Day 1 Istanbul, Turkey

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.

Day 2 Istanbul, Turkey

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.

Day 3 Vólos, Greece

Day 4 Piraeus, Greece

It's no wonder that all roads lead to the fascinating and maddening metropolis of Athens. Lift your eyes 200 feet above the city to the Parthenon, its honey-color marble columns rising from a massive limestone base, and you behold architectural perfection that has not been surpassed in 2,500 years. But, today, this shrine of classical form dominates a 21st-century boomtown. To experience Athens—Athína in Greek—fully is to understand the essence of Greece: ancient monuments surviving in a sea of cement, startling beauty amid the squalor, tradition juxtaposed with modernity. Locals depend on humor and flexibility to deal with the chaos; you should do the same. The rewards are immense. Although Athens covers a huge area, the major landmarks of the ancient Greek, Roman, and Byzantine periods are close to the modern city center. You can easily walk from the Acropolis to many other key sites, taking time to browse in shops and relax in cafés and tavernas along the way. From many quarters of the city you can glimpse "the glory that was Greece" in the form of the Acropolis looming above the horizon, but only by actually climbing that rocky precipice can you feel the impact of the ancient settlement. The Acropolis and Filopappou, two craggy hills sitting side by side; the ancient Agora (marketplace); and Kerameikos, the first cemetery, form the core of ancient and Roman Athens. Along the Unification of Archaeological Sites promenade, you can follow stone-paved, tree-lined walkways from site to site, undisturbed by traffic. Cars have also been banned or reduced in other streets in the historical center. In the National Archaeological Museum, vast numbers of artifacts illustrate the many millennia of Greek civilization; smaller museums such as the Goulandris Museum of Cycladic Art Museum and the Byzantine and Christian Museum illuminate the history of particular regions or periods. Athens may seem like one huge city, but it is really a conglomeration of neighborhoods with distinctive characters. The Eastern influences that prevailed during the 400-year rule of the Ottoman Empire are still evident in Monastiraki, the bazaar area near the foot of the Acropolis. On the northern slope of the Acropolis, stroll through Plaka (if possible by moonlight), an area of tranquil streets lined with renovated mansions, to get the flavor of the 19th-century's gracious lifestyle. The narrow lanes of Anafiotika, a section of Plaka, thread past tiny churches and small, color-washed houses with wooden upper stories, recalling a Cycladic island village. In this maze of winding streets, vestiges of the older city are everywhere: crumbling stairways lined with festive tavernas; dank cellars filled with wine vats; occasionally a court or diminutive garden, enclosed within high walls and filled with magnolia trees and the flaming trumpet-shaped flowers of hibiscus bushes. Formerly run-down old quarters, such as Thission, Gazi and Psirri, popular nightlife areas filled with bars and mezedopoleia (similar to tapas bars), are now in the process of gentrification, although they still retain much of their original charm, as does the colorful produce and meat market on Athinas. The area around Syntagma Square, the tourist hub, and Omonia Square, the commercial heart of the city about 1 km (½ mi) northwest, is distinctly European, having been designed by the court architects of King Otho, a Bavarian, in the 19th century. The chic shops and bistros of ritzy Kolonaki nestle at the foot of Mt. Lycabettus, Athens's highest hill (909 feet). Each of Athens's outlying suburbs has a distinctive character: in the north is wealthy, tree-lined Kifissia, once a summer resort for aristocratic Athenians, and in the south and southeast lie Glyfada, Voula, and Vouliagmeni, with their sandy beaches, seaside bars, and lively summer nightlife. Just beyond the city's southern fringes is Piraeus, a bustling port city of waterside fish tavernas and Saronic Gulf views.

Day 5 Heraklion (Iraklion), Crete, Greece

Having been controlled by Arabic, Venetian and Ottoman empires over the years - it's no surprise that Heraklion is a diverse patchwork of exotic cultures and historical treasures. Celebrated as the birthplace of the Spanish Renaissance artist, El Greco, you can visit to explore the storied ruins of the Minoan empire's capital, and unearth the rich cultural treasures that Crete's bustling modern capital has to offer.

Day 6 Katakolon, Greece

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.

Day 7 Valletta, Malta

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.

Day 8 Messina, Italy

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.

Day 9 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 10 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 11 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 12 Palermo, Italy

Once the intellectual capital of southern Europe, Palermo has always been at the crossroads of civilization. Favorably situated on a crescent-shaped bay at the foot of Monte Pellegrino, it has attracted almost every culture touching the Mediterranean world. To Palermo's credit, it has absorbed these diverse cultures into a unique personality that is at once Arab and Christian, Byzantine and Roman, Norman and Italian. The city's heritage encompasses all of Sicily's varied ages, but its distinctive aspect is its Arab-Norman identity, an improbable marriage that, mixed in with Byzantine and Jewish elements, created some resplendent works of art. No less noteworthy than the architecture is Palermo's chaotic vitality, on display at some of Italy's most vibrant outdoor markets, public squares, street bazaars, and food vendors, and above all in its grand climax of Italy's most spectacular passeggiata (the leisurely social stroll along the principal thoroughfare).

Day 13 Golfo Aranci, Italy

Day 14 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 15 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 16 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 17 Sète, France

The fishing village of Sète serves as gateway to Montpellier, in the North. Other noteworthy destinations in this area include Carcassone, Aigues Mortes, the Abbaye de Fontfroide, and Pezenas. For a look at the real fisherman's life, however, stay right where you are. Sète is the Mediterranean's biggest fishing port. Canals winding through town make it fun to stroll around, and there are a number of good walking paths leading to the beach (about 30 minutes to the west). Although it's small and unspectacular, Plage de la Corniche has calm, pristine waters that are perfect for swimming. For a panoramic view of the area, climb Mont St-Clair or Les Pierres Blanches and pick a beach to settle down on.

Day 18 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 19 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.