Sailing the Greek Isles aboard the Sea Cloud Fleet

Arrive in Athens and transfer to Piraeus, where you will embark the ship in the late afternoon. Settle into your cabin and take in our first Greek sunset at sea.

Arrival Time: Arrive before 4:00 p.m. local time.

Arrival City: Athens, Greece

Meals Included: Dinner

Our first morning on board is spent at sea, bound for the Cyclades and reveling in the blue magic of the Aegean horizon from our classic tall ship. Relax on deck with a book or journal. Watch the crew dance across the rigging to trim four masts’ worth of sails by hand. Attend interactive discussions led by our team of experts as they introduce the region’s history and ecology.

Meals Included: Breakfast, Lunch, Dinner

Drop anchor at the island of Tinos, a sculptor’s haven dotted with villages full of terraced hillsides, Venetian-era dovecotes, and quarries renowned for their superb green marble. Explore the picturesque village of Pyrgos, generously adorned with carved marble facades. And visit the Church of Panagia Evangelistria. Built around a miraculous icon, it’s Greece’s holiest shrine–and thousands of pilgrims make their way here every year to pray.

Meals Included: Breakfast, Lunch, Dinner

The easternmost island of the Cyclades, Amorgós is a bit less frequented than many, but no less impressive. After dropping anchor, take in the beautiful domed churches and windmills of the main city, a scenic enclave perched in the mountains. Explore the Panagia Hozoviótissa monastery, clinging tenaciously to a cliff face above the sea. Like so many others in this region, it was built a millennium ago to protect a precious religious relic.

Meals Included: Breakfast, Lunch, Dinner

Venture into remarkable Santoríni—an island archipelago formed from a single volcanic cone that erupted 2,600 years ago to bury the resident Minoan culture in ash. Sail directly into the caldera and then drive through windswept vineyards to reach spectacular high views from the town of Oía. Tour the Archaeology Museum and excavations at Akrotiri, an important Minoan town preserved under volcanic ash like Pompeii, with well-built houses, streets, waterworks, pottery, and art.

Meals Included: Breakfast, Lunch, Dinner

Designated a UNESCO site in its entirety, uninhabited Delos is an outstanding archaeological gem. In myth, it’s the birthplace of the twin Greek immortals Artemis (goddess of animals and the hunt) and Apollo (god of healing, music, and light). Spend a morning surveying the Terrace of the Lions and exquisite Temple of Apollo, among the many incredible ruins preserved here. This afternoon, the adventure continues aboard the ship.

Meals Included: Breakfast, Lunch, Dinner

In the morning, set foot on a rugged island known for its flavors, its beaches, its 227 churches, and its poets. A quaint harbor and scenic upper chora (village) invite exploration, and tempting local comestibles can be found at a waterfront taverna. This is also a fine place for a brisk walk or a lazy stroll along the beach. As afternoon arrives, we prepare to hoist our sails once more and depart for Piraeus.

Meals Included: Breakfast, Lunch, Dinner

Enjoy a farewell breakfast on board before disembarking and transferring to the airport for your flight home—unless you’ve opted for our three-day post-voyage extension in Crete. A two-day pre-voyage extension in Athens is also available, should you want that upfront intro to the region.

Departure Time: Depart after 12:00 p.m. local time.

Departure City: Athens, Greece

Meals Included: Breakfast

Itineraries are subject to change.