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Star Collector: Mediterranean Masterpieces of Italy & Northern Greece
Sep 19, 2026 — Oct 3, 2026
Starting from
DATA ART TEST PROMO
Free Laundry for Collectors:
CIVITAVECCHIA, ROME → PIRAEUS, ATHENS
14 Nights on Star Legend
Step into history on your voyage from Rome to Athens. From Rome, you will set sail for Sorrento, Italy, where you can explore nearby UNESCO archaeological sites, including Pompeii. Messina in Sicily will bring you to Mount Etna, an active volcano and UNESCO site. The quaint fishing town of Gythion — once known as Sparta — is an easy area to wander on foot, and you can join a tour to the Dyros Caves or Mystras Byzantine City. Visit the medieval city of Monemvasia, all built on a giant rock. Don't miss the collection of artifacts at the Acropolis Museum in Athens, or hike to see the famous Pantheon. An overnight in Thessaloniki allows time to discover the best of the city’s nightlife. In Volos, visit the Meteora Byzantine Monasteries near the town of Kalabata. Wrap up your sailing with a day on Skopelos, the charming island best known as the setting for the film Mamma Mia!







Popular Highlights
Walk along the Aqueduct of Kavala, a well-preserved aqueduct in the city of Kavala, Greece.
Sorrento, often considered the gateway to the Amalfi Coast, provides easy access to the stunning cliffside village of Positano, renowned for its colorful buildings and breathtaking sea views.
In Monemvasia, Greece, hike to Upper Town where you’ll be rewarded with incredible views over Monemvasia and the Myrtoan Sea and fascinating ruins to explore.
From Messina, Italy, discover how history reveals itself in nearby Taormina's still-used Greek Theater and its charming village streets.
Savor late nights in ports such as Kavala, Greece, to take in the evening atmosphere.
Enjoy an overnight in Thessaloniki, Greece, allowing plenty of time to explore its historical sites, including the White Tower, which offers panoramic views and a glimpse into its Byzantine history.
Volos, Greece is your gateway to the Meteora Monasteries. Perched atop rock formations, these UNESCO World Heritage Sites offer a unique blend of natural beauty and historical heritage.
Pack light with complimentary daily laundry service.

A Complimentary Windstar Destination Discovery Event
Join us for a once-in-a-lifetime experience after-hours during this Evening in Ephesus event exclusive to Windstar guests. Enjoy a 5-course, white-glove-service dinner under the stars on Harbor Street accompanied by a trio from the Aegean Chamber Orchestra. Surround yourself in the magic of these ancient ruins, and delight in every detail.
Please note: This Destination Discovery Event has been scheduled in a way that will allow you to book and experience another shore excursion on the same day and you will not miss anything.


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.
Rome, Concierge Collection: Half Day Private VAN with Driverguide *

Rome, Concierge Collection: Half Day Private CAR with Driverguide *

Rome Orientation Tour w/ Transfer to Hotel *
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Rome Orientation Tour w/ Transfer to Airport *
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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.
Sorrento, Concierge Collection: Positano by Private Speedboat, for 10 guests
Sorrento, Concierge Collection: Half Day Private Van with Driver & Guide *
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Sorrento, Concierge Collection: Positano by Private Speedboat, for 6 Guests

Sorrento, Herculaneum *

Sorrento, Boat Tour to Positano *

Sorrento, Discovery & Tasting *
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Sorrento, Concierge Collection: Half Day Private Car with Driver & Guide *
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Sorrento, Capri by Hydrofoil
Sorrento, Journey to Pompeii *


The cobblestone streets of Messina, Sicily, are the perfect launching point for an optional visit to nearby Taormina. Stroll along flower-filled streets in search of a delightful lunch or an artist's palette of colorful gelati. The ancient Greek Theater is an ideal place to sit back and admire shimmering waters below and Mount Etna, languidly smoking in the distance.
Messina, Scenic Mt Etna
Messina, Classic Taormina *

Messina, Wine Tasting at Gambino Winery *

Messina, In the Steps of the Godfather *

Messina, Concierge Collection: Half Day Private Car & Guide *
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Messina, Messina Walking Tour *

Messina, Concierge Collection: Half Day Private Van & Guide *


Cheerful pastel houses are littered among intriguing whitewashed lanes and staircases. Playful sculptures welcome you to the harbor's cheerful shops, coffee houses, and waterfront cafés. This is a perfect place to enjoy a cup of rich coffee or a glass of ouzo while you watch the world go by. Or go exploring on an optional tour of Mystras, a UNESCO World Heritage Site.
Gythion, Dyros Caves *

Gythion, Concierge Collection: Half Day Private VAN + Guide *

Gythion, Concierge Collection: Half Day Private CAR+ Guide *
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Gythion, Concierge Collection: Full Day Private CAR + Guide *
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Gythion, Mystras Byzantine City *

Gythion, Concierge Collection: Full Day Private VAN + Guide *

Gythion, Sparta & Mystra with Olive Oil Museum


This Gibraltar-like town tied to the mainland by a single thread of causeway holds treasures that are old even by Mediterranean standards, with town walls and several churches dating to the 12th century. Climb to the upper town for an up-close look at the castle and Agia Sophia, a Byzantine church. Wander the lanes of the lower town lined with Venetian mansions, many of which have been lovingly restored. Savor the sun on a smooth pebble beach.
Monemvasia, Concierge Collection: Half Day Private CAR + Guide *
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Monemvasia, Concierge Collection: Full Day Private CAR + Guide *
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Monemvasia, Concierge Collection: Castle & Liotrivi Olive Oil Factory *

