Sailing Tours & Trips in Mediterranean

With picture-perfect ports steeped in history and sandy stretches of stunning coastline, the Mediterranean is one of the best sailing destinations in the world. Explore our holiday packages and start planning your perfect island-hopping vacations to the colourful coast of Italy or the white-washed isles of Greece and Croatia.

207 Sailing trips through Mediterranean with 558 reviews

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Sailing Tours & Trips in Mediterranean Reviews

  • "My daughter and I just got back from sailing around 9 greek islands starting in Santorini..."
    Greece Sailing Adventure: Cyclades Islands
  • "The group dynamic was terrible, and the guide lacked the leadership/people skills..."
    Sailing Greece - Santorini to Santorini
  • "Ivan was the definition of a perfect guide! So much fun to be around and always adapted..."
    Croatia Sailing Adventure
  • "Croatia is beautiful. The boat has no actually sails. The rooms were small. The food..."
    Sail Dubrovnik to Split-Above Deck
  • "this is a test this is a test this is a test"
    Sailing Croatia - Split to Dubrovnik
  • "I attended this trip during the first week of the season travelling on the pirate..."
    Sail Split to Dubrovnik Above Deck