Sailing the Greek Isles

Greece Sailing Cruise

  • Sea Cloud
  • Sailing Vessel
  • 58 Capacity
  • 9 Days
  • 2015 View Departure>
    • 2015
    • May 24 Sun
    • Jul 4 Sat
    • Sep 12 Sat
    • Sep 19 Sat
  • Price from
  • $8,790

Summary : Many of the Cyclades remain virtually unknown to all, but the Greeks and the discerning traveler. Your expedition in the Cyclades is an organized mosaic of highlighted island jewels, profound historic substance, overlooked day-by-day living, the sensual delight of Mediterranean flavor, flora, color, sea and sails hoisted above the legendary Sea Cloud. This windjammer will inspire you. Her maritime character as a graceful private yacht will create an atmosphere of elegance while sailing the storied Aegean Sea. It’s the perfect way to experience the islands that the gods called home.

Activities : Culture


Free Subscription: Complimentary 1-year subscription to National Geographic Magazine (one per booking).

Prices from
$8,790 to $16,880

View All Rates

Day 1
U.S. / Athens, Greece / Piraeus

Depart on an overnight flight to Athens. After some time at leisure in the city, travel to Piraeus and settle into your cabin on the majestic Sea Cloud. Cast off this afternoon, and take in your first Grecian sunset at sea.

Day 3
At Sea / Sífnos

Your first morning on board is spent at sea. You may stop for a late morning swim before visiting the island of Sífnos. Distinguished for its pottery and its Venetian dovecotes, Sífnos 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 you set sail for the Cyclades.

Day 4

Drop anchor at beautiful Tenos, 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.

Day 5
Delos / Exploring

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. This afternoon, you’ll look to make an impromptu stop at one of the many interesting islands in the area.

Day 6

Drop anchor at Amórgos, 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.

Day 7

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 Oía which affords unrivaled views of the caldera below. After lunch, ride a donkey or a cable car down the cliff side back to the ship.

Day 8
Exploring the Aegean / 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 climb the rigging and trim the sails, and attend presentations by your team of experts on the area’s history and ecology. In the late afternoon, you may have a chance for an impromptu stop and a swim.

Day 9
Piraeus / Disembark / Athens / U.S.

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


Accommodations aboard ship; all meals and non-alcoholic beverages onboard; meals on land as indicated; excursions; services of Expedition Leader, Historian & Naturalist staff and expert guides; all port charges and service taxes.

Not Included:
Air transportation; personal items such as alcoholic beverages, emails, etc.; discretionary tips to ship’s crew; optional extensions.