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Greek Islands Sailing Tours & Trips

Explore a wide diversity of sailing tours through Greek Islands. We have 59 tours that vary from 5 days to 15 days. With the greatest number of departures in September, this is also the most popular time of the year.

59 Greek Islands Sailing trips with 941 reviews

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Greek Islands Sailing Tour Reviews

  • "This was an excellent tour! The Aegean Sea and Greek Islands are beautiful. We went..."
    Sail the Greek Cyclades
  • "Extraordinary service! This August, we celebrated my grandmother's 85th birthday..."
    GYR - 16 Guets private sailing Gulet holiday in Spectacular Greece-cruise
  • "Great country, excellent tour leader but very poor comfort...so think about it twice..."
    Sailing Greece - Santorini to Mykonos
  • "My daughter and I just got back from sailing around 9 greek islands starting in Santorini..."
    Greece Sailing Adventure: Cyclades Islands
  • "Fantastic trip! Highly recommend"
    Sail Greece: Mykonos to Santorini
  • "Sailing the Greek Islands was wonderful. The small group (we had 8) experience was..."
    Sailing & Hiking Explore Cyclades Greece