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An abandoned house in Morgantina, Sicily.

Circumnavigation of Sicily

Example 11 Day Cruise aboard Island Sky
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Join the Island Sky on this 9-day Circumnavigation of Sicily cruise! Learn about the history of this island as you sail, and stop in ports to taste the wines of the region. Experience the best of a Mediterranean vacation as you sail through its crystal waters.
Pottery unique to Sicily.The Temple of Hera at Selinunte.Vineyard outside of a beautiful villa.Fresh tomatoes from a market in Sicily.An abandoned house in Morgantina, Sicily.
Places Visited
Activity Level: Relaxed
Involves minimal physical effort and is typically associated with leisurely activities. Activities are low-intensity or last less than a few hours each day.
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Full Itinerary

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Day 1: Valletta / Embark Island Sky

Arrive in Valletta and transfer to the Island Sky for your Sicily cruise!

Day 2: Agrigento, Sicily / Licata

In the morning, enjoy a guided tour of Agrigento, a World Heritage Site. The exquisite architecture of the Valley of the Temples dates back to the 4th and 5th centuries B.C. and includes the Temple of Zeus—the largest Doric temple from Greek antiquity. Take a scenic drive through the rolling countryside to the Butera Winery and Villa. After a lunch of delicious Sicilian fare, accompanied by local wines, continue on to Licata for a short tour of the town center.

Day 3: Mazara del Vallo / Selinunte / Marsala

After breakfast, disembark in Mazara and drive to the sprawling 7th-century B.C. site of Selinunte.
Join a local guide through the Greek ruins to the Sanctuary of Demetra Malophoros and the Acropolis. Return to the ship for lunch before driving to Marsala for a walking tour which includes the Regional Museum, home of a Carthaginian shipwreck. Stop at Cantine Florio, one of Sicily's ancient wine estates, and enjoy local specialties accompanied by Marsala wines.

Day 4: Trapani / Erice / Segesta / Monreale / Palermo

After breakfast, disembark in Mazara and drive to the sprawling 7th-century B.C. site of Selinunte. Join local guides through these Greek ruins to the Sanctuary of Demetra Malophoros and the Acropolis. Return to the Island Sky for lunch, then drive to Marsala for a walking tour, including the Regional Museum that houses a Carthaginian shipwreck. Make a stop at Cantine Florio, one of Sicily’s ancient wine estates, to enjoy local specialties accompanied by Marsala wines.

Day 5: Palermo

Arrive in Palermo, famous for its jumbled and picturesque streets which are punctuated with ornate Baroque churches, domed Arab mosques, and glittering Byzantine mosaics. Visit the impressive 12th-century Cathedral and the Palatine Chapel in the Norman castle. View the Massimo Theater, Quattro Canti, Town Hall, and Martorana Church. Board the ship in the afternoon for a sunset cruise along the northern coast of Sicily.

Day 6: Cefalu

Situated on the northern coast, Cefalù is of Greek origin; its name, meaning 'head,' derives from its position below a precipitous rocky headland. Take a walking tour to the Norman-Arab Cathedral, a medieval wash-house, and the Osterio Magno, the 11th-century residence of King Ruggiero II. Join a local chef for lunch at Tasca Lanza Estate and learn how to prepare traditional Sicilian dishes. There will also be time for wine sampling and a chance to explore the lovely grounds of the Estate.

Day 7: Lipari, Aeolian Islands / Stromboli

Take a walking tour through the center of Lipari to reach the impressive fort, which was built in 1556 upon the ruins of an ancient Greek acropolis. Within the fort walls, find the Aeolian Archaeological Museum and the lovely Norman St. Bartolomeo Church. Visit a local pizzeria for lunch and an interactive pizza–making demonstration. In the early evening, cruise past active Stromboli Volcano for the chance to watch for the Stromboli 'fireworks.'

Day 8: Mt. Etna

Board coaches for an excursion to 9,500-foot-high Mt. Etna, Europe's largest active volcano. Take a cable car up Etna’s pock-marked slopes before continiung via 4x4 vehicles to reach the main crater. In the afternoon, a walking tour of charming Taormina takes you to the 3rd-century Greco-Roman Theater, renowned for acoustic effects that make it a favorite concert venue to this day. Take a stroll along the lively pedestrian-only Corso Umberto, and explore its many narrow off-shooting lanes which lead to pretty piazzas lined with shops.

