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Sprinkled across the Aegean Sea and steeped in ancient mythology, the Cyclades are some of the most spectacular of Greece's many isles. Here, fishing boats cast colorful reflections in azure waters, whitewashed villages cascade down lavender-dusted slopes, and craggy headlands are punctuated by ancient ruins. Under the billowing sails of the exquisite four-masted tall ship Sea Cloud, voyage to rugged Sifnos, sun-drenched Santoríni, the mystical isles of Delos, and more.
Discover the magnificent ruins in the ancient sanctuary of Delos, birthplace of Apollo and
Ride a donkey or cable car down a cliff side to the harbor on beautiful Santoríni.
Soak up the lively culture, mythology, and Venetian legacy of age-old villages.
Explore the Cyclades under full sail aboard the historic square-rigger Sea Cloud.
Itinerary - 9 Days
Days 1 & 2 — U.S./Athens, Greece/Piraeus
Depart on an overnight flight to Athens. After some time at leisure and lunch in the
city, travel to Piraeus and settle into your cabin on
the majestic Sea Cloud. Cast off this afternoon,
and take in our first Grecian sunset at sea. Sea Cloud (L,D)
Day 3 — At Sea/Sifnos
Our first morning on board is spent at sea. We may stop for a late morning swim before visiting the island of Sifnos. Distinguished for its pottery and its Venetian dovecotes, Sifnos is a rugged island with a harbor village and a beautiful upper chora (village), waterfront tavernas and convenient beaches. It’s a great island for walkers or loungers alike. This afternoon, find a spot on deck to watch as the Sea Cloud’s sails are hoisted up their impressive masts by hand as we set sail for the Cyclades. (B,L,D)
Day 4 — Tinos
Drop anchor at beautiful Tinos, dotted with villages steeped in Venetian history. The island’s Venetian-era dovecotes, terraced hillsides, and green marble quarries have long made this a haven for artists. Explore the picturesque village of Pyrgos, adorned with carved marble facades, and visit the church of Panagia Evangelistria, where thousands of pilgrims come every year to pray at Greece’s holiest shrine. (B,L,D)
Day 5 — Delos
The tiny archaeological gem of Delos is the birthplace of the twin gods Artemis, goddess of animals and the hunt; and Apollo, god of healing, music, and light. Spend the morning discovering the island’s incredible ruins, including the Terrace of the Lions and the exquisite Temple of Apollo. (B,L,D)
Day 6 — Amorgos
Drop anchor at Amorgos, the easternmost isle of the Cyclades. Visit the main city, perched in the mountains, and see its beautiful domed churches and windmills. Explore the dazzling white monastery of Panagia Hozoviotissa, clinging to a cliff face above the sea. Later, return to the Sea Cloud and enjoy a relaxing afternoon beneath its splendid sails. (B,L,D)
Day 7 — Santoríni
Incomparable Santoríni is an island archipelago
formed from a single volcanic cone that erupted
in the second millennium B.C., burying the island's Minoan culture in ash. Sail
into the caldera, and drive through windswept
vineyards to the beautiful town of Oia. Set high on
a cliff, Oia affords unrivaled views of the caldera
below. After lunch, ride a donkey or a cable car
down the cliff side back to the ship. (B,L,D)
Day 8 — At Sea
Enjoy a glorious day of sailing among the evocative isles of the Cyclades. Relax on deck with a book, observe the crew as they man the rigging and trim the sails, and attend presentations by our team of experts on the area’s history and ecology. In the late afternoon, we may have a chance for an impromptu stop and a swim. (B,L,D)
Day 9 — Piraeus/Athens/U.S.
Disembark this morning and transfer to the airport for your return flight. (B)
Historian and archaeologist Michael B. Cosmopoulos is the Endowed Professor of Archaeology and Greek Studies at the University of Missouri-St. Louis. He was featured prominently in National Geographic's landmark documentary series The Greeks, which debuted on PBS in 2016. Michael’s research focuses on the social, political, and cultural history of ancient Greece, about which he has published numerous books and scholarly articles. He has excavated at several ancient sites in Greece and Ukraine, including Mycenae, Pylos, Epidaurus, Ancient Corinth, Ithaca, Oropos, and Olbia. He has also been the director of the excavations at the sanctuary of Demeter at Eleusis, and he is currently directing the Iklaina Archaeological Project. Michael’s teaching extends beyond the classroom and into the field, where he has trained more than 1,000 students in archaeological theory and methodology and in Greek archaeology and history. He is an elected fellow of the Academy of Science of St. Louis and has received the Archaeological Institute of America's Excellence in Undergraduate Teaching Award.