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Private yacht sailing holidays with skipper in the Ionian Islands

Who has never dreamed of hiring a sailboat and following Ulysses' routes? In the Ionian Islands you can choose between a sailboat, a catamaran or a gulet and sail to Zante, Ithaca, Corfu, Lefkada, Kastos.

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The world's largest marketplace for sailing holidays

80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.

Get onboard solo, with your family or your friends

Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

Find out before you book who's waiting for you on board

Find out before you book who's waiting for you on board

Find out more about the skipper and travellers who have already booked the holiday, to find out more about the

Sailing holidays that suit all budgets

Sailing holidays that suit all budgets

On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.

Reviews - Private yacht sailing holidays with skipper in the Ionian Islands

70 reviews

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The alternative to the catamaran in the Ionian Islands

10/15/2024

Belinda B.

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Australia

Best live aboard sailing trip I have done. The boat was exceptionally comfortable and everything clean and in ship shape ! The skipper was great at helping us learn the ropes to participate in the sailing if we wanted to. I loved having the SUP and snorkel sets on board to use when we moored in beautiful bays. It was terrific to catch fresh fish to eat along the way too. Thanks so much to Manuele for making my first trip to Greek Is such a wonderful experience.
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South of Lefkas between unspoiled nature, the bays of Meganisi and the myths of Ithaca

10/7/2024

Lorenza G.

La barca è molto accogliente e ben tenuta. Lo skipper molto competente, disponibile e rassicurante. Abbiamo navigato a vela e fatto bellissimi bagni nonostante il meteo non sia stato dei migliori. Esperienza da consigliare.
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South of Lefkas between unspoiled nature, the bays of Meganisi and the myths of Ithaca

10/4/2024

Francesca S.

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Italy

Ottima esperienza, belle isole ed un capitano davvero molto bravo, sempre disponibile, attento e molto competente, anche a schivare i nuvoloni che in quel periodo agitavano cielo e mare. Bella barca e comoda.
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Ionic Magic

10/1/2024

Simona T.

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Italy

Bellissima esperienza ! Le isole ioniche una fantastica sorpresa! molto belle , abbiamo visto e visitato tutto il possibile ! Mare incredibile.... Barca comoda come nuova con tutti i confort , era la prima volta per noi ma e' stato tutto naturale e ci siamo sentiti subito a nostro agio..Siamo stati fortunati ad avvistare anche le foche e abbiamo veleggiato parecchio. Lo skipper Donato e la moglie ci hanno accolto come fossimo di famiglia, massima attenzione.. ottimi consigli , cucina ottima .. ci siamo sentiti coccolati ! Grazie Donato e Roberta della splendida vacanza ... straconsigliato da 10 stelle !!

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