Expedition Overview

Expedition Overview

  • Sail aboard an elegant four-masted tall ship, the Sea Cloud, once owned by Marjorie Merriweather Post.
  • Soak up the lively culture and mythology of the islands, exploring with a team of experts.
  • Anchor at some of the lesser known Cyclades, visiting pilgrimage sites, traditional villages, and legendary ruins.
  • Spend a day in beautiful Santorini, and see the extraordinary site of Akrotiri, destroyed in a volcanic eruption in 1627 B.C.



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 Sífnos, sun-drenched Santorini, the mystical isles of Delos, and more.

This trip is operated in collaboration with Lindblad Expeditions.

Days 1-2: U.S./Athens, Greece/Piraeus

Arrive in Athens after an overnight flight and visit the Acropolis Museum; then travel to Piraeus, where we will board the majestic Sea Cloud. Cast off this afternoon, and take in our first Grecian sunset at sea.

Meals Included:Lunch, Dinner Daily
Accommodations:Sea Cloud
Day 3: 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 swim.

Meals Included:Breakfast, Lunch, Dinner
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 one of Greece’s holiest shrine.

Meals Included:Breakfast, Lunch, Dinner
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. In the afternoon, we'll sail among the surrounding islands and choose a promising one to explore.

Meals Included:Breakfast, Lunch, Dinner
Day 6: Amorgós

Drop anchor at Amorgós, 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.

Meals Included:Breakfast, Lunch, Dinner
Day 7: SantorIni

Incomparable Santorini 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. Explore the ruins of the ancient city of Akrotiri, destroyed by a volcanic eruption thousands of years ago. After lunch, ride a cable car down the cliff side back to the ship.

Meals Included:Breakfast, Lunch, Dinner
Day 8: SÍfnos/At Sea

Drop anchor at Sífnos, a rugged island featuring a harbor lined with waterfront tavernas and a beautiful upper chora (village). This afternoon, find a spot on deck to watch the crew hoist the Sea Cloud’s sails by hand as we return to Piraeus.

Meals Included:Breakfast, Lunch, Dinner
Day 9: Piraeus/Athens/U.S.

Disembark this morning and transfer to the airport for your return flight.

Meals Included:Breakfast