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Sailing Tours & Trips

Hoist the sails, it's time for an adventure on the high seas! Bring your pirate fantasies to life island-hopping through the Caribbean, or with a dreamy island getaway in Greece. Whether you're setting sail on an exclusive private yacht in the Mediterranean or joining a group trip meandering through the wildlife-rich Galapagos Islands - the world is your oyster on a sailing adventure!

250+ Sailing trips with 4,224 reviews

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Sailing Tours & Trips Reviews

  • "I had an amazing week on the boat. Ivan was a great tour guide, he felt like a friend..."
    Croatia Sailing Adventure
  • "Our guide Dov was great...very personnel and helpful"
    Sailing Greece - Mykonos to Santorini
  • "Overall great experience Loved being on the water and we got very lucky with the..."
    Sailing Thailand - Phuket to Phuket
  • "Amazing tour, couldn’t rate it highly enough. I was a solo female traveller and..."
    CROATIA SAIL - Split to Split (The Dalmatian Voyager)
  • "Croatia is beautiful. The boat has no actually sails. The rooms were small. The food..."
    Sail Dubrovnik to Split-Above Deck
  • "I attended this trip during the first week of the season travelling on the pirate..."
    Sail Split to Dubrovnik Above Deck