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Off The Beaten Path Greek Isles
Jul 4, 2028 — Jul 11, 2028
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Early Booking Offer All-In Package
Early Booking Offer SBC
PIRAEUS, ATHENS → PIRAEUS, ATHENS
7 Nights on Wind Surf
Set a course for hidden harbors and the delights of off the beaten path Greece during a seven-day cruise to Hellenistic islands and a moonlight dinner concert in the Turkish ruins of Ephesus. Explore the colorful interior of the Cathedral of St. George atop Syros, a stately hillside landmark founded in the 1200s and continually restored after devastating battles. Listen as a moonlight concert reverberates across the ancient Celsus Library walls during your candlelight dinner in Ephesus. Drink the decadent sweetness of local Muscat wines pressed at Samos and learn about their most famous and calculating resident-the mathematician Pythagora. Wander the weathered Doric decor of the temple of Demeter prior to sampling the culinary perfection of pan-seared calamari in Naxos. Relax on the sunny and sandy expanses of the most scenic beaches in the Cyclades. Browse handmade clothing in unspoiled Folegandros and Milos-tiny island refuges yet to be found by tourists.
Popular Highlights
Walk to the Panagia Church in Folegandros, Greece to get stunning view of the Aegean Sea.
Take a tour in Milos, Greece to see the lunar-like landscape, created by a volcanic eruption over 2 million years ago.
Visit Ermoupoli, a beautiful town with a strong Venetian influence known for its neoclassical architecture, colorful buildings, and narrow streets.
From Naxos, Greece, explore Apeiranthos Village, a traditional mountain village known for its well-preserved architecture, marble-paved streets, and scenic views.
Late night stays in Kusadasi, Naxos, and Folegandros allow for plenty of time to explore before returning back to your ship.
On Samos, explore charming villages like Kokkari and Pythagoreio, each offering a blend of traditional architecture and bustling harbors.
Complimentary Windstar Destination Discovery Event
Evening in Ephesus
Join us for a once-in-a-lifetime experience after hours during this Evening in Ephesus event, exclusive to Windstar guests on this and other select voyages. Enjoy a 5-course, white-glove-service dinner under the stars accompanied by a trio from the Aegean Chamber Orchestra, set against the breathtaking backdrop of the Odeon in Ephesus. Surround yourself in the magic of these ancient ruins and delight in every detail.
Please note: This Destination Discovery Event: Evening in Ephesus has been scheduled so you can enjoy another shore excursion earlier in the day without missing a moment of the evening.
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.
Ermoupoli, the capital of Syros, opens the door to a little-known Greek island packed with rainbow-colored houses clinging to the hillsides. Not much has changed here since medieval times and the narrow cobblestone streets full of stairways and arches create a delightful maze. Sites to see include the Aghios Georgios Cathedral at the top of the hill, the Capuchin and Jesuit monasteries, and the picturesque main square known as the Piatsa.
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.
Pythagoreio is a charming coastal village on the island of Samos, named after the famous mathematician Pythagoras. Known for its picturesque harbor, neoclassical houses, and lively waterfront, it blends rich history with a relaxed seaside atmosphere. The area is also home to important ancient sites, including the Tunnel of Eupalinus and the remains of the ancient city of Samos, making it both a cultural and scenic highlight of the island.
Naxos, the largest island in the Cyclades, Greece, is celebrated for its rich history and vibrant culture. Dominated by Mount Zas, the island boasts lush valleys, charming villages like Apiranthos, and stunning beaches such as Agios Prokopios and Plaka. Naxos Town, or Chora, captivates visitors with its Venetian architecture, narrow alleys, and the iconic Portara (The Great Door), the ancient gateway to the Temple of Apollo. Renowned for its agricultural produce, Naxos offers delectable local cuisine featuring cheeses, potatoes, and citrus fruits.
Folegandros, a serene gem in the Cyclades, Greece, is a small ship exclusive port. It enchants with its untouched beauty and tranquil atmosphere. Known for its dramatic cliffs and stunning views of the Aegean Sea, the island features the charming main town of Chora, with whitewashed houses, narrow streets, and Venetian architecture. The picturesque village of Ano Meria offers a glimpse into traditional island life, while pristine beaches like Agali and Katergo provide perfect spots for relaxation and swimming. Folegandros' peaceful ambiance makes it an ideal destination for those seeking a quiet, authentic Greek island experience.
Milos, Greece , is famed for its unique volcanic landscape and crystal-clear waters. Known as the "Island of Colors," Milos boasts stunning beaches like Sarakiniko, with its moon-like white rock formations and tranquil waters, this is a great spot to swim and sunbathe. The island's rich history is reflected in its ancient catacombs and the site where the Venus de Milo statue was discovered. Milos' capital, Plaka, is picturesque and built on a hill looking over the Aegean Sea. Make sure you try the pitarakia (cheese pies), one of Milos' specialties
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 |
|---|---|---|---|
| Sep 24 (Thu) – Oct 1 (Thu), 2026September 24 (Thu) – October 1 (Thu), 2026 | Wind Spirit | ||
| Jul 6 (Tue) – Jul 13 (Tue), 2027July 6 (Tue) – July 13 (Tue), 2027 | Wind Surf | ||
| Aug 19 (Thu) – Aug 26 (Thu), 2027August 19 (Thu) – August 26 (Thu), 2027 | Wind Surf | ||
| Aug 19 (Sat) – Aug 26 (Sat), 2028August 19 (Sat) – August 26 (Sat), 2028 | Wind Surf |