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 2 Kusadasi, Turkey

Whilst the busy resort town of Kusadasi offers much in the way of shopping and dining – not to mention a flourishing beach life scene, the real jewel here is Ephesus and the stunning ruined city that really take centre stage. With only 20% of the classical ruins having been excavated, this archaeological wonder has already gained the status as Europe's most complete classical metropolis. And a metropolis it really is; built in the 10th century BC this UNESCO World Heritage site is nothing short of spectacular. Although regrettably very little remains of the Temple of Artemis (one of the seven wonders of the ancient world), the superb Library of Celsus' façade is practically intact and it is one of life's great joys to attend an evening performance in the illuminated ruins once all the tourists have left. The history of the city is fascinating and multi-layered and it is well worth reading up on this beforehand if a visit is planned. Another point of interest for historians would be the house of the Virgin Mary, located on the romantically named Mount Nightingale and just nine kilometres away from Ephesus proper. Legend has it that Mary (along with St. John) spent her final years here, secluded from the rest of the population, spreading Christianity. An edifying experience, even for non-believers. For the less historical minded amongst you, Kusadasi offers plenty in the way of activities. After a stroll through the town, jump in a taxi to Ladies' Beach (men are allowed), sample a Turkish kebap on one of the many beachfront restaurants and enjoy the clement weather. If you do want to venture further afield, then the crystal clear beaches of Guzelcamli (or the Millipark), the cave of Zeus and the white scalloped natural pools at Pamukkale, known as Cleopatra's pools, are definitely worth a visit.

Day 3 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 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 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 La Spezia, Italy

La Spezia is sometimes thought of as nothing but a large, industrialized naval port en route to the Cinque Terre and Portovenere, but it does possess some charm, and it gives you a look at a less tourist-focused part of the Riviera. Its palm-lined promenade, fertile citrus parks, renovated Liberty-style palazzos, and colorful balcony-lined streets make parts of La Spezia surprisingly beautiful. Monday through Saturday mornings, you can stroll through the fresh fish, produce, and local-cheese stalls at the outdoor market on Piazza Cavour, and on Friday take part in the busy flea market on Via Garibaldi. There's also Porto Mirabello, a newly built tourist port with a pool club, shops, and several restaurants that overlook the fleet of super-yachts.

Day 10 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 11 Marseille, France

Since being designated a European Capital of Culture for 2013, with an estimated €660 million of funding in the bargain, Marseille has been in the throes of an extraordinary transformation, with no fewer than five major new arts centers, a beautifully refurbished port, revitalized neighborhoods, and a slew of new shops and restaurants. Once the underdog, this time-burnished city is now welcoming an influx of weekend tourists who have colonized entire neighborhoods and transformed them into elegant pieds-à-terre (or should we say, mer). The second-largest city in France, Marseille is one of Europe's most vibrant destinations. Feisty and fond of broad gestures, it is also as complicated and as cosmopolitan now as it was when a band of Phoenician Greeks first sailed into the harbor that is today's Vieux Port in 600 BC. Legend has it that on that same day a local chieftain's daughter, Gyptis, needed to choose a husband, and her wandering eyes settled on the Greeks' handsome commander Protis. Her dowry brought land near the mouth of the Rhône, where the Greeks founded Massalia, the most important Continental shipping port in antiquity. The port flourished for some 500 years as a typical Greek city, enjoying the full flush of classical culture, its gods, its democratic political system, its sports and theater, and its naval prowess. Caesar changed all that, besieging the city in 49 BC and seizing most of its colonies. In 1214 Marseille was seized again, this time by Charles d'Anjou, and was later annexed to France by Henri IV in 1481, but it was not until Louis XIV took the throne that the biggest transformations of the port began; he pulled down the city walls in 1666 and expanded the port to the Rive Neuve (New Riverbank). The city was devastated by plague in 1720, losing more than half its population. By the time of the Revolution, Marseille was on the rebound once again, with industries of soap manufacturing and oil processing flourishing, encouraging a wave of immigration from Provence and Italy. With the opening of the Suez Canal in 1869, Marseille became the greatest boomtown in 19th-century Europe. With a large influx of immigrants from areas as exotic as Tangiers, the city quickly acquired the multicultural population it maintains to this day.

Day 12 Mahón, Menorca, Spain

The capital of Menorca since 1721, Mahon has a impressive natural deep water harbour, which is one of the largest in the world. This, coupled with its strategic location, has made it a stronghold for many nations throughout history. Mahon has an abundance of historical buildings, the oldest being the Arch of Saint Roc which is all that remains of the wall that once encircled the whole town. The island was occupied by the British during the 18th century and Lord Nelson is thought to have stayed there. Indeed, San Antoni Mansion, located on the north side of the harbour, houses a collection of Nelson memorabilia. The legacy of colonial rule can be seen in the muted Georgian style of some of the buildings, but Mahon still boasts attractive examples of neo-Classical, Baroque and Romanesque architecture. With narrow streets to explore, pleasant shaded squares and welcoming pavement cafés, there is something for everyone to enjoy. Please be aware that most shops in town close for a siesta between 1330 and 1730.

Day 13 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 14 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 15 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.