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Catamaran yacht sailing holidays & tours in Cuba

Catamaran yacht sailing holidays & tours in Cuba

Indulge in the relaxation of a catamaran cruise in Cuba; stretch out on the catamaran's nets or directly on the breathtaking beaches of Cayo Largo, Cayo Rosario and Cuba's famous bays as you discover the Caribbean's largest and most fascinating island.

  • Sailing Holidays
  • Caribbean
  • Cuba
  • Catamaran

FLEXIBLE CANCELLATION.

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

  • PREMIUM 16 reviews
    12 discounted
    spots

    CUBA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 4 November - 7 nights
    Cuba Caribbean
    Join in on this experience!
    1.465 1.392€ Per person
  • PREMIUM 16 reviews
    12 discounted
    spots

    CUBA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 11 November - 7 nights
    Cuba Caribbean
    Join in on this experience!
    1.590 1.511€ Per person
  • PREMIUM 16 reviews
    12 discounted
    spots

    CUBA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 18 November - 7 nights
    Cuba Caribbean
    Join in on this experience!
    1.590 1.511€ Per person
  • PREMIUM 16 reviews
    12 discounted
    spots

    CUBA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 25 November - 7 nights
    Cuba Caribbean
    Join in on this experience!
    1.590 1.511€ Per person
  • PREMIUM 16 reviews
    12 discounted
    spots

    CUBA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 2 December - 7 nights
    Cuba Caribbean
    Join in on this experience!
    1.590 1.511€ Per person
  • PREMIUM 16 reviews
    12 discounted
    spots

    CUBA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 9 December - 7 nights
    Cuba Caribbean
    Join in on this experience!
    1.590 1.511€ Per person
  • PREMIUM 16 reviews
    12 discounted
    spots

    CUBA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 16 December - 7 nights
    Cuba Caribbean
    Join in on this experience!
    1.590 1.511€ Per person
  • PREMIUM 16 reviews
    12 discounted
    spots

    CUBA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 23 December - 7 nights
    Cuba Caribbean
    Join in on this experience!
    2.195 2.085€ Per person

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Get onboard solo, with your family, or your friends

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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 Cuba

16 reviews
20 / 10
Silvia Q.

Silvia Q.

review about White week ... in flotilla in Cuba February 2019

10 / 10
What can I say? Another round another gift: to spend a fantastic week with Filo. For three years now I have been lucky enough to sail among the most beautiful seas that this world gives us, and the company, charisma, sympathy and competence of wire can only make everything extremely perfect!
Sara A.

Sara A.

review about Easter in Cuba from Cienfuegos to Cayo Largo March 2018

10 / 10
Riccardo is an excellent skipper and a talented Cook. We had a great week on the boat with our 3 kids. The boat is very spacious and comfortable. Highly recommended !!!
Alessandra G.

Alessandra G.

review about New Years Eve - catamaran cruise December 2017

10 / 10
Alessandro is a skipper of great experience but above all he is very kind, patient, reassuring, of great company. I hope to have the opportunity to sail with him again in the future
Alessandra G.

Alessandra G.

review about New Years Eve - catamaran cruise December 2017

10 / 10
Good organization. I was not in the crew with Michele, but with Alessandro, fantastic as a skipper: patient, reassuring, kind. Maybe too many hours of navigation but I realize that not being possible to sail at night in Cuba there is no are alternatives. Catamaran in good but not very good condition.
Roberto S.

Roberto S.

review about Catamaran cruise: Cayos, snorkeling and corals. January 2017

10 / 10
Tex is the classic sea wolf... polite and lonely... he never misses an opportunity to advise you and make you feel at ease... as well as a great navigation expert and 'really exquisite person to share a holiday. Lopez.
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