Voyage Overview
Day-by-Day Itinerary
Day 1: CIVITAVECCHIA, 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: SCENIC CRUISE STROMBOLI
Weather conditions depending, you will see the volcano that never sleeps as you cruise by Stromboli and with any luck observe the active lava stream by day or the glowing lava at night.
Day 3: PALERMO
Palermo, the vibrant capital of Sicily, is a city where history, culture, and flavor come alive. Known for its stunning mix of Arab-Norman architecture, bustling markets, and rich culinary traditions, it offers a unique blend of Mediterranean charm and timeless heritage. From ornate cathedrals and grand theaters to lively piazzas and street food stalls, Palermo is a feast for the senses and a true gateway to Sicily’s soul.
Day 4: TRAPANI
At once ancient and contemporary, Trapani is a city of contrasts. From the salt marshes that produce much of the Mediterranean'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.
Day 5: PORTO EMPEDOCLE, AGRIGENTO
Here you'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's most beautiful sites.
Day 6: VALLETTA
Malta's capital city, a UNESCO World Heritage Site, is among the world's smallest, yet definitely most charming. Graced with the paintings of Caravaggio and kissed by beautiful shorelines, you'll find photographic icons at almost every turn. Not to be missed is a visit to the stately Palazzo Parisio to glimpse the enchanting lifestyle of Malta's nobility.
Day 7: SYRACUSE, SICILY
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.
Day 8: GIARDINI NAXOS, TAORMINA
Today you'll discover one of Sicily's jewels, the charming village of Giardini Naxos, nestled in one of the world's most beautiful bays. An optional excursion to the popular hillside town of Taormina will be a highlight of your voyage - from the stunning setting of the iconic Greek Theater to the sparkling beaches along the Ionian Sea. Take a more adventurous tack and explore the UNESCO site of Mount Etna, Europe's most active volcano.
Day 9: TRANSIT STRAITS OF MESSINA
The Straits of Messina, a narrow passage between Sicily and mainland Italy, are famed for their dramatic scenery, strong currents, and mythological legends. Linking the Tyrrhenian and Ionian Seas, this strategic waterway has long been a crossroads of history and culture. As you sail through, you’ll be treated to views of rugged coastlines, picturesque villages, and possibly even the whirlpools that inspired the ancient tales of Scylla and Charybdis.
Day 10: SORRENTO
UNESCO World Heritage Sites abound in Sorrento. Optional tours will take you to the archaeological areas of Pompeii and Torre Annunziata, or the 4th 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.
Day 11: CIVITAVECCHIA, 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 12: SORRENTO
UNESCO World Heritage Sites abound in Sorrento. Optional tours will take you to the archaeological areas of Pompeii and Torre Annunziata, or the 4th 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.
Day 13: 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. 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.
Day 14: TRANSIT STRAITS OF MESSINA
The Straits of Messina, a narrow passage between Sicily and mainland Italy, are famed for their dramatic scenery, strong currents, and mythological legends. Linking the Tyrrhenian and Ionian Seas, this strategic waterway has long been a crossroads of history and culture. As you sail through, you’ll be treated to views of rugged coastlines, picturesque villages, and possibly even the whirlpools that inspired the ancient tales of Scylla and Charybdis.
Day 15: VALLETTA
Malta's capital city, a UNESCO World Heritage Site, is among the world's smallest, yet definitely most charming. Graced with the paintings of Caravaggio and kissed by beautiful shorelines, you'll find photographic icons at almost every turn. Not to be missed is a visit to the stately Palazzo Parisio to glimpse the enchanting lifestyle of Malta's nobility.
Day 16: GOZO, MGARR
Pretty Xlendi Bay lies on the west coast of Gozo, an island long thought to be the mythical Ogygia of Homer's Odyssey. 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's also Caroline'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's Cathedral, the Museum of Archaeology, the Folklore Museum, and the Old Prisons.
