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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.

31

experiences

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5.0

Sailing BenEssere in Ionian Greece

Duration:

6 days - 6 nights

Greece:

Ionian Islands

Give this experience a try!

Starting from

€1,125

€1,250

Per person

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Ionian cruise from Corfu between relaxation and unspoiled nature, choose your vacation style!

Duration:

6 days - 7 nights

Greece:

Ionian Islands

Give this experience a try!

€900

Per person

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4.8

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

Duration:

7 days - 7 nights

Greece:

Ionian Islands

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+31 travellers

have booked

Starting from

€585

€650

Per person

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4.6

Cruise to the Ionian Islands, Ithaca and Zakynthos on a luxury boat with chef

Duration:

7 days - 7 nights

Greece:

Ionian Islands

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+24 travellers

have booked

€1,200

Per person

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5.0

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

Duration:

7 days - 6 nights

Greece:

Ionian Islands

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+31 travellers

have booked

Starting from

€550

Per person

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Adventure through the islands of the Ionian Sea. Itaka, Meganisi, Kastos..

Duration:

6 days - 5 nights

Greece:

Ionian Islands

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Daniele D.

has booked

Starting from

€560

Per person

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5.0

Ionian Islands by sailboat

Duration:

7 days - 6 nights

Greece:

Ionian Islands

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+3 travellers

have booked

Starting from

€900

Per person

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5.0

Corfu, Albania and Diapontie Islands

Duration:

6 days - 5 nights

Greece:

Ionian Islands

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+2 travellers

have booked

€900

Per person

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5.0

Sailing Cruise in the Greek Islands - The Ionian Islands

Duration:

7 days - 7 nights

Greece:

Ionian Islands

Give this experience a try!

Starting from

€800

Per person

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4.8

From Salento to Corfu: sailing along the canal

Duration:

6 days - 6 nights

Greece:

Ionian Islands

Give this experience a try!

€600

Per person

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4.8

Gone with the Wind, in the sea of Ulysses among the most beautiful islands

Duration:

6 days - 7 nights

Greece:

Ionian Islands

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+25 travellers

have booked

Starting from

€570

Per person

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5.0

Didactic week on a sailing boat - Ionian Greece

Duration:

6 days - 7 nights

Greece:

Ionian Islands

Give this experience a try!

Starting from

€1,176

€1,250

Per person

Why book a holiday with Sailsquare?

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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

2 reviews

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In the sea of Ulysses! Discovering the most beautiful islands

08/29/2022

roberto c.

-

Italy

Che dire.... Bellissima vacanza. Baie e porticcioli che Leo conosce a menadito. E' un velista esperto e ha dimostrato di saper gestire la barca in tutta sicurezza anche in situazioni avverse dovute al maltempo o alle carenze di altre barche vicine di ormeggio. E' simpatico, socievole e fa da mangiare bene. Imperdibile il capretto marinato cotto alla brace sul berbecue della barca. Grazie Leo.
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South of Lefkas between pristine nature bays of Meganisi and myths of Ithaca

08/20/2021

Victoria M.

-

United Arab Emirates

Our family of four (2 adults and two children aged 8 and 10) have just finished an amazing 14-day sailing trip with Francesco. We visited so many beautiful islands, coves and ports including Zakynthos, Kefalonia, Ithica, Lefkada, Kalamos, and Kastos. Francesco was a brilliant captain and we feel so grateful to have selected him. He was wonderful with our children, very relaxed whilst being extremely conscious of safety, and went out of his way to ensure that we had a well-balanced holiday that included sleeping in secluded bays, visiting charming fishing villages, eating in some wonderful tavernas and relaxing as a family. We would highly recommend Francesco for your Greek sailing adventure!

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