A large white sailing cruise ship with multiple tall masts and billowing sails traveling across calm blue water under a clear sky, with a tree-lined shoreline in the background.

Windstar Cruises

Off The Beaten Path Greek Isles

Europe

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Sailing Itinerary

Pricing

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Trip Details

Departs: July 4, 2028

Returns: July 11, 2028

Departure Port: Piraeus

Ship: Wind Surf

Before You Decide

1 other departures of this route

The identical itinerary, priced week by week. The gap is often hundreds of dollars.

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6 cruises leaving the same week

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Your Ship

Wind Surf

Five masts, seven computer-driven sails, and a hull that spent eight years as Club Med 1

Aboard

  • Five masts carrying seven self-furling triangular sails, roughly 26,000 square feet of them
  • Built at Le Havre in 1989 as La Fayette and renamed Club Med 1 that January
  • Bought by Windstar in 1998; her sister Club Med 2 still sails for Club Med
  • Diesel-electric underneath, with four generating sets driving two electric motors
  • Phase one of the Setting Sails refit landed in early 2025; the staterooms follow in December 2026
  • Caribbean winters from Philipsburg, Mediterranean summers, and the crossings in between
More About Wind Surf

Ashore

Where You Stop

Piraeus

Kusadasi

Europe

The Greek Isles

Whitewashed villages spilling down volcanic cliffs, harbors the color of a swimming pool, and ruins you walk through rather than past; the Aegean is small enough that a week reaches a genuine cross-section of it.

Best Time to Go
May, June, September and October; July and August are hot and crowded
Typical Length
7 to 10 nights
Read the Full Guide
Stunning aerial shot of Santorini coast at sunset with a cruise ship in the Aegean Sea
Santorini Coast
Aerial photo of a cruise ship sailing near Santorini island under a serene sunset sky.
Santorini Island
Beautiful view of Fira in Santorini showcasing iconic white buildings against a deep blue sea under a clear sunny sky.
Fira in Santorini
A majestic cruise ship sails along the stunning coastline of Dubrovnik, Croatia at sunset.
Brilliance of the Seas in Croatia
A majestic cruise ship sails through the Bosphorus Strait with a historic Istanbul skyline in the backdrop.
The Seabourn Encore in the Bosphorus Strait
A luxury cruise ship sails along a scenic rocky coastline with a city skyline backdrop.
Antibes, France
A vibrant view of the historic Ribeira District along the Douro River in Porto, Portugal.
Porto, Portugal

Compare Dates

The Same Trip, Other Weeks

The identical itinerary on this ship, priced by departure. Fares move week to week, and the difference is often larger than anything else on this page.

DepartsFrom
July 4, 2028This sailing
August 19, 2028

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