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Italy yacht sailing holidays & tours in May

Italy yacht sailing holidays & tours in May

  • Sailing Holidays
  • Italy
  • May

FLEXIBLE CANCELLATION.

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

  • confirmed

    Pontine Islands - May 1st bridge on a sailing boat

    from 28 April - 3 nights
    Pontine Islands Italy
    7 people
    are onboard
    435€ Per person
  • confirmed

    Fabulous weekends in the Egadi Islands sailing on a 16-metre super-comfort boat with private bathroom

    from 28 April - 3 nights
    Aegadian islands Italy
    Join in on this experience!
    412€ Per person
  • 3 reviews
    confirmed

    Ponza in bloom

    from 28 April - 3 nights
    Pontine Islands Italy
    1 person interested
    in this holiday
    310€ Per person
  • 4 reviews

    Long weekend to discover the island of Capraia

    from 28 April - 3 nights
    Tuscany Italy
    1 person
    is on board
    424€ Per person
  • 4 reviews

    Chioggia - Venice

    from 28 April - 2 nights
    Venice and the Gulf of Trieste Italy
    1 person interested
    in this holiday
    159€ Per person
  • 3 reviews

    Sailing to Elba for May 1st

    from 28 April - 3 nights
    Tuscany Italy
    Join in on this experience!
    294€ Per person
  • 28 reviews
    confirmed

    May 1st three days on a cruise from Genoa-San Fruttuoso-5 Terre-PortoVenere and return

    from 28 April - 3 nights
    Liguria Italy
    2 people
    are onboard
    380€ Per person
  • 4 reviews
    almost
    confirmed

    Aeolian Islands on a sailing boat - 1st May

    from 28 April - 3 nights
    Aeolian Islands Italy
    Join in on this experience!
    350€ Per person
  • 6 reviews
    confirmed

    Long weekend of May 1st - Sail with us 2 boats on the Island of Elba

    from 28 April - 3 nights
    Tuscany Italy
    2 people interested
    in this holiday
    371€ Per person
  • 43 reviews
    confirmed

    FANTASTIC BRIDGE ON MAY 1st

    from 28 April - 3 nights
    Tuscany Italy
    Join in on this experience!
    494€ Per person
  • 22 reviews
    confirmed

    Get pampered by the magic of the sail and the beauty of the Aeolian islands

    from 28 April - 3 nights
    Aeolian Islands Italy
    3 people
    are onboard
    477€ Per person
  • 24 reviews
    4 discounted
    spots

    Weekend of relaxation and fun 28 - 30 April 2022

    from 28 April - 2 nights
    Liguria Italy
    2 people interested
    in this holiday
    292 270€ Per person
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Top Destinations

  • Italy
  • Greece
  • Aeolian Islands
  • Tuscany
  • Northern Sardinia
  • Ionian Islands
  • France
  • Pontine Islands
  • Caribbean
  • Aegadian islands
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  • Liguria
  • Cyclades
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  • Dodecanese
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  • Saronic Islands and Athens area
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Top Travel Ideas

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  • Monohull
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  • All inclusive
  • Crewed
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