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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

8 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

972 reviews

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Whale watching cruise with WWF guide in the Corfu archipelago

08/3/2026

Carlo P.

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NL

It was what I wanted
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Pack your suitcase and we'll take care of the rest!! Stewards on board!

08/3/2026

Francesco G.

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IT

We participated in this week on a sailing boat and we can only be fully satisfied with how it went. Alessandro the skipper and owner is always attentive to the needs of the guests and to the details, ensuring an organization of the timing that allows you to see a lot of beaches and bays at the most suitable times. Practically always we happened to be among the first in the various bays and roadsteads to have an optimal position, considering that we were at the end of July and there was a large amount of boats and tourists everywhere. Carlo the steward is always available and accomplice in on-board and "sporting" activities such as long swims in company or on the SUP. The third member of the crew was the sweet Eros, a sailor dog who always accompanied us without ever getting in the way. Added value to the package is the presence of the second boat of Alessandro's brother, Andrea. We were able to share activities and... the inevitable volleyball game in a shoal, a really fun experience! The boat was clean and welcoming, too bad we couldn't sail due to little wind that week.

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

08/3/2026

Luciana L.

Perfection! Cleanliness, professionalism, friendliness, hospitality, quality of breakfast and lunch to be eaten on board... I would spend hours praising a holiday that turned out to be extraordinary! Andrea, wonderful skipper, and his sweet and impeccable Hostess Carol will make you feel at home and experience unique moments! Thanks for everything guys! You are fantastic!

Where the blue feels like home: the Ionian islands - hostess on board (half board)

08/3/2026

Paolo B.

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GB

The boat was not ready at the appointed time. We had to wait 6 hours and boarded at midnight. They told us that there were police checks but no officer was on board and they were doing the work in the cabins. We found 4 cm screws on the ground in the cabin. Bathrooms are the main problem of the accommodation. The shower is raised near the toilet and without protection. The water that invades the entire bathroom must be shoveled with a glass shovel towards two tiny drains after each shower. In 7 days we have never been able to take a hot shower. In our bathroom a brown water was dripping from infiltrations between the wooden tablets of the bridge that should be removed and fixed (at least at that point). The whole bridge and the wooden parapets should be rearranged. The noise of the generator running all night is really annoying in some cabins. On the other hand, the food was good and plentiful. The places visited were very beautiful. The cost of 150 euros per person (including children) seems really exaggerated as the cost of 150 euros per cabin for air conditioning.

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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

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