The Rock crouches over the sea like an ancient stone beast, looking Sphinx-like to Africa. Beneath the white cliffs of this natural fortress grows a profusion of palm, pine, and cypress. No fewer than 600 varieties of flowers thrive here, some not found anywhere else on Earth. Gibraltar‘s stunning setting is matched by its history – five countries have battled for 13 centuries to control the passage between the Atlantic and the Mediterranean. The result made for a cultural melting pot. Veiled Moroccan women in caftans and vacationing Englishmen and Spaniards stroll along the narrow, steep lanes. The locals revert to a liquid Spanish when talking among themselves. And visitors to a 15th-century cathedral pass through a blue-tiled courtyard, once part of a 13th-century mosque.

The largest port on the Mediterranean, Marseille is France‘s second largest city and a virtual melting pot of peoples and cultures. It is also a place of striking contrasts, from the fishing boats and pleasure craft of the picturesque Vieux Port to the modern Canebiere. Dominating the harbor is the infamous Chateau d‘If, the rocky prison from which Alexandre Dumas‘ Count of Monte Cristo escaped. Marseille is also your gateway to Provence. Explore the countryside around Arles and Avignon, immortalized in the canvases of Van Gogh, Cezanne, Matisse and Picasso.

Italy‘s third-largest city, Naples is a bustling metropolis famed for it stately buildings, crowded streets, pizza – and notoriously bad traffic. However, this beautiful city is rich in centuries-old culture and customs. Naples is also your gateway to the Isle of Capri, the fabled Amalfi Coast and the ruins of Pompeii, buried in ash by the cataclysmic eruption of Mt. Vesuvius in 79 A.D. Naples boasts an ideal location, with both the ruins of Roman cities and the stunning Amalfi Coast in easy reach.

Palermo is a cultural feast, a fascinating combination of East and West, Arab and Norman that is quite unlike any other European city on the Mediterranean. A simple stroll can serve to illustrate Palermo‘s rich heritage. The Quattro Canti is the great square at the heart of the city. A short walk past its 17th-century palazzos and fountains brings the traveler to the Palazzo dei Normanni. Begun by Arab emirs in the 9th century, the Palazzo was finished by the island‘s Norman conquerors. The Palazzo‘s stone arches and buttresses stand in stark contrast to its Palatine Chapel. There elaborate tile work and mosaics lend mute testimonies to the Islamic and Byzantine influences that a lso shaped Palermo‘s culture. The city abounds in such colorful sights, from the neo-classical Teatro Massimo, one of the largest opera houses in Europe, to the catacombs beneath the Capuchin convent, where thousands of mummified bodies lie in eternal rest.

Chania is a city on the northwest coast of the Greek island of Crete. It’s known for its 14th-century Venetian harbor, narrow streets and waterfront restaurants. At the harbor entrance is a 16th-century lighthouse with Venetian, Egyptian and Ottoman influences. Opposite, the Nautical Museum has model ships, naval objects and photographs.

Istanbul rises from the Bosphorus, a vision of minarets and domes sparkling in the light. The capital of vanished empires, Istanbul is a true crossroad, the only city on Earth to span two continents. This meeting place of Europe and Asia, of Christian and Muslim, is one of the great adventures a traveler encounters. Browse the stalls of the world‘s largest bazaar, explore ancient mosques and churches, and gaze at the stunning jewels in the Topkapi Palace. Istanbul has dominated the Straits of Bosphorus for 25 centuries. As Constantinople, capital of the Eastern Roman Empire, it was a metropolis of stunning splendor when the great cities of Europe were mere villages.

Thanks to its proximity to the mainland, Mykonos was one of the first Greek islands to become an international travel destination. During the late ‘60s and early ‘70s, Mykonos was famed as a haunt for the rich. The island‘s nightlife – then and now – was a glittering whirl of colored lights, music, and parties. But there‘s another side to Mykonos – the neighboring island of Delos. In classical mythology, Delos was the birthplace of Apollo and his twin sister Artemis. Travelers to Delos can stroll among the island‘s vast ruins, which include three temples consecrated to the Sun God and the famed Lions Walk. Mykonos town features hip boutiques, restaurants, jewelry stores, souvenirs, taverns and cafés. The island‘s famed windmills are found just south of the waterfront.

The past maintains a vibrant presence in the cradle of Western civilization. Atop the Acropolis, the serene Parthenon sails above the commotion of the modern city. The tragedies of Aeschylus, Sophocles, and Euripides were performed in the Theater of Dionysus at the foot of the Acropolis. On Pnyx Hill, citizens of a fledgling democracy gathered to cast their votes on Athens‘ destiny. Then there is the hustle and bustle of the modern city, a metropolis of 4.5 million that spreads out from the foot of Mt. Lycabettus and across the plain. Packed with busy shops and lively tavernas, modern Athens is a colorful counterpoint to classical Greece. Piraeus is the port city for Athens and has been Athens‘ port of entry for over two millennia.