Day 1 Trieste, Italy

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.

Day 3 Kotor, Montenegro

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 Prcanj in one direction around the bay, or Perast and the Roman mosaics of Risan in the other direction.

Day 4 Corfu, Greece

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.

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 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 8 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 9 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 10 Saint-Tropez, France

At first glance, it really doesn't look all that impressive. There's a pretty port with cafés charging €5 for a coffee and a picturesque old town in sugared-almond hues, but there are many prettier in the hills nearby. There are sandy beaches, rare enough on the Riviera, and old-fashioned squares with plane trees and pétanque players, but these are a dime a dozen throughout Provence. So what made St-Tropez an internationally known locale? Two words: Brigitte Bardot. When this pulpeuse (voluptuous) teenager showed up in St-Tropez on the arm of Roger Vadim in 1956 to film And God Created Woman, the heads of the world snapped around. Neither the gentle descriptions of writer Guy de Maupassant (1850–93), nor the watercolor tones of Impressionist Paul Signac (1863–1935), nor the stream of painters who followed (including Matisse and Bonnard) could focus the world's attention on this seaside hamlet as did this one sensual woman in a scarf, Ray-Bans, and capris. Vanity Fair ran a big article, "Saint Tropez Babylon," detailing the over-the-top petrodollar parties, megayachts, and Beyoncé–d paparazzi. But don't be turned off: the next year, Stewart, Tabori & Chang released an elegant coffee-table book, Houses of St-Tropez, packed with photos of supremely tasteful and pretty residences, many occupied by fashion designers, artists, and writers. Once a hangout for Colette, Anaïs Nin, and Françoise Sagan, the town still earns its old moniker, the "Montparnasse of the Mediterranean." Yet you might be surprised to find that this byword for billionaires is so small and insulated. The lack of train service, casinos, and chain hotels keeps it that way. Yet fame, in a sense, came too fast for St-Trop. Unlike the chic resorts farther east, it didn't have the decades-old reputation of the sort that would attract visitors all year around. For a good reason: its location on the south side of the gulf puts it at the mercy of the terrible mistral winter winds. So, in summer the crowds descend and the prices rise into the stratosphere. In July and August, you must be carefree about the sordid matter of cash. After all, at the most Dionysian nightclub in town, a glass of tap water goes for $37 and when the mojo really gets going, billionaires think nothing of "champagne-spraying" the partying crowds—think World Series celebrations but with $1,000 bottles of Roederer Cristal instead of Gatorade. Complaining about summer crowds, overpricing, and lack of customer service has become a tourist sport and yet this is what makes St-Tropez—described by the French daily newspaper Le Figaro as the place you can see "the greatest number of faces per square meter"—as intriguing as it is seductive.

Day 12 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.

Day 13 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 14 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 15 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 16 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 18 Kotor, Montenegro

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 Prcanj in one direction around the bay, or Perast and the Roman mosaics of Risan in the other direction.

Day 19 Dubrovnik, Croatia

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 Ploce 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

Day 20 Korcula, Croatia

Off the coast of Croatia in the southern Adriatic Sea lie some thousand islands and the largest of them, Korçula, is considered the most beautiful. With an average of 3,000 hours of sunshine per annum, which guarantees a wide assortment of Mediterranean vegetation, it is not difficult to understand why seasoned travelers compare Korçula to a latter-day Eden. Separated from the mainland by a channel of only one mile, Korçula's main town, named the same as the island, ranks among the best preserved medieval towns in the Mediterranean. It is the island's main tourist, economic and cultural center. Thanks to its strategic location along the sea trade routes, Korçula has always attracted travelers and settlers. Korcula was founded by Greek colonists, who were followed by Illyrians, Romans and finally the Croats. The Korçula Statute of 1214 is one of the oldest legal documents to have been adopted in this part of Europe. The same century saw the birth of the famous world traveler, Marco Polo. The house said to be his birthplace can be seen in town. Korçulans have always been known as keen seafarers, excellent shipbuilders, stonemasons and artists. From their many voyages, sailors brought back new ideas, which eventually mixed with local customs. To this day, Korçula has maintained the tradition of performing knightly games such as the chivalrous Moreska dance, which has been in existence for more than 400 years. Visitors to Korçula enjoy its stunning location, natural beauty and medieval ambiance. And if that's not enough, the town offers numerous attractions that are within walking distance from the pier, including the City Museum and the Bishop's Treasury.

Day 21 Zadar, Croatia

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.

Day 22 Trieste, Italy

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.

Day 23 Trieste, Italy

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.