Classical Greece

Voyage to the Islands of the Aegean


Enjoy a harmonious balance between conventional cruising and private yachting, along with an exciting voyage of discovery as you unravel the wonders of Classical Greece. Athens and the Acropolis at sunset, the beautiful Cyclades, Crete, the largest and southern most Greek island, the crystal blue waters of the island of Kythira, the Peloponese with its historical treasures, and Hydra, an off-the-beaten track island with her picturesque harbor. Each day you will discover a new port of call, a hidden cove with crystal blue waters to cool you, a glimpse of ancient history to amaze you, and rich cultural diversity to intrigue you.

Note: This cruise is not exclusive to, nor operated by, Wilderness Travel, who acts solely as agent in booking your reservation with the ship operator. The itinerary, lecturers, and all other arrangements are subject to change at the discretion of the cruise line.


Day 1
(Friday): Marina Zeas (Piraeus) / Kea

Embarkation between 2:00-3:00 pm from Marina Zea. Depart via Cape Sounion to Kea. Leisure time to explore Kea’s tiny port, Korrisia, after dinner. Departure in the early hours for Delos. Overnight at sea.

Day 2
(Saturday): Delos (anchorage) / Mykonos

Optional morning tour to the unique archaeological site of Delos, antiquity’s most sacred island. On to the port of Tourlos in Mykonos, with a swim stop on the way. Free afternoon and evening to enjoy the island’s cosmopolitan lifestyle. Overnight in Mykonos.

Day 3
(Sunday): Santorini

Noon arrival in Santorini (anchorage at Fira). Experience the stunning natural drama of the volcanic caldera. Optional tour to archaeological sites and typical villages with unique views over the Aegean Sea. Overnight sail to Crete.

Day 4
(Monday): Rethymnon, Crete

Morning arrival at Crete’s famous and lively port of Rethymnon. Optional tour to the ancient city of Knossos near Heraklion. Late departure for Kythira. Overnight at sea.

Day 5
(Tuesday): Kythira

Late morning swim stop and afternoon arrival to Kythira, a less known island gem now fast becoming a favorite among visitors to Greece. Evening at leisure to visit the picturesque main town of Chora and experience the subdued charms of this peaceful island. Overnight in Kythira.

Day 6
(Wednesday): Monemvassia / Nafplion

Early morning sail to Monemvassia. Discover a remarkable medieval fortified town, with time at leisure to explore the uniquely preserved Byzantine and Venetian architecture and experience the beauty of the natural setting. The famous Greek poet Yiannis Ritsos described his birthplace, Monemvassia, as a “stone ship” about to set sail, calling you for immediate boarding for a journey through time. This uniquely preserved medieval town is carved into the majestic gray rock like a sculpture. Depart for Nafplion in the early afternoon, with a swim stop on the way. Evening arrival at Nafplion. The old quarter is charming, with narrow streets and characteristic period architecture. Also, impressive medieval fortifications can be seen in the port and crowning the hills above. Overnight in Nafplion.

Day 7
(Thursday): Nafplion / Hydra or Spetses

Optional tour to Mycenae, the powerful walled palace of Agamemnon, the Homeric Achaean king. Early afternoon departure for the islands of Hydra. Time at leisure to explore this picturesque port town. Late evening departure for Marina Zeas, Athens.

Day 8
(Friday): Marina Zeas (Athens)

Departure in the early hours for Marina Zea, Piraeus. Arrival and disembarkation after breakfast.



Explore the sacred sites on Delos and Mykonos
Enjoy life aboard a small ship while crusing through the Cyclades
See Santorini’s volcanic caldera
Tour the ancient city of Knossos, Crete
Explore the Byzantine and Venetian architecture of Monemvassia


Length: 8 days
Cost From: $2990  
Arrive: Athens, Greece
Depart: Athens, Greece
Lodging: 7 nights aboard a 50-guest vessel
Meals: All meals included except 3 lunches and 2 dinners, plus complimentary coffee and tea station open 24 hours
Activity: Small Ship Cruising, Archaeology, Cultural Adventures
Trip Level:

8-day cruise, cultural explorations, swimming, and walking tours

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