Repubblika (Republic Street), the spine of the grid-pattern city and the main shopping street. Triq Mercante (Merchant Street) parallels Repubblika to the east and is also good for strolling. From these two streets, cross streets descend toward the water; some are stepped. Valletta's compactness makes it ideal to explore on foot. City Gate and the upper part of Valletta are experiencing vast redevelopment that includes a new Parliament Building and open-air performance venue. The complex, completed mid-2013, has numerous pedestrian detours in place along with building noise and dust. Before setting out along Republic Street, stop at the tourist information office on Merchant Street for maps and brochures.

Sorrento may have become a jumping-off point for visitors to Pompeii, Capri, and Amalfi, but you can find countless reasons to love it for itself. The Sorrentine people are fair-minded and hardworking, bubbling with life and warmth. The tuff cliff on which the town rests is spread over the bay, absorbing sunlight, while orange and lemon trees waft their perfume in spring. Winding along a cliff above a small beach and two harbors, the town is split in two by a narrow ravine formed by a former mountain stream. To the east, dozens of hotels line busy Via Correale along the cliff—many have "grand" included in their names, and some indeed still are. To the west, however, is the historic sector, which still enchants. It's a relatively flat area, with winding, stone-paved lanes bordered by balconied buildings, some joined by medieval stone arches. The central piazza is named after the poet Torquato Tasso, born here in 1544. This part of town is a delightful place to walk through. Craftspeople are often at work in their stalls and shops and are happy to let you watch; in fact, that's the point. Music spots and bars cluster in the side streets near Piazza Tasso.

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.