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Catamaran yacht sailing holidays & tours in the Ionian Islands

Catamaran yacht sailing holidays & tours in the Ionian Islands

Sail through the myth and beauty of Ionian Greece on board a comfortable catamaran. A unique experience with your loved one, friends friends or family, discover Zakynthos, Ithaca, Corfu, Lefkada and Kastos, Corfu, Lefkada, Kastos.

  • Sailing Holidays
  • Greece
  • Ionian Islands
  • Catamaran

FLEXIBLE CANCELLATION.

Stress-free booking: you can cancel up to 24 hours before departure!

  • 11 reviews
    confirmed

    Kefalonia and Zakynthos on luxurious and new fast catamaran, private bathroom - only 4 guests

    from 8 July - 7 nights
    Ionian Islands Greece
    2 people
    are onboard
    1.775€ Per person
  • 11 reviews
    confirmed

    Kefalonia and Ithaca on luxury new fast catamaran, private bathroom - only 4 guests

    from 15 July - 7 nights
    Ionian Islands Greece
    Join in on this experience!
    1.902€ Per person
  • 11 reviews
    confirmed

    Wonders of the Ionian on a new Luxury Fast Catamaran, private bathroom - 4 guests only

    from 29 July - 6 nights
    Ionian Islands Greece
    1 person interested
    in this holiday
    2.035€ Per person
  • 11 reviews
    confirmed

    Lefkas, Antipaxos and Paxos on a new luxury Fast Catamaran, private bathroom - 4 guests only

    from 5 August - 6 nights
    Ionian Islands Greece
    2 people
    are onboard
    2.035€ Per person
  • 99+ reviews
    confirmed

    Sun & Fun Rabble Flotilla - Ionian Greece

    from 5 August - 7 nights
    Ionian Islands Greece
    10 people interested
    in this holiday
    940€ Per person
  • 11 reviews
    confirmed

    Paxos, Corfu and Diapontie on luxury and new Fast Catamaran, private bathroom - 4 guests only

    from 11 August - 8 nights
    Ionian Islands Greece
    2 people
    are onboard
    2.706€ Per person
  • 99+ reviews
    confirmed

    Sun & Fun Rabble Flotilla - Ionian Greece

    from 12 August - 7 nights
    Ionian Islands Greece
    1 person
    is on board
    940€ Per person
  • 11 reviews
    confirmed

    Corfu, Paxos, Antipaxos and Lefkada on a new Luxury Fast Catamaran, private bathroom - 4 guests only

    from 26 August - 7 nights
    Ionian Islands Greece
    1 person interested
    in this holiday
    1.955€ Per person
  • 11 reviews
    confirmed

    Lefkada, Ithaca and Kefalonia on a new & Luxury Fast Catamaran, private bathroom - 4 guests only

    from 3 September - 7 nights
    Ionian Islands Greece
    Join in on this experience!
    1.902€ Per person
  • 11 reviews
    confirmed

    Kefalonia and Zakynthos on a new Luxury Fast Catamaran, private bathroom - 4 guests only

    from 10 September - 7 nights
    Ionian Islands Greece
    2 people
    are onboard
    1.860€ Per person

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Get onboard solo, with your family, or your friends

Reserve a single spot, a cabin, or a whole boat just for you and your friends or family.

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Introduce yourselves online, get to know each other onboard, and go home with a bunch of new friends.

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Sailing holidays that suit all budgets

Rumour has it that sailing holidays are only for the rich or well-connected. With Sailsquare, that's no longer true. Come and discover a world you never thought was accessible!

Reviews - Catamaran yacht sailing holidays & tours in the Ionian Islands

19 reviews
18 / 10
Aleksandra K.

Aleksandra K.

review about By catamaran in the heart of the Ionian Islands July 2021

10 / 10
Our week on Vincent's catamaran was great! Vincent is really good captain, with a lot of experience, you can learn a lot if you want - do things on the boat - or not, depends from you. He will explain everything (he also has a groups for sail training). Apart from this, he is a really interesting person with many great stories from his life, really easy going and with good recommendation always. Normally at night you can have a dinner in a restaurant, on your own or go with the captain and the rest of the crew, we always chose the second option, as dinner with them was great and the selection of the place perfect! Melanie, his partner, was helpful, and funny! You just have great time with her! And a lot of ice-creams :) The boat is comfortable, and they do not take more than 4 people although there is one cabin unocupied so the group is more comfortable. The area of Ionian Islands was above our expectations. Wonderful views, really beautiful places with clear water. I recommend it!!!
Luca P.

Luca P.

review about Ulysses' course, August 2020

10 / 10
Skipper and catamaran Top, equipped with every good of god... Sup, canoe, diving equipment etc ... Fabio in addition to an excellent preparation is very good at teaching a little sailing to those interested, it seems strange, but in Charter it is a rare thing. Recommended for those who want to spend a week of relaxation in the name of sea sailing and lots of nature. Do not forget the cute Jack, the delicious sailor dog, always looking to be pampered by everyone, the mascot of the boat!
Daniela A.

Daniela A.

review about Greece - The Summer Flotilla among the Ionian Islands week 3 August 2019

10 / 10
Truly bubbly holiday, with crazy travel companions, upwind sails with more than 20 knots of wind, white beaches, swimming in incredible bays, breathtaking sunsets and evenings of joy and fun Thanks to the group of tireless skippers who organized our stages perfectly, but even more for our skipper Samuele who proved to be very professional, nice and willing to satisfy our whims. Definitely see you next time.... Good wind to all
Gianluca B.

Gianluca B.

review about Catamaran between the islands of Ulysses August 2018

10 / 10
Highly recommended holiday fantastic experience, Giorgio and Connie are two wonderful people, their experience, hospitality and sympathy have allowed us to live a unique "sailing" that we suggest to everyone. A praise also to the rest of the participants with whom a beautiful friendship was born. Last but not least, a praise also to the Catamaran for the wide spaces and the environment that you breathe on board ...... and as stated on the first day by Giorgio, if you try it you do not abandon it anymore!!! See you soon
Marina L.

Marina L.

review about Sailing between Zakynthos, Kefalonia, Itaka and Lefkada, on a Lagoon 400 catamaran August 2018

6 / 10
A little extra pulse to enforce good manners on the boat would have been appreciated....
Laura Q.

Laura Q.

review about Slow Transfer by catamaran from Kefalonia Zakynthos through Itaka and Astakos July 2017

10 / 10
Beautiful holiday aboard Merlin the Wizard. The boat is very comfortable and spacious, spotless. Silvia and Giuliano are two very experienced and extremely professional skippers, with them you always feel safe. Deep connoisseurs of the navigation area, they take you to the most beautiful and less crowded beaches, as far as possible in July in the Ionian Sea... If you want and are interested, they enchant you with the stories of their adventures in exotic seas, perhaps in front of a glass of rum or a cold beer (depending on the time), in the large and cozy cockpit. . Silvia is an excellent cook and will cook the menus you prefer. I hope to have another holiday aboard Merlin the Wizard soon...
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