Sail the Gems of Greece

✨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.
When: June 18, 2026 - June 25, 2026
Duration: 7 Days
Starting: $4,564 per person (based on double occupancy)
Bonus: $100 per person onboard credit
Bonus: 1 Free pre-sail night hotel stay
Deposit: 15%

Day 1: 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.
*Tour and excursion options available.

Day 2 : Ermoupoli

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.
*Excursions, including an in-depth Cultural Tour of Syros, avisit to Kini Beach, and Cooking Demonstration are available.

Day 3: Ephesus - 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.
*Excursions, including a Cultural Visit to Ephesus & Ancient Houses, Virgin Mary's House, Sirince Village, and more are available.

💎A Complimentary 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 accompanied by a trio from the Aegean Chamber Orchestra. Surround yourself in the magic of these ancient ruins, and delight in every detail.

Day 4: Pythagoreio

On Samos, explore charming villages like Kokkari and Pythagoreio, each offering a blend of traditional architecture and bustling harbors.

Day 5: Naxos

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.
*Excursions with various Walking Tours are available.

Day 6: Arenal - Folegandros

Journey back in time to an island virtually untouched by tourism. Walk to the Panagia Church for stunning views of the Aegean Sea.

Day 7: Milos

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.
*Excusions, including Half-Day Private Car and Milos Amazing Beach, and more are available.

Day 8: Return to Athens

Book your post-sailing stay for a restful night before departure. OR, stay longer and see more!
Ask your go M.I.A. Travel Advisor for planning options, in addition to optional excursions.