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Italy yacht sailing holidays & tours in September

Italy yacht sailing holidays & tours in September

  • Sailing Holidays
  • Italy
  • September

FLEXIBLE CANCELLATION.

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

  • 9 reviews
    confirmed
    whole boat only

    Costa Smeralda, Maddalena and southern Corsica with hostess

    from 29 August - 6 nights
    Northern Sardinia Italy
    Reserve this boat!
    (4 spots available)
    1.484€ Per person
  • 26 reviews
    confirmed

    A splendid day .... on Lake Garda - ALL INCLUSIVE

    from 29 August - One day
    Lake Garda Italy
    Join in on this experience!
    129€ Per person
  • 16 reviews

    Sailing excursion to the Aeolian Islands

    from 31 August - 3 nights
    Aeolian Islands Italy
    Join in on this experience!
    371€ Per person
  • 12 reviews

    Long weekend on the Island of Elba with friends - 2 boats

    from 31 August - 3 nights
    Tuscany Italy
    Join in on this experience!
    399€ Per person
  • 8 reviews

    Long weekend on the Island of Elba with friends - 2 boats

    from 31 August - 3 nights
    Tuscany Italy
    Join in on this experience!
    399€ Per person
  • 26 reviews
    confirmed

    Sun, sunsets over the lake, dinner and a starry sky - All Inclusive

    from 31 August - One day
    Lake Garda Italy
    Join in on this experience!
    139€ Per person
  • 4 discounted
    spots

    Weekend on a Sailing Boat - Tuscan Archipelago

    from 1 September - 2 nights
    Tuscany Italy
    Join in on this experience!
    462 416€ Per person
  • 45 reviews

    Free in the Wind!... perfumes and marvels in the Gulf of Trieste

    from 1 September - 2 nights
    Venice and the Gulf of Trieste Italy
    Join in on this experience!
    229€ Per person
  • 25 reviews

    FANTASTIC sailing to Ponza and Palmarola

    from 1 September - 2 nights
    Pontine Islands Italy
    1 person interested
    in this holiday
    308€ Per person
  • 9 reviews

    Weekend on Elba (3 days)

    from 1 September - 2 nights
    Tuscany Italy
    1 person interested
    in this holiday
    357€ Per person
  • 26 reviews
    confirmed

    The awakening of the lake - morning with aperitif

    from 1 September - One day
    Lake Garda Italy
    Join in on this experience!
    69€ Per person
  • 26 reviews
    confirmed

    Weekend on Lake Garda between Desenzano, Sirmione, Garda, Rabbit Island and Rocca di Manerba

    from 1 September - 2 nights
    Lake Garda Italy
    Join in on this experience!
    199€ Per person
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Top Destinations

  • Italy
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  • Aeolian Islands
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  • Northern Sardinia
  • Ionian Islands
  • France
  • Pontine Islands
  • Caribbean
  • Aegadian islands
  • Lake Garda
  • Liguria
  • Cyclades
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  • Dodecanese
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Top Travel Ideas

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  • Flotilla
  • Gulet and sailing ship
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  • Whole boat with skipper
  • All inclusive
  • Crewed
  • WWF Sailing Cruises
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