Day 9: Catania / Morgantina

In the morning, board coaches for an excursion to 9,500-foot-high Mt. Etna, Europe’s largest active volcano. Take a cable car up Etna’s pock-marked slopes, then continue in 4x4 vehicles to reach the main crater at 9,000 feet, with the opportunity for a short hike. In the afternoon, take a walking tour of charming Taormina before strolling along the lively pedestrian-only Corso Umberto

Day 10: Syracuse / Ortygia

Founded by the Corinthians in the 8th century B.C., Syracuse was one of the most powerful Greek cities, defending its sovereignty against such rivals as Carthage, the Etruscans, and the Romans. Begin at the Saint John Catacombs and explore their maze of underground passageways before driving to the Archaeological Park, a World Heritage Site. Return to the ship for lunch before striking out for a walking tour of the old town.

Day 11: Valletta, Malta / Disembark

In the morning, disembark in Valletta and transfer to the airport for your connecting flight home.

Ship/Hotel

Island Sky

The club aboard the Island Sky.
Island Sky's dining area.
Relax in the library aboard the Island Sky.

Dates & Prices

My Preferred Start Date

Per person starting at
Island Sky's Category 1 Magellion Deck.
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Standard Suite
Magellan Deck, Suites #255-262. Averaging 226 sq. ft. (21 sq. m) and equipped with two single beds which can be configured as a double bed upon request. Separate sitting area, spacious closets, private facilities with walk in shower, television, vanity with stool, small refrigerator, and portholes with exterior views.
Island Sky's Category 2 Columbus Deck.
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Superior Suite
Columbus Deck, Suites #329-348. Averaging 237 sq. ft. (22 sq. m) and equipped with two single beds which can be configured as a double bed upon request. Separate sitting area, spacious closets, private facilities with walk in shower, television, vanity with stool, small refrigerator, and a large window with exterior views.
Island Sky's Category 3 Marco Polo.
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Premium Suite
Marco Polo Deck, Suites #416-428. Averaging 226 sq. ft. (21 sq. m) and equipped with two single beds which can be configured as a double bed upon request. Separate sitting area, spacious closets, private facilities with walk in shower, television, vanity with stool, small refrigerator, and a large window with exterior views.
Suite
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Corner Suite
Marco Polo Deck, Suites #414-415. Averaging 237 sq. ft. (22 sq. m) and equipped with two single beds which can be configured as a double bed upon request. Separate sitting area, spacious closets, private facilities with walk in shower, television, vanity with stool, small refrigerator, and large windows with exterior views.
Island Sky's Category 5 Erikson Cabin.
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Deluxe Balcony
Erikson Deck, Suites #505-512. Averaging 225 sq. ft. (21 sq. m) and equipped with two single beds which can be configured as a double bed upon request. Separate sitting area, spacious closets, private facilities with walk in shower, television, vanity with stool, small refrigerator, and a private balcony.
Island Sky's Category 6 Explorer Cabin.
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Owner's Balcony
Explorer Deck, Suites #601-604. Averaging 237 sq. ft. (22 sq. m) and equipped with two single beds which can be configured as a double bed upon request. Separate sitting area, spacious closets, private facilities with walk in shower, television, vanity with stool, small refrigerator, and a large private balcony.

Notes

- Rates are quoted in U.S. dollars and represent costs per person, double occupancy. Request the Twin Share Program where you are matched with a cabin mate of the same gender. Even if a cabin mate is not found for you, no single supplement will be charged.

- Cabins may be available for single occupancy at 1.6 times the double occupancy rate. The supplement for a suite is 2 times the shared rate.

Mandatory medical insurance: Travelers should have a minimum US$50,000 (or equivalent) of emergency medical coverage prior to embarkation. It is recommended that you and all members of your party have comprehensive travel insurance covering trip cancellation, trip delay (interruption or after departure coverage), baggage, and repatriation.

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Everything was amazing! The planning with Adventure Life went smoothly. The actual trip was fantastic! One of the best trips I have experienced. The cruise staff members were knowledgeable and attentive. I will be writing more about this on the blog!
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