Day 17: REGGIO DI CALABRIA
Reggio Calabria is a small ship exclusive port located at the tip of Italy's "boot". Known for its stunning seaside promenade, Lungomare Falcomata, it offers beautiful views of Sicily across the Strait of Messina. Key attractions include the National Archaeological Museum, home to the famous Riace Bronzes, and the Aragonese Castle. Additionally, Reggio Calabria is renowned for its rich culinary scene and features specialties such as 'nduja'. This unique soft, spreadable, and spicy sausage is made with a blend of local chili peppers. Traditionally, nduja is served on crispy bread and fresh pasta.
Day 18: GIARDINI NAXOS, TAORMINA
Today you'll discover one of Sicily's jewels, the charming village of Giardini Naxos, nestled in one of the world's most beautiful bays. An optional excursion to the popular hillside town of Taormina will be a highlight of your voyage - from the stunning setting of the iconic Greek Theater to the sparkling beaches along the Ionian Sea. Take a more adventurous tack and explore the UNESCO site of Mount Etna, Europe's most active volcano.
Day 19: TARANTO
Taranto, located in the Puglia region of Italy, charms with its historic district featuring Greek ruins and a labyrinth of narrow streets. The Aragonese Castle and the 11th-century Cathedral of San Cataldo highlight its historic charm. Taranto is famous for its two seas, the Mar Grande and Mar Piccolo, which define its unique geography and provide beautiful beaches with sandy shores for sunbathing. Taranto is also known for its Puglian cuisine, featuring orechiette pasta, mussels, tarali (traditional biscuits), and local wines such as Primitivo and Negroamaro.
Day 20: GALLIPOLI
Gallipoli, a sun-soaked gem on Italy’s Ionian coast linked to the mainland by a bridge. Its Baroque churches, narrow cobblestone streets, and lively piazzas offer a glimpse into its rich cultural heritage. Surrounded by stunning beaches and the turquoise waters of the Ionian Sea, Gallipoli is also famous for fresh seafood, especially its prized red prawns.
Day 21: FISKARDO, KEPHALONIA
The picturesque harbor of Fiskardo retains the flavor of a by-gone time with its Venetian-styled houses painted in pleasing pastel colors, a harbor full of small boats and various-sized yachts all moored just a few feet from the restaurants and cafes circling the harbor. The seafood is particularly fresh here where they take great pride in their preparation of delicious Greek cuisine.
Day 22: GALAXIDI, DELPHI
Galaxidi is a picturesque seaside town on the Gulf of Corinth, close to Delphi. Known for its rich maritime history, neoclassical mansions, and charming harbor, it offers a peaceful escape with fresh seafood tavernas, scenic walks, and views of the sea framed by mountains.
Day 23: CRUISING THE CORINTH CANAL
You'll want to be on deck today as we transit the narrow Corinth Canal with other private yachts and Greek mail steamers. It's a shortcut reserved for petite ships like ours, and as we cruise between the narrow limestone walls we are the envy of all the ancient Romans who once portaged their ships along this very route before there was a canal. Transit through the Corinth Canal is subject to local conditions and may occasionally be impacted by closures due to natural causes or construction activity beyond Windstar’s control. Should a closure occur, the itinerary will be updated accordingly, and booked guests will be notified as soon as information becomes available.
Day 24: PIRAEUS, ATHENS
With 3,000 years of history, you can't turn around in Athens without encountering the past. The Acropolis, a UNESCO site, the Plaka, and the Acropolis Museum are must-sees. But leave time if you can to climb Pnyx Hill for photos of the Parthenon at sunset, to buy your own set of Greek komboloi (worry beads), and to explore the metro stations that serve as mini-museums for the relics that are constantly being unearthed.
About Star Legend
- Cruise Line: Windstar
- Guest Capacity: 3 guests
- Vessel Type: Ocean Liner / Mega-Cruise Ship
- IMO Registration: 9008598
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