Sailboat yacht sailing holidays & tours in Aeolian Islands
Discover more than 48 opportunities to get on board a Sailboat adventure in Aeolian Islands. A unique experience with a local skipper, starting at €350 a week.
48
experiences
48
experiences
4.9
Super!
Italy: Aeolian Islands
7 days - 7 nights
8 departures available
July - October
Starting from
€751
Per person
5.0
Super!
Italy: Aeolian Islands
7 days - 7 nights
2 departures available
July - August
Starting from
€935
€748
Per person
4.9
Super!
Italy: Aeolian Islands
7 days - 7 nights
8 departures available
September - November
Starting from
€530
€477
Per person
5.0
Super!
Italy: Aeolian Islands
7 days - 7 nights
6 departures available
August - September
Starting from
€689
Per person
4.8
Italy: Aeolian Islands
6 days - 7 nights
11 departures available
July - October
Starting from
€530
€504
Per person
5.0
Italy: Aeolian Islands
7 days - 7 nights
3 departures available
August - November
Starting from
€650
€585
Per person
4.8
Italy: Aeolian Islands
5 days - 4 nights
7 departures available
August - October
€590
Per person
4.8
Italy: Aeolian Islands
7 days - 7 nights
3 departures available
August - September
Starting from
€640
Per person
4.8
Super!
Italy: Aeolian Islands
7 days - 7 nights
3 departures available
July - August
Starting from
€910
€819
Per person - min 2 pax
4.9
Italy: Aeolian Islands
6 days - 7 nights
3 departures available
July - August
Starting from
€700
€500
Per person
4.8
Super!
Italy: Aeolian Islands
7 days - 7 nights
3 departures available
July - September
Starting from
€745
€671
Per person
5.0
Super!
Italy: Aeolian Islands
5 days - 6 nights
One departure available
August
€1,430
€1,287
Per person
Why book a holiday with Sailsquare?
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
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 more about the skipper and travellers who have already booked the holiday, to find out more about the
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 - Sailboat yacht sailing holidays & tours in Aeolian Islands
1591 reviews
Between seas and volcanoes, fall in love with the Aeolian Islands
07/8/2025
Marco C.
-
Italy
We circumnavigate the Aeolian Islands starting from Vulcano
07/8/2025
Federica R.
-
Italy
Aeolian Islands: between sea and authentic flavours
07/7/2025
Achille V.
-
Italy
Aeolian Islands: sun, sport, music, good food... The rest is magic!
07/7/2025
Elisa S.
-
Spain
Customer Support
Do you need support on using the platform or for an online payment? Do you need information or is there something you don't understand? For (almost) any question, we got an answer!
Call us at
+44 2035144220Read our
Contact & SupportLet's talk Sailsquare!
Secure payments
© 2025 Sailsquare Srl SB • All rights reserved - VAT IT07860990964