Star Collector: Southern Italy & Northern Greece Odessey

Detailed Itinerary

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

Day 1 - August 20, 2027

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 - August 21, 2027

Sorrento

UNESCO World Heritage Sites abound in Sorrento. Optional tours will take you to the archaeological areas of Pompeii and Torre Annunziata, or the 4^th 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 3 - August 22, 2027

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 4 - August 23, 2027

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 5 - August 24, 2027

Gozo

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 6 - August 25, 2027

Reggio Calabria, Italy

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 7 - August 26, 2027

Giardini Naxos

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 8 - August 27, 2027

Taranto, Italy

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 9 - August 28, 2027

Gallipoli, Italy

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 10 - August 29, 2027

Fiskardo

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 11 - August 30, 2027

Galaxidi (Delphi), Greece

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 12 - August 31, 2027

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.

Canal transit time and duration is subject to change based on traffic and canal authorities.

Day 13 - September 01, 2027

Athens, Greece

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.

Day 14 - September 02, 2027

Kusadasi

Few places offer such a rich combination of history and scenic beauty. In Ephesus, one of the greatest outdoor museums in the world, you’ll explore legendary sites steeped in history. Also visit the houses of Bulbul Mountain, where the roof of one forms the terrace of the next. This evening we present our Destination Discovery Event -- dinner in the moonlight and a concert near the Celsus Library or on Harbour Street in ancient Ephesus.

Day 15 - September 03, 2027

Ship

Your cruise ship

About this ship

Star Legend

Star Legend is a boutique, all-suite yacht that exemplifies Windstar Cruises’ signature style of immersive, small-ship luxury. Carrying just 312 guests, the vessel offers a relaxed yet sophisticated atmosphere, designed for discerning travelers who seek personal space, attentive service, and the ability to reach off-the-beaten-path destinations in comfort and style.

Originally launched in 1992 and transformed in 2021 as part of Windstar’s ambitious $250 million Star Plus Initiative, Star Legend emerged from its renovation with a new vitality. The ship was lengthened by 84 feet, allowing for expanded public areas, new dining concepts, and additional all-suite accommodations—all while preserving the sense of intimacy that defines the Windstar experience.

The 156 suites onboard range from 277 to 820 square feet, all offering sweeping ocean views. Interiors are designed with a contemporary, understated elegance, featuring warm wood tones, plush furnishings, and a palette drawn from the sea and sky. Many suites include private verandas or French balconies, while all offer walk-in closets, marble bathrooms with dual vanities, and fine details such as L’Occitane bath amenities, high-thread-count linens, and Illy espresso machines.

Dining on Star Legend is a true highlight. Guests enjoy a variety of culinary venues, all included in the fare and all rooted in Windstar’s commitment to quality and creativity. Amphora, the main dining room, serves globally inspired dishes in an open-seating setting. Candles, the ship’s romantic outdoor venue, offers expertly prepared steaks under the stars. Cuadro 44 by James Beard Award–nominated chef Anthony Sasso presents modern Spanish cuisine in a cozy, wine-bar-style space, while the Star Grill by Steven Raichlen delivers global barbecue flavors in an al fresco setting. The Yacht Club Café provides a more casual option for coffee, pastries, and light bites throughout the day.

Life onboard is designed for both enrichment and relaxation. The World Spa by Windstar offers a full menu of treatments, a thermal suite, and a serene atmosphere, while the fitness center features modern equipment and instructor-led wellness classes. The open decks include an infinity-style pool and whirlpools with panoramic views, while the ship’s watersports platform at the stern offers complimentary access to kayaks, paddle boards, snorkeling gear, and more—available when anchored in select destinations.

Because of its size and advanced maneuverability, Star Legend is uniquely equipped to access smaller ports and remote harbors. Whether exploring the storied coastlines of the Mediterranean, the rugged beauty of Northern Europe, or the exotic islands of Southeast Asia, the ship brings guests closer to the cultures and landscapes they’ve come to discover.

Blending elegance, intimacy, and destination-driven itineraries, Star Legend offers a yachting experience that is as enriching as it is indulgent—perfect for travelers who seek the freedom of the open sea without sacrificing the comforts of modern luxury.

Book this cruise More About this ship

Deckplans

View full sized image in new tab