Sicilian Splendors

From $4,699 per person

11 days

Ship: Wind Surf

Sicilian Splendors
Windstar Cruises

Encircle the Isle of Sicily and discover sparkling resorts favored by emperors, towns frozen in time by legendary volcanoes, Maltese palaces where knights and Grand Masters once gathered … this itinerary has them all. Watch the stunning Amalfi Coast pass by from the deck of your intimate small ship and raise a glass of limoncello to another blissful day in the warm Mediterranean sunshine.

Journey Summary

  • Day 1 - May. 21, 2026, Thu. - Rome
  • Day 2 - May. 22, 2026, Fri. -
  • Day 3 - May. 23, 2026, Sat. - Syracuse, Italy
  • Day 4 - May. 24, 2026, Sun. - Valletta
  • Day 5 - May. 25, 2026, Mon. - Gozo
  • Day 6 - May. 26, 2026, Tue. - Porto Empedocle
  • Day 7 - May. 27, 2026, Wed. - Trapani
  • Day 8 - May. 28, 2026, Thu. - Lipari
  • Day 9 - May. 29, 2026, Fri. - Sorrento
  • Day 10 - May. 30, 2026, Sat. - Amalfi
  • Day 11 - May. 31, 2026, Sun. - Rome

Itinerary Highlights

Stand in the massive Greek amphitheater in Syracuse, a city with 2,700 years of history.

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Detailed Itinerary

Day-by-day description of your cruise and cruise activities.

Day 1 - May 21, 2026

Rome

In this enchanting city the past and present intersect in perfect harmony. Casually intermingled among ancient ruins and majestic cathedrals are the trappings of a modern metropolis: Skyscrapers,cafes, boutiques selling designer footwear. But of course what you seek first in the heart of Rome is its breathtaking history.  A good place to begin is the Vatican, with its Sistine Chapel and St. Peter’s Basilica. Works by Bernini, Michelangelo, Caravaggio, and Raphael are just a few of those on display, any one of which is worth hours of contemplation. Then the ancient ruins—Colosseum, Forum, Circus Maximus. And of course the Trevi Fountain for the obligatory coins promising your return to the Eternal City.

Day 2 - May 22, 2026

Day 3 - May 23, 2026

Syracuse, Italy

Rich in both Greek and Roman history and home of the mathematician Archimedes, Syracuse is full of ancient ruins including the Roman Amphitheater, Teatro Greco, and the Orecchio di Dionisio. The Ortigia, or Old Town is full of sites to see like the Ortigia Cathedral which houses a number of relics of St. Lucy, the patron saint of Syracuse.<br />
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Day 4 - May 24, 2026

Valletta

Malta&rsquo;s capital city, a UNESCO World Heritage Site, is among the world&rsquo;s smallest, yet definitely most charming.&nbsp; Graced with the paintings of Caravaggio and kissed by beautiful shorelines, you&rsquo;ll find photographic icons at almost every turn.&nbsp; Not to be missed is a visit to the stately Palazzo Parisio to glimpse the enchanting lifestyle of Malta&rsquo;s nobility.&nbsp;

Day 5 - May 25, 2026

Gozo

Pretty Xlendi Bay lies on the west coast of Gozo, an island long thought to be the mythical Ogygia of Homer&rsquo;s <em>Odyssey</em>. In the story, Calypso fell in love with Odysseus and held him captive for seven years.. The reputed Calypso Cave is just one of several intriguing caves on the island. There&rsquo;s also Caroline&rsquo;s Cave, a natural grotto that was once a private swimming hole for nuns. Surprisingly for such a small island, Gozo is home to the oldest freestanding temples in the world, the Ggantija Temples, nestled among the rolling green hills. You should also visit the Citadella, a small, fortified town that houses the island&rsquo;s Cathedral, the Museum of Archaeology, the Folklore Museum, and the Old Prisons.

Day 6 - May 26, 2026

Porto Empedocle

Here you&rsquo;ll find what are widely acclaimed as the best, ancient ruins in the entire Mediterranean. Imagine the wonders of Athens, of Ephesus, of legendary Olympia itself. Then imagine them all in one place, at Agrigento, a UNESCO World Heritage Site. As you wander the verdant ridge overlooking the Mediterranean you will be transported to the 5th and 6th centuries. The irresistible scent of olive, almond, and eucalyptus trees will entice you back to the present. This is one of the world&rsquo;s most beautiful sites.&nbsp;

Day 7 - May 27, 2026

Trapani

At once ancient and contemporary, Trapani is a city of contrasts. From the salt marshes that produce much of the Mediterranean&rsquo;s signature colored salts, to the intricate mosaics of Mozia and the famous wines of Marsala, to the best view in all of Sicily from the medieval hill town of Erice where the colorful gardens are rivaled only by the cannolis for pure sensory delight. The line of 17th century windmills, still hard at work in ancient Phoenician salt marshes beckons you to return to Trapani again and again.&nbsp;

Day 8 - May 28, 2026

Lipari

Take time on shore to explore the beautiful village and enjoy the exclusive access that only a small ship can provide in a port large cruise ships cannot reach.&nbsp;&nbsp; An optional tour will introduce you to the highlights of the largest of the seven Aeolian Islands, well-known for its mythological connections and a UNESCO World Heritage Site.&nbsp;

Day 9 - May 29, 2026

Sorrento

UNESCO World Heritage Sites abound in Sorrento.&nbsp; &nbsp;Optional tours will take you to the archaeological areas of Pompeii and Torre Annunziata, or the 4<sup>th</sup> century B.C. city of Herculaneum. Perhaps your choice will be a boat ride to Positano, the legendary home of the Sirens. Perched on a terrace on the spectacular Amalfi Coast, Sorrento offers exceptional views of the Bay of Naples and Mount Vesuvius.&nbsp;

Day 10 - May 30, 2026

Amalfi

The town of Amalfi lies at the mouth of a deep ravine surrounded by dramatic cliffs and coastal scenery. As part of the Amalfi Coast, it has been designated a UNESCO World Heritage Site and is an important tourist destination. The whole region is famed for its lemons, which are about double the size of other lemons, and the production of the limoncello liqueur. An optional tour can take you to the UNESCO archaeological areas of Pompeii, Positano and Ravello.

Day 11 - May 31, 2026

Rome

In this enchanting city the past and present intersect in perfect harmony. Casually intermingled among ancient ruins and majestic cathedrals are the trappings of a modern metropolis: Skyscrapers,cafes, boutiques selling designer footwear. But of course what you seek first in the heart of Rome is its breathtaking history. &nbsp;A good place to begin is the Vatican, with its Sistine Chapel and St. Peter&rsquo;s Basilica. Works by Bernini, Michelangelo, Caravaggio, and Raphael are just a few of those on display, any one of which is worth hours of contemplation. Then the ancient ruins&mdash;Colosseum, Forum, Circus Maximus. And of course the Trevi Fountain for the obligatory coins promising your return to the Eternal City.

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May 21, 2026

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