A Circumnavigation of Sicily – with Smithsonian Journeys

• Day 1 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 2 Porto Empedocle

  Huddled on the south-western coast of Sicily, Porto Empedocles bears the name of the philosopher Empedocles, who lived in the region in the 5th century BC. An age-old city offered up to sun and sea, this is your doorway to the exceptional archaeological site of Temple Valley, a high place of Greek civilisation listed as a UNESCO World Heritage site. You can admire the remains of many temples dedicated to Zeus, his wife Hera and Hephaestus. Make sure you take in the magnificent Italian countryside, with its olive orchards that cover the hillsides.

• Day 3 Tunis (Tunisia)

  South of the Tunisian capital Tunis, Sousse is an ancient city filled with culture and beauty that has become a lively resort for travellers. Take a walk down one of the expansive sandy beaches, explore the catacombs and shop at a traditional souq. The city mixes tradition with contemporary style to create a wonderful destination for visitors.

• Day 4 Trapani (Sicily)

  Trapani, the most important town on Sicily’s west coast, lies below the headland of Mount Erice and offers stunning views of the Egadi Islands on a clear day. Trapani’s Old District occupies a scimitarshaped promontory between the open sea on the north and the salt marshes to the south. The ancient industry of extracting salt from the marshes has recently been revived, and it is documented in the Museo delle Saline. In addition to the salt marshes,Trapani’s other interesting environs include the beautiful little hill town of Erice, the promontory of Capo San Vito stretching north beyond the splendid headland of Monte Cofano, the lovely island of Motya and the town of Marsala. Trips farther afield will take you to the magnificent site of Segesta or the Egadi Islands, reached by boat or hydrofoil from Trapani Port.

• Day 5 Palermo

  Once the intellectual capital of southern Europe, Palermo has always been at the crossroads of civilization. Favorably situated on a crescent-shaped bay at the foot of Monte Pellegrino, it has attracted almost every culture touching the Mediterranean world. To Palermo's credit, it has absorbed these diverse cultures into a unique personality that is at once Arab and Christian, Byzantine and Roman, Norman and Italian. The city's heritage encompasses all of Sicily's varied ages, but its distinctive aspect is its Arab-Norman identity, an improbable marriage that, mixed in with Byzantine and Jewish elements, created some resplendent works of art. No less noteworthy than the architecture is Palermo's chaotic vitality, on display at some of Italy's most vibrant outdoor markets, public squares, street bazaars, and food vendors, and above all in its grand climax of Italy's most spectacular passeggiata (the leisurely social stroll along the principal thoroughfare).

• Day 6 Lipari

  The largest and most developed of the Aeolians, Lipari welcomes you with distinctive pastel-color houses. Fields of spiky agaves dot the northernmost tip of the island, Acquacalda, indented with pumice and obsidian quarries. In the west is San Calogero, where you can explore hot springs and mud baths. From the red-lava base of the island rises a plateau crowned with a 16th-century castle and a 17th-century cathedral.

• Day 6 Sailing by Stromboli

  Like Ulysses during his Odyssey, you will have the opportunity to admire the Stromboli, the capricious volcano that looms over the Aeolian Islands. Its activity, uninterrupted for thousands of years, has earned it the nickname the “Lighthouse of the Mediterranean”.

• Day 7 Taormina

  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 8 Syracuse (Sicily)

  Siracusa, known to English speakers as Syracuse, is a wonder to behold. One of the great ancient capitals of Western civilization, the city was founded in 734 BC by Greek colonists from Corinth and soon grew to rival, and even surpass, Athens in splendor and power. It became the largest, wealthiest city-state in the West and a bulwark of Greek civilization. Although Siracusa lived under tyranny, rulers such as Dionysius filled their courts with Greeks of the highest cultural stature-among them the playwrights Aeschylus and Euripides, and the philosopher Plato. The Athenians, who didn't welcome Siracusa's rise, set out to conquer Sicily, but the natives outsmarted them in what was one of the greatest military campaigns in ancient history (413 BC). The city continued to prosper until it was conquered two centuries later by the Romans.Present-day Siracusa still has some of the finest examples of Baroque art and architecture; dramatic Greek and Roman ruins; and a Duomo that's the stuff of legend-a microcosm of the city's entire history in one building. The modern city also has a wonderful, lively, Baroque old town worthy of extensive exploration, as well as pleasant piazzas, outdoor cafés and bars, and a wide assortment of excellent seafood. There are essentially two areas to explore in Siracusa: the Parco Archeologico (Archaeological Zone), on the mainland; and the island of Ortygia, the ancient city first inhabited by the Greeks, which juts out into the Ionian Sea and is connected to the mainland by two small bridges. Ortygia is becoming increasingly popular with tourists, and is starting to lose its old-fashioned charm in favor of modern boutiques.Siracusa's old nucleus of Ortygia, a compact area, is a pleasure to amble around without getting unduly tired. In contrast, mainland Siracusa is a grid of wider avenues. At the northern end of Corso Gelone, above Viale Paolo Orsi, the orderly grid gives way to the ancient quarter of Neapolis, where the sprawling Parco Archeologico is accessible from Viale Teracati (an extension of Corso Gelone). East of Viale Teracati, about a 10-minute walk from the Parco Archeologico, the district of Tyche holds the archaeological museum and the church and catacombs of San Giovanni, both off Viale Teocrito (drive or take a taxi or city bus from Ortygia). Coming from the train station, it's a 15-minute trudge to Ortygia along Via Francesco Crispi and Corso Umberto. If you're not up for that, take one of the free electric buses leaving every 10 minutes from the bus station around the corner.

• Day 9 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.

A Circumnavigation of Sicily ItineraryThe Captain reserves the right to alter the itinerary to suit wind and weather conditions.