Greece Cruise from Piraeus — 8 Days

7 nights · Greece · Departs Piraeus-Athens (Greece) · Visiting Milos Island, Folegandros Island, Naxos Island, Samos Island, Kusadasi, Syros Island · Aboard Windstar Cruises on the Wind Spirit

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Wind Spirit
Piraeus Cruise Port Milos Cruise Port Folegandros Cruise Port Naxos Cruise Port
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Image courtesy of Windstar Cruises ©

Cruise lineWindstar Cruises
ShipWind Spirit
Duration7 nights
Port calls7
From fare$7,237 per person
Year built1988
Guests163
Cabins74
Crew84
Length134 m
Beam16 m
Cruising speed13.0 kn
  1. Day 1

    Piraeus-Athens, Greece

    Piraeus is Athens’ working harbour, not a resort port—and that is its appeal. From here, the capital’s ancient landmarks are within reach, while the waterfront keeps its own busy, distinctly Greek character. Visit the Archaeological Museum of Piraeus, then linger over grilled fish in Mikrolimano, a small harbour lined with tavernas. Metro connections make central Athens straightforward. Or stay near the water and watch ferries depart for the islands.

  2. Day 2

    Milos Island, Greece

    Arrive at Adamas, Milos’s sheltered ferry port, and you step onto an island shaped by fire and sea. Its volcanic geology has carved pale cliffs, sea caves, and beaches across the coast. Visit Sarakiniko’s sculpted white rock, then climb to Plaka for island-wide views and a quiet evening. At Tripiti, visit the early Christian catacombs and ancient theater, near where the Venus de Milo was found in 1820.

  3. Day 3

    Folegandros Island, Greece

    Folegandros welcomes you at Karavostasis, a small harbour on one of the Cyclades’ most striking islands. From here, a winding road climbs to Chora, where whitewashed lanes surround a medieval kastro above the sea. Continue to the Church of Panagia for sweeping views across cliffs and blue water. Then settle into a square-side taverna or seek a swim at a secluded cove.

  4. Day 4

    Naxos Island, Greece

    Naxos is the largest island in the Cyclades, yet its pleasures feel refreshingly unhurried. From the harbor, the marble Portara frames the sea, while the Venetian Kastro rises above the old town’s narrow lanes. Beyond town, villages such as Halki reveal Byzantine churches, citrus groves, and the island’s distinctive kitron liqueur. Golden beaches, mountain roads, and excellent tavernas make Naxos worth exploring beyond the waterfront.

  5. Day 5

    Samos Island, Greece

    On Samos, one of Greece’s easternmost Aegean islands, ancient history sits close to the sea. From the port, reach Pythagoreion, the birthplace of Pythagoras and a UNESCO-listed harbor town with a long trading history. Nearby, the monumental Heraion recalls the island’s importance in the ancient Greek world. Taste fragrant Samos Muscat, browse Vathy’s waterfront, or follow coastal roads to pebble coves and villages beneath Mount Kerkis.

  6. Day 6

    Kusadasi, Turkey

    Kuşadası puts the Aegean within reach, with a lively waterfront and one of Turkey’s most celebrated ancient cities nearby. Ephesus lies about 20 kilometres inland, where marble avenues lead to the Library of Celsus and Great Theatre. Back in town, browse the bazaar, then follow the causeway to Pigeon Island and its historic fortress. The harbour-facing promenade offers an easy place to linger over the Aegean light.

  7. Day 7

    Syros Island, Greece

    Above Ermoupoli’s busy harbor, Áno Sýros keeps the quieter face of Syros. Its medieval lanes climb toward the Catholic Cathedral of Saint George, past whitewashed houses and small tavernas. Go on foot in shoes with grip, pausing for views across the Aegean and down to the neoclassical capital. This is a place for unhurried exploring, not a beach day.

  8. Day 8

    Piraeus-Athens, Greece

    Piraeus is Athens’ working harbour, not a resort port—and that is its appeal. From here, the capital’s ancient landmarks are within reach, while the waterfront keeps its own busy, distinctly Greek character. Visit the Archaeological Museum of Piraeus, then linger over grilled fish in Mikrolimano, a small harbour lined with tavernas. Metro connections make central Athens straightforward. Or stay near the water and watch ferries depart for the islands.

Wind Spirit Cruises

Published August 20, 2026
Last updated October 11, 2026
Author: J. Richard

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