14-Day Dalmatian Gems, Malta, Italy & Greece

For centuries, Rome ruled much of Europe, building a vast empire from the power of emperors. More than 2,500 years of history live in the city’s streets. Ancient structures recall those heady days when the cheers of 80,000 spectators roared from the Colosseum, citizens mingled in the Forum and senators asked the gods for guidance at the Pantheon. Along with the Vatican and St. Peter’s Basilica, this rich pocket of Italy is one of the world’s greatest repositories of history and civilization.

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.

The journey from Giardini Naxos on through Taormina holds a diverse landscape that includes white, sandy beaches that call out to you to come and play. Taormina holds a treasure trove, whether it’s the Palazzo Corvaja or Duomo di San Nicola, of ancient atmospheres that entice you to venture deep. As you wander the grounds of the Ancient Greek Theater built directly into the mountains, standing amid such ruins transports you back to ancient live theater. The surrounding peaks of Mount Etna provide an exhilarating environment. Its various foothills and pathways make it the perfect site for hiking.

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.

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.

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.

Venice is a city unlike any other. No matter how often you've seen it in photos and films, the real thing is more dreamlike than you could imagine. With canals where streets should be, water shimmers everywhere. The fabulous palaces and churches reflect centuries of history in what was a wealthy trading center between Europe and the Orient. Getting lost in the narrow alleyways is a quintessential part of exploring Venice, but at some point you'll almost surely end up in Piazza San Marco, where tourists and locals congregate for a coffee or an aperitif.

Slovenia might not immediately spring to mind when it comes to coastal countries - in fact, with just 46 km of coastline, you would be forgiven for overlooking it altogether. Yet, within that small distance lives some of the Adriatic's finest treasures. One such place is Piran. At just over 120 km from Ljubljana, you'll find the small but perfectly formed town is perched on a rocky peninsula and surrounded by pristine waters. Oozing Mediterranean charm, Piran's rich Venetian heritage is everywhere. Unsurprising really, as the city was governed by the Republic of Venice from 1283 to 1797 (and until the mid-20th century, Italian was the dominant language, although this has been overtaken by Slovenia in recent years). The Italian touch is visible from the city's architecture (the main square is named after the famous Italian composer Giuseppe Tartini) to the local Istrian cuisine. The oval-shaped square is the ideal spot to start your exploration of Piran, which is best done on foot. Wander into the labyrinthine streets of the old town - think narrow streets and compact houses topped with the picture-perfect terracotta tiles so typical of the region - and take a few hours just drinking in the atmosphere. Pop into one of the little Catholic churches or hike up to St. George's on the top of the hill for an example of grandiose Venetian Renaissance architecture. Alternatively, head for the seaside walk - which incidentally serves as a beach for many - for a taste of everyday local life.

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.

Oraia (beautiful) is the word Greeks use to describe Nafplion. The town's old section, on a peninsula jutting into the gulf of Argos, mixes Greek, Venetian, and Turkish architecture; narrow streets, often just broad flights of stone stairs, climb the slopes beneath the walls of Acronafplia. Tree-shaded plazas surround neoclassic buildings. The Palamidi fortress—an elegant display of Venetian might from the early 1700s—guards the town. Nafplion deserves at least a leisurely day of your undivided attention, and you may want to spend several days or a week here and use the city as the base from which to explore the many surrounding ancient sights.

Embark your ship and settle into your stateroom. Athens has been called the “birthplace of democracy.” Its legacy looms large from atop Acropolis Hill, the pinnacle of ancient Greece. This open air museum is an astonishing repository of once-mighty structures. From its colonnaded Parthenon—built more than 2,600 years ago—revered Greek philosophers like Plato and Aristotle formulated new ideas of government and debated its role in civic life to captivated audiences. Remnants of spiritual life are also here in the several temples to Athena and Zeus.