See the legacy of art and architecture remaining from ancient and medieval civilizations as you explore this “crossroad of continents” aboard the famed tall ship Sea Cloud II.

Starting at: $6,995 Ask Us A Question or Call 855-330-1542
 The magnificent <i>Sea Cloud II</i>  St. Angelo Fort in Valletta, Malta  Temple of Concord, Valley of the Temples, Agrigento  The Greek temple of Segesta, Sicily  The Palatine Chapel, Palermo  Cloisters of the Monreale Cathedral  The famous Greek theater of Taormina  The Baroque cathedral in Siracusa, built on the ruins of a Greek temple

Sicily by Sea

Aboard the Sea Cloud II

9 days from $6,995

See the legacy of art and architecture remaining from ancient and medieval civilizations as you explore this “crossroad of continents” aboard the famed tall ship Sea Cloud II.

or Call 855-330-1542


Ply the crystal blue waters of the Mediterranean and experience the understated elegance, gourmet cuisine, and gracious service of Sea Cloud II. Step ashore in Porto Empedocle to see the Doric ruins at the Valley of the Temples in Agrigento. Explore Palermo, the capital of Sicily, and the glittering mosaics of the 12th-century Palatine Chapel in the Palace of the Norman Kings. Discover Syracuse and the well-preserved Greek and Roman theaters and much more.

Highlights Include

  • Sea Cloud II: Sail aboard an elegant three-masted barque with 23 billowing sails. 
  • Malta: Enjoy a luncheon in Valletta prior to boarding Sea Cloud II. Agrigento, Segesta, Mazara del Vallo: Witness the impressive Greek architecture at the Valley of the Temples in Agrigento and in Segesta, then see the seven- foot bronze statue of The Dancing Satyr.
  • Palermo and Monreale: View the Regional Gallery’s art collections, see the Byzantine mosaics of Palermo’s Cappella Palatina and Monreale Cathedral, and enjoy a special reception at a private palazzo.
  • Taormina and Syracuse: Explore Taormina’s remarkable Greek theater with its backdrop of Mt. Etna. In Syracuse, gaze upon treasures found in the impressive Archaeological Zone, then take a walking tour of Ortygia (the Old Town). Conclude the day with a tour of a baroque palazzo accompanied by the owner. 

To see itinerary, please click on an option below.


Day 1 — New York

Depart New York on an overnight flight to Malta

Day 2 — Valletta, Malta / Embark

Arrive mid-morning in Valletta and transfer to the Phoenicia Hotel for lunch. Embark the awaiting Sea Cloud II and enjoy dinner on board and a bon voyage toast on deck as we sail out of Valletta’s historic harbor to Sicily. (L,D)

Day 3 — Porto Empedocle / Agrigento, Sicily

Attend onboard lectures and enjoy the amenities of our fine ship as we sail this morning. Following lunch, arrive in Porto Empedocle and drive to Agrigento, which Pindar called “the most beautiful city built by mortal men.” Tour the Valley of the Temples, with some of the finest Greek ruins in the world. This evening join the captain for a festive welcome reception and dinner. (B,L,D)

Day 4 — Trapani / Segesta

Arrive at the port of Trapani and depart on a morning excursion to Segesta to view its splendid Greek temple and theater. Following lunch on board, you may wish to travel to the medieval hilltop town of Erice. Alternatively, journey to the village of Mazara del Vallo to see its spectacular seven-foot bronze statue, only recently retrieved from the sea by local fishermen. With his flying hair and goat ears, the 2,400-year-old figure was quickly dubbed the “Dancing Satyr”. In the early evening, Sea Cloud II sails along the northern coast of Sicily. (B,L,D)

Day 5 — Palermo

Dock in Palermo, the capital of Sicily, for a morning visit to the 12th-century Palatine Chapel in the Palace of the Norman Kings. Described by Guy de Maupassant as “the most surprising religious jewel ever dreamt of,” the chapel is known for its extraordinary golden mosaics. Then visit the Regional Gallery when it is closed to the public. After lunch on board, drive to Monreale to discover the magnificent Norman cathedral, whose brilliantly colored mosaics depict scenes from the Old and New Testaments. Return to Palermo for a special reception at Palazzo Gangi. (B,L,D) 

Day 6 — At Sea

Today experience the thrill of sailing aboard the legendary Sea Cloud II. As she carries us through the gentle waters under a full set of billowing white sails, the day is ours to enjoy the grace and romance of a bygone era of travel. Onboard lectures will be arranged through the day. (B,L,D) 

Day 7 — Taormina

Clinging to the edge of Mount Tauro, Taormina looks out to sea and south to the dramatic, snowcapped cone of Mount Etna. A morning walk through this lovely town takes us past shops and art galleries on our way to the ancient Greek Theater, still used for plays and concerts. Return to the ship for lunch. (B,L,D)

Day 8 — Syracuse

Today we explore Syracuse, one of the most important cities in antiquity. Discover the dramatic well-preserved Greek and Roman theaters of the Archeological Zone. On Syracuse’s beautiful Ortygia Island, see the cathedral built on the ruins of the Temple of Athena as well as Caravaggio’s prized painting, The Burial of St. Lucy, in the Church of Santa Lucia alla Badia. By special invitation we will visit the baroque palazzo of Barone Beneventano where he will welcome us for a tour and afternoon refreshments. In the early evening enjoy a Captain's farewell dinner as we set sail for Malta. (B,L,D)

Day 9 — Valletta, Malta / Disembark

Disembark Sea Cloud II in Malta this morning and transfer to the airport for the flight to New York. (B)

Included meals are denoted as follows: Breakfast (B), Lunch (L), Reception (R), Dinner (D)