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Sailing Tours & Trips in Greek Islands

Explore a wide diversity of sailing tours through Greek Islands. We have 29 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.

29 sailing Greek Islands tours with 898 positive reviews

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Greek Islands Sailing Tour Reviews

  • "Our guide Dov was great...very personnel and helpful"
    Sailing Greece - Mykonos to Santorini
  • "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
  • "I really enjoyed this! Everything was accommodated well, though supposedly All breakfast..."
    Highlights of the Cyclades Tour
  • "Sailing the Greek Islands was wonderful. The small group (we had 8) experience was..."
    Sailing & Hiking Explore Cyclades Greece