Monemvasia, Concierge Collection: Half Day Private VAN + Guide *

Monemvasia Castle *

Monemvasia, Concierge Collection: Half Day Private CAR + Guide *
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Monemvasia, Concierge Collection: Half Day Private VAN + Guide *

Monemvasia Castle *

Monemvasia, Concierge Collection: Castle & Liotrivi Olive Oil Factory *

Monemvasia, Concierge Collection: Full Day Private VAN + Guide *


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.
Athens, Acropolis Museum & Scenic Tour Transfer to WSC Hotel
Athens, Concierge Collection: Half Day Private VAN *

Athens, Acroplolis Museum & Scenic Tour Transfer to Airport
Athens, Concierge Collection: Half Day Private CAR *
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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.
Kusadasi, Windstar Destination Discovery Event

Kusadasi, Concierge Collection: Full Day Private VAN + Guide *

Kusadasi, Concierge Collection, Half Day Private Car & Guide
Kusadasi, Concierge Collection: Half Day Private VAN + Guide *

Kusadasi, Ephesus & Ancient Houses *

Kusadasi, Concierge Collection: Ephesus & Private Lunch at Sirince Village *

Kusadasi, Archaeological Ephesus & Museum *

Kusadasi, Concierge Collection: Full Day Private VAN + Guide *

Kusadasi, Ephesus and Virgin Mary's House

Kusadasi, Concierge Collection: Full Day Private Car Guide

Kavala, a vibrant port city in northern Greece, is known for its rich history and stunning coastal scenery. The city's landscape is dominated by the imposing Kavala Castle, offering panoramic views of the Aegean Sea. The historic old town, with its narrow streets and traditional houses, reflects Kavala's Ottoman and Byzantine heritage. Kavala is also known for its local cuisine - make sure you try traditional dishes, like kovourmas (cured meat), soutzoukakia (spiced meatballs), and local cheeses.
Kavala, Discover Drama & Oenogenesis Winery
Kavala, Traces of Time: Kavala's Hills & the City of Philippi
Kavala, Historic Xanthi: Echoes of the East and West

Thessaloniki, Greece's second-largest city, is a vibrant cultural and historical hub. The city boasts numerous landmarks, including the iconic White Tower, the Rotunda, and the Arch of Galerius. The Byzantine Walls, a remnant of the city's ancient fortifications, offer panoramic views and lead to the impressive Trigonian Tower, a key defensive structure. Nearby, the archaeological site of Vergina, home to the royal tombs of Macedonian kings, adds to the city's historical allure. Thessaloniki also has a lively waterfront lined with cafes, bars, and restaurants, offering stunning views of the Thermaic Gulf.
Thessaloniki, Thessaloniki Bites: Discover Local Flavors
Thessaloniki, Thessaloniki: City of History & Culture

Thessaloniki, Greece's second-largest city, is a vibrant cultural and historical hub. The city boasts numerous landmarks, including the iconic White Tower, the Rotunda, and the Arch of Galerius. The Byzantine Walls, a remnant of the city's ancient fortifications, offer panoramic views and lead to the impressive Trigonian Tower, a key defensive structure. Nearby, the archaeological site of Vergina, home to the royal tombs of Macedonian kings, adds to the city's historical allure. Thessaloniki also has a lively waterfront lined with cafes, bars, and restaurants, offering stunning views of the Thermaic Gulf.
Thessaloniki, Thessaloniki Bites: Discover Local Flavors
Thessaloniki, Thessaloniki: City of History & Culture
Thessaloniki, Healing Waters & Scenic Views: Pozar Thermal Baths & Edessa
Thessaloniki, Wine, Art & Heritage at Gerovassiliou Estate
Thessaloniki, The Legacy of Alexander: Ancient Sites and Stories

Volos is known for its picturesque waterfront and vibrant cultural scene. Nestled at the foot of Mount Pelion and serving as the gateway to the Pelion Peninsula, Volos offers stunning views and easy access to beautiful beaches, lush forests, and charming mountain villages. The city's promenade is lined with lively cafes, restaurants, and bars, perfect for enjoying local cuisine and fresh seafood. Volos is only a few hours' drive from the breathtaking Meteora Monasteries, a UNESCO World Heritage site. These ancient monasteries, perched atop towering rock formations, blend spiritual history with awe-inspiring natural beauty.

Skopelos is an island known for its lush green landscapes, blue waters, and charming whitewashed villages. The setting for the film, Mamma Mia!, Skopelos exudes a serene and laid-back beauty that captivates visitors. The island's coastline is dotted with idyllic beaches, including the famous Kastani Beach, with its golden sands and clear waters. The main town, Skopelos Town, charms with its narrow cobblestone streets, traditional tavernas, and quaint shops. History echoes through ancient churches and monasteries scattered across the island.
Skopelos, Skopelos Hiking Experience: Trails, Views & Traditions
Skopelos, Mamma Mia Tour: Film, Faith & Aegean Views

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.
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Available Dates
| Date | Yacht | Starting from | Actions |
|---|---|---|---|
| Aug 20 (Thu) – Sep 3 (Thu), 2026August 20 (Thu) – September 3 (Thu), 2026 | Wind Spirit |