Day 1 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 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 5 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 6 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 7 Naples, Italy

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.

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 11 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 12 Valencia, Spain

Valencia, Spain's third-largest municipality, is a proud city with a thriving nightlife and restaurant scene, quality museums, and spectacular contemporary architecture, juxtaposed with a thoroughly charming historic quarter, making it a popular destination year in year out. During the Civil War, it was the last seat of the Republican Loyalist government (1935–36), holding out against Franco's National forces until the country fell to 40 years of dictatorship. Today it represents the essence of contemporary Spain—daring design and architecture along with experimental cuisine—but remains deeply conservative and proud of its traditions. Though it faces the Mediterranean, Valencia's history and geography have been defined most significantly by the River Turia and the fertile huerta that surrounds it.The city has been fiercely contested ever since it was founded by the Greeks. El Cid captured Valencia from the Moors in 1094 and won his strangest victory here in 1099: he died in the battle, but his corpse was strapped into his saddle and so frightened the besieging Moors that it caused their complete defeat. In 1102 his widow, Jimena, was forced to return the city to Moorish rule; Jaume I finally drove them out in 1238. Modern Valencia was best known for its frequent disastrous floods until the River Turia was diverted to the south in the late 1950s. Since then the city has been on a steady course of urban beautification. The lovely bridges that once spanned the Turia look equally graceful spanning a wandering municipal park, and the spectacularly futuristic Ciutat de les Arts i les Ciències (City of Arts and Sciences), most of it designed by Valencia-born architect Santiago Calatrava, has at last created an exciting architectural link between this river town and the Mediterranean. If you're in Valencia, an excursion to Albufera Nature Park is a worthwhile day trip.

Day 13 Alicante, Spain

The provincial capital of the Valencian Community serves as a gateway to the huge influx of tourists that flock to the Costa Blanca resorts every year. Alicante is popular with holidaymakers who arrive for the warm, Mediterranean climate and seemingly endless golden beaches. However, there is much more to this city than sand and sun. With a picturesque waterfront, a hugely impressive castle, buzzing nightlife and a rich, complex history, Alicante is a fascinating destination all year round.

Day 14 Málaga, Spain

As you sail into Malaga you will notice what an idyllic setting the city enjoys on the famous Costa del Sol. To the east of this provincial capital, the coast along the region of La Axarqua is scattered with villages, farmland and sleepy fishing hamlets - the epitome of traditional rural Spain. To the west stretches a continuous city where the razzmatazz and bustle creates a colourful contrast that is easily recognisable as the Costa del Sol. Surrounding the region, the Penibéetica Mountains provide an attractive backdrop overlooking the lower terraced slopes which yield olives and almonds. This spectacular mountain chain shelters the province from cold northerly winds, giving it a reputation as a therapeutic and exotic place in which to escape from cold northern climes. Malaga is also the gateway to many of Andalusia's enchanting historic villages, towns and cities.

Day 15 Tangier, Morocco

Tangier can trace its origins back to the Phoenicians and ancient Greeks. It was named after Tinge, the mother of Hercules' son, and its beginnings are embedded in mythology. It was subsequently a Roman province, and after Vandal and Byzantine influences, was occupied by the Arabs with Spain, Portugal, France and England also playing a part in the city's history. With such a diverse past it is perhaps not surprising that Tangier is such an individual city. Overlooking the Straits of Gibraltar, the city lies on a bay between two promontories. With its old Kasbah, panoramic views, elegant buildings, squares and places of interest, there is much to discover in both the new and old parts of the city.

Day 25 Fort Lauderdale, Florida, United States

Like many southeast Florida neighbors, Fort Lauderdale has long been revitalizing. In a state where gaudy tourist zones often stand aloof from workaday downtowns, Fort Lauderdale exhibits consistency at both ends of the 2-mile Las Olas corridor. The sparkling look results from upgrades both downtown and on the beachfront. Matching the downtown's innovative arts district, cafés, and boutiques is an equally inventive beach area, with hotels, cafés, and shops facing an undeveloped shoreline, and new resort-style hotels replacing faded icons of yesteryear. Despite wariness of pretentious overdevelopment, city leaders have allowed a striking number of glittering high-rises. Nostalgic locals and frequent visitors fret over the diminishing vision of sailboats bobbing in waters near downtown; however, Fort Lauderdale remains the yachting capital of the world, and the water toys don't seem to be going anywhere.