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When you sail the Greek Islands, you'll discover the Ionian Sea is the most relaxing area of the Greek Islands, with tall cliffs offering sheltered sailing conditions and a warm temperature, which makes them the ideal location your Greek Island sailing holiday.


When you think about sailing the Greek Islands, you think about the tranquil bays, the calm weather, small villages and sites of natural beauty for you to explore.  This itinerary has it all, so join us for your Greek Island sailing holiday as we explore the Blue Caves (Lefkada), discover the Melissani Cave, visit the home of Odysseus in Vathi, and of course the spectacular sailing around the Greek Islands.


Whether you want a cabin or a private yacht charter when you sail Greece in 2021, we offer a fully crewed cabin and private charter with a fully qualified skipper and hostess, so you don't have to lift a finger on your Greek Island sailing holiday. We take care of the provisioning, cooking and cleaning, giving you more time to relax and take in the beauty of your Greek Island sailing holiday.

If you like what you've heard, then this trip is perfect for you, so confirm your dates, gather your friends and either book a cabin or hire the boat to yourself on a private charter for your Greek Island sailing holiday.


Book your Greek Islands sailing holiday now!

Explore Europe’s Most Peaceful Islands with Sailing Holidays in Greece

There’s no better way to unwind from the everyday difficulties you encounter than by breaking routine and embarking on one of our sailing holidays in Greece. Med Sailing Holidays has created special holiday packages suited for couples, families, and friends to enjoy the natural beauty and modern comforts of a yacht tour through the Greek Ionian Islands. Below, we explore the ways in which you can get the most enjoyment out of our all-inclusive packages or bareboat yacht charter in Greece.

Tips for Getting More Value out of Yacht Holidays in Greece

We’ve set the opportunity before you to enjoy the best yacht holidays on the market. Our team has created high-value tours that showcase the relaxation and beauty found only on the Ionian Sea. Consider several key ways in which you can maximise your holiday’s value:

  • Take your choice between our all-inclusive chartered voyages and our bareboat charter in Greece. If you aren’t sure of what to bring on this voyage, then we can take care of all the details for you. Otherwise, if you’re an old hand at assembling this kind of holiday and are experienced at sea, we’ll provide you with a high-quality yacht with an experienced captain to get you where you’d like to go. 

  • When you book family sailing holidays in Greece, we’ve laid out several key destinations that you can visit. We recommend visiting each of these islands and seeing beautiful locations such as Lefkas, Meganisi, Vathy, Sami, Fiskardo, Sivota Bay, Kalamos, and Ormos Vrako. These islands are the most peaceful locations in the Ionian Sea and have sights that you won’t want to miss.

  • If your group is smaller and you don’t need the privacy of an entire boat to yourself, you can get the full experience for a fraction of the price by booking a cabin. You’ll still have access to the whole crew, accommodations, and sights that you’d have by booking your own boat.

Myths about Greece Sailing Holidays

Each person who contacts us has a different idea about what a yacht charter entails when visiting the Greek Islands. Here are several of the most common myths that we encounter:

  • Your sailing holiday isn’t just several days of you seeing things from your boat. You’ll have the opportunity to get up close and personal with the most beautiful sights that the Greek Islands have to offer, including the Blue Caves, Melissani Cave, and the mythical home of Odysseus in Vathi.

  • You don’t have to be an experienced sailor to charter one of our yachts and explore these beautiful islands. In addition to the boat and essential materials, you’ll also have our crew at your service. These exceptional mariners will ensure a safe and enjoyable holiday, as they take pride in showing off the beauty that Greece has to offer.

  • Sailing holidays don’t have to be wall-to-wall excitement and endless parties. Instead, our crewed yacht charter in Greece gives you time to unwind with calm days on a beautiful sea. The continual relaxation is punctuated by visits to the most beautiful spots in the Ionian Sea.


With these myths cleared up, you should have a better idea regarding what’s involved in our charter packages.

What Sets Med Sailing Holidays Apart Regarding Yachting Holidays in the Greek Islands

Any time you charter a private boat with a company, you’ll get a distinct experience. Our charter holidays stand out from the other options for several reasons:

  • Our all-inclusive options truly let you unwind. You don’t have to worry about cooking, cleaning, or choosing the regular supplies that you’ll need for a holiday. Leave all those details to us.

  • We’ve scouted out the best locations at each of the islands and will take you to spots that are known only to the locals.

  • Our boats are well-maintained and suited to host you for your full stay in tremendous comfort. You’ll have the privacy and space you need to relieve stress and enjoy the Ionian Islands’ unparalleled beauty.


Let our passionate team show you the best holiday you can have during your stay in Greece. Each day will reveal new wonders, and you’ll have a hard time choosing which part of the holiday was your favourite.