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Greek Islands Sailing Tours & Trips

Explore a wide diversity of sailing tours through Greek Islands. We have 49 tours that vary from 5 days to 15 days. With the greatest number of departures in August, this is also the most popular time of the year.

49 Greek Islands Sailing trips with 905 reviews

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Greek Islands Sailing Tour Reviews

  • "It was a very good experience to visit the islands of Greece by boat. The team was..."
    Sailing Greece - Mykonos to Santorini
  • "Great country, excellent tour leader but very poor comfort...so think about it twice..."
    Sailing Greece - Santorini to Mykonos
  • "The trip was the best holiday I have ever done . Great skipper who made sure we all..."
    Greece Sailing Adventure: Cyclades Islands
  • "Fantastic trip! Highly recommend"
    Sail Greece: Mykonos to Santorini
  • "We had a lovely time and Petros made everything extra special. His knowledge of the..."
    Western Cyclades & Santorini Sailing Week
  • "Just absolutely unbelievable. Was the trip of a lifetime! I’ve never had such fun...."
    Med Sailing in Greece