Off The Beaten Path Greek Islands
Sep 24, 2026 — Oct 1, 2026
Starting from
PIRAEUS, ATHENS → PIRAEUS, ATHENS
7 Nights on Wind Spirit
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
Join us for a once-in-a-lifetime experience after hours during this Evening in Ephesus event exclusive to Windstar guests. Enjoy a 4-course, white-glove-service dinner under the stars 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.

Staterooms
Staterooms description here
Starting from
Starting from
Starting from
Available Dates
| Date | Yacht | Starting from | Actions |
|---|---|---|---|
| Jun 4 (Thu) – Jun 11 (Thu), 2026June 4 (Thu) – June 11 (Thu), 2026 | Wind Spirit | $14,528 | |
| Jun 18 (Thu) – Jun 25 (Thu), 2026June 18 (Thu) – June 25 (Thu), 2026 | Wind Spirit | $13,528 |














