Yacht sailing holidays & skippered tours in the Aeolian Islands
A holiday in the Aeolian Islands: Vulcano, Lipari, Salina, Panarea, Stromboli, Alicudi, and Filicudi - seven volcanic islands to be discovered by sailboat. A unique experience in which you will navigate between craters, geysers, volcanic rock rivers.
7
experiences
5.0
Super!
Italy: Aeolian Islands
7 days - 7 nights
18 departures available
May - October
Starting from
€689
Per person
4.8
Super!
Italy: Aeolian Islands
7 days - 7 nights
24 departures available
May - October
Starting from
€600
Per person
5.0
Super!
Italy: Aeolian Islands
7 days - 7 nights
3 departures available
July
€1,000
Per person
4.1
Italy: Aeolian Islands
6 days - 7 nights
18 departures available
May - October
Starting from
€680
Per person
4.6
Italy: Aeolian Islands
7 days - 7 nights
8 departures available
July - August
Starting from
€910
€865
Per person - min 2 pax
5.0
Italy: Aeolian Islands
4 days - 4 nights
14 departures available
April - October
Starting from
€400
Per person
4.9
Italy: Aeolian Islands
7 days - 7 nights
One departure available
November
€650
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 - Yacht sailing holidays & skippered tours in the Aeolian Islands
2022 reviews
End of season weekend in the Aeolian Islands
11/3/2025
Collwyn Y.
-
Italy
End of season weekend in the Aeolian Islands
11/3/2025
Gaia R.
-
Italy
End of season weekend in the Aeolian Islands
11/3/2025
Edoardo T.
-
Italy
End of season weekend in the Aeolian Islands
11/3/2025
Francesco P.
-
Italy
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 & Support
Can't find the perfect holiday for you?
Tell us what you are looking for and let our team find the right solution for you!
Stromboli, Vulcano and Lipari are just some of the best destinations for a sailing or catamaran vacation in Sardinia.
Guide to the Aeolian Islands on a sailing boat
Tuscany, Sardinia, the Aeolian Islands and Liguria are just some of the most beautiful destinations for a sailing or catamaran holiday, let's discover them all!
Guide to Italy on a sailing boat
A perfect vacation for singles (and others) to experience sailing, meet new friends and multiply the fun.
Guide to the flotilla holidays
Set out alone and return enriched by an unparalleled baggage of freedom, new friendships and lasting bonds. It is on a sailboat that an adventure as a solo traveler turns into a unique sharing experience.
Guide to solo travellers sailing holidays
To leave with one's family and return home enriched by an unparalleled baggage of adventure, bonds and indelible memories.
What to know before you go sailing with your family?
Have you ever wondered if there is a vacation that is both the best for children and parents? The answer is yes, and it is indeed on a sailboat!
uide to sailing vacations with children
Aeolian Islands: the best travel ideas
Let's talk Sailsquare!
Secure payments
© 2025 Sailsquare Srl SB • All rights reserved - VAT IT07860990964
