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Yacht sailing holidays & skippered tours in the Ionian Islands

The Ionian Islands lie in western Greece, and are composed of twelve small and large islands, including Zakynthos, Ithaca, Corfu, Kefalonia, Lefkada, and Paxi. Here, lush vegetation, striking landscapes, and the turquoise sea combine to create an ideal sailing destination.

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5.0

Super!

Crystal clear sea, relaxation, skipper and hostess on board! What more could you want?

Greece: Ionian Islands

7 days - 7 nights

7 departures available

August - October

Starting from

€570

Per person

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5.0

Super!

Pack your suitcase and we'll take care of the rest!! Stewards on board!

Greece: Ionian Islands

7 days - 7 nights

9 departures available

August - October

Starting from

€570

Per person

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4.8

Super!

South of Lefkas between unspoiled nature, the bays of Meganisi and the myths of Ithaca

Greece: Ionian Islands

7 days - 7 nights

One departure available

September

€650

Per person

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4.8

Super!

Catamaran with chef in the magical sea of the Ionian Islands

Greece: Ionian Islands

6 days - 7 nights

3 departures available

August - October

Starting from

€900

Per person

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4.8

Super!

Corfu between bays, taverns and myths.

Greece: Ionian Islands

6 days - 7 nights

4 departures available

September - October

Starting from

€600

€540

Per person

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5.0

Super!

Kefalonia to Corfu

Greece: Ionian Islands

6 days - 6 nights

One departure available

August - September

€900

Per person

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5.0

Super!

Corfù Paxos Antipaxos

Greece: Ionian Islands

6 days - 6 nights

One departure available

September

€900

Per person

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5.0

Super!

Catamaran week among the islands of Ionian Greece

Greece: Ionian Islands

6 days - 6 nights

11 departures available

August - November

Starting from

€1,099

Per person

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5.0

Super!

Lose yourself in the magic of the Southern Ionian Islands

Greece: Ionian Islands

7 days - 6 nights

2 departures available

August

€1,100

Per person

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4.8

Super!

Following the North Star: From Kefalonia to Corfu

Greece: Ionian Islands

6 days - 7 nights

One departure available

August - September

€650

€585

Per person

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3.0

Zakynthos sailing escape - hostess on board (half board)

Greece: Ionian Islands

7 days - 7 nights

2 departures available

October

Starting from

€779

Per person

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4.2

Adventure around Lefkada, Khefalonia, Ithaca and Zakynthos

Greece: Ionian Islands

6 days - 6 nights

2 departures available

August

€500

Per person

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Reviews - Yacht sailing holidays & skippered tours in the Ionian Islands

964 reviews

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Crystal clear sea, relaxation, skipper and hostess on board! What more could you want?

08/3/2026

maria antonella p.

-

IT

It was the perfect holiday, an experience that I highly recommend to anyone who wants to visit enchanting places in total relaxation and live in contact with nature. Andrea, Carol and little Mattias are a very experienced and generous team, always careful to create a welcoming atmosphere that makes the customer feel pampered. Andrea, the skipper, will take you on a tour of unspoilt coves, tell you travel anecdotes and challenge your competitive skills by playing beach volleyball with you. Carol, the hostess on board, will prepare delicious and fresh dishes for you, cheering you with her sweetness and helpfulness and allowing you to spend a holiday in total relaxation and in a very clean and comfortable environment. Finally, what about Mattias the dog?! His love of addiction! Highly recommended experience!!

Pack your suitcase and we'll take care of the rest!! Stewards on board!

08/2/2026

Barbara U.

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IT

It was a wonderful holiday aboard Alessandro's sailboat. You can clearly perceive the passion that Alessandro and Andrea have for their boats and for the sea. The two boats sail together and it is a pleasure to see what team the two brothers form. They took us to the most beautiful beaches with crystal clear water, led us to discover small islands and villages and of the enchanting town of Corfu. They proved to be extremely competent, always friendly, attentive at all times to our safety and well-being. Carlo, the very nice steward, spoiled us with delicious meals and took us on stand-up paddle boarding. In addition, Eros and Matthias, the two four-legged friends on board made the holiday a very special experience. Even wasp stings are managed with such efficiency that they allow you to enjoy your holiday in total relaxation and safety. A thousand stars to these wonderful captains!

Crystal clear sea, relaxation, skipper and hostess on board! What more could you want?

08/2/2026

Ylenia P.

-

IT

Five stars would not be enough to describe the fantastic week just passed. The skipper Andrea is super helpful, professional, organized, attentive to the smallest detail and above all he was able to unite a group of perfect strangers (and for me who was leaving alone it was perfect!). The super hostess Carol delighted us with her breakfasts and lunches always different and all excellent. The boat is comfortable and spotless, it made us feel at home. But the real captain who stole our hearts was the little poodle Mattias, practically Andrea's shadow. It was a wonderful holiday with perfect travel companions! See you guys soon!! Ps. Before leaving, train with volleyball. The game is a serious matter, it will bring out your competitive side even the most hidden one!

Crystal clear sea, relaxation, skipper and hostess on board! What more could you want?

08/2/2026

Alessia S.

-

IT

We have just returned from a week on the boat skipper Andrea!! Wonderful boat, comfortable, quiet and always very clean. The hostess Carol super nice and helpful, good at cooking even typical Greek dishes. Very nice tour, the islands of Paxos and Antipaxos are beautiful, you practically always sleep in the roadstead but every evening we had the opportunity to visit the various cities, reaching them by tender. Andrea is a fantastic skipper, he is really cut out for this job. He is personable, helpful, professional, takes care of his customers in an extraordinary way and is attentive to every detail. On the boat there is also Matias, his poodle, who immediately stole our hearts and made us great company throughout the holiday!! This experience far exceeded our expectations. It is the third boat holiday for us, but this was definitely the best from a service and organization point of view. We were also lucky to have found Italian travel companions like us, with whom we bonded a lot. Summing up, it was an incredible holiday, to be repeated, perhaps with the same group of people with whom we became friends. We recommend Andrea and Mattias and their [hidden] II to everyone!!!!!!! Alessia and Davide

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  • A mild climate, with good sailing conditions from April through to November.
  • One of the most popular destinations in the Mediterannean for both skippered and flotilla sailing holidays.
  • Experience the culture and heritage of the Ionians with visits to the mediaeval castles, monasteries, and numerous museums.
  • The iconic rolling hills of olive and cypress trees present throughout the lush Ionians.
  • It’s jagged coastlines are truly unique. Once, the Ionians were in fact part of Central Greece, before seismic activity shifted the landscapes.
  • Taste the special local delicacies of the Ionians, such as Pastitsádais, a Greek traditional pasta dish that is prepared on the island of Corfu, or the Lefkadítiki ladópita (oil pie) that originates from Lefkada.
  • See the elusive monk seals and Loggerhead turtles native to the area.
  • Visit one of the European hubs for kitesurfers and windsurfers, with many areas and facilities for various watersports.

The best destinations to visit during your sailing holidays in the Ionians:

The beaches of Engremni, Porto Katsiki, Kathisma on Lefkada, and Shipwreck beach of Zante are spots in the Ionian that have garnered an international reputation. However, there are beaches such as Voutoumi and Vrika on the quieter islands of Paxi and Antipaxi that are beloved by sailors. Then there are the picturesque beaches such as Myrtos, on Kefalonia that is sheltered by a range of towering cliffs, and Corfu’s much-loved Paleokastritsa beach.

The world famous beaches of Engremni, Porto Katsiki, Kathisma on Lefkada

Kefalonia, home to the Assos and its Venetian castle, as well as the ancient towns of Argostoli and Lixouri is also blessed with the natural wonders of Drogarati, the 150 million year old cave system, and Melissani the underground lake. Zante, which was selected as Greece’s first marine park, is in fact the area the rare and endangered caretta caretta turtles come from the Libyan Sea to lay their eggs. Corfu is home to the popular islets of Vlaherna and Pontikonisi (Mouse Island), Sidari (and its Love Canal beach), Paleokastritsa, Kassiopi, Lefkimmi - and it’s capital, the beautiful Corfu town, which is steeped in much cultural history.

An array of natural beauty: Kefalonia, Zante, Corfu, and much more

The Maistro or Maestral is the prevailing northwest wind that flows through the Ionian is much calmer than the Meltemi in the Aegean. Weather conditions are well forecast, the climate is warm throughout much of the year, and the mountainous landscape offers a dramatically stunning backdrop for an ideal sailing experience. All of the above possible with convenient travel routes from major European cities.

The magical Ionian: its climate, landscapes, and locations crafted for sailing

The Maistro or Maestral is the prevailing northwest wind that flows through the Ionian is much calmer than the Meltemi in the Aegean. Weather conditions are well forecast, the climate is warm throughout much of the year, and the mountainous landscape offers a dramatically stunning backdrop for an ideal sailing experience. All of the above possible with convenient travel routes from major European cities.

Tips to help you to better plan for your next sailing holidays in the Ionian Islands:

All you need to know about your next cruise around the Ionians aboard a sailboat.

  • As the region boasts a warm climate for much of the year, sailing the Ionian is recommended between early April and late October.
  • From major European airports there is much availability to the airports in Corfu, Kefalonia and Zakynthos, and several ferry options from Venice, Ancona, Bari and Brindisi in Italy.
  • You can find experiences for a week in the Ionian Islands with a skipper from €450 per person. This figure excludes transport to and from the holiday. It is important to remember that depending on the month of travel and style of boat pricing is subject to change.

The best sailing itineraries for your next holiday with a skipper in the Ionian Islands:

    Corfu and Paxos

    Corfu and Paxos are not only some of the most beautiful areas for sailing in the Ionian, but in the whole of Greece. Many skipper suggest routes including these two areas along the western coast of Greece. With a 7 day trip, it is possible to hop from island to island between popular spots including: Othonoi, Corfu, Merlera, Paxos, and Antipaxos. However, with a longer, more comprehensive trip other areas, there will be more opportunity to explore Corfu, along with other charming areas such as the Syvota islets.

    A wide range of options

    The area offers a relaxing sailing environment, with nature-rich bays, and stunning turquoise waters. Some areas of beauty that local skippers like to include in sailing holidays in the Ionian include: Lakka, Gaios, Mongonisi, Emerald Bay, Two Rocks Bay, and Parga. The wide variety of options in the area, means that with skippers you may be able to heavily customise itineraries to construct a holiday that suits best your wishes.

    Sailing holidays in the Ionian Islands - why you should travel with a local skipper

    If you want to fully enjoy your sailing holiday in the Ionians with the best conditions, we recommend that you go choose a trip with a local skipper. Travelling with a skipper who has insider knowledge on the area, allows travellers to fully immerse in the pleasure and relaxation of the holiday. Where individuals on the trip wish to learn or practice their sailing skills, skippers will be there to integrate travellers into the responsibilities onboard.

Ionian Islands: the best travel ideas

Other travel ideas

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