Flotilla of 3 Boats to the Aeolian Islands: young and experienced skipper, fun guaranteed :)
Italy:
Aeolian Islands
Duration:
7 days - 7 nights
Max number of spots:
28
Available:
-
Boarding from:
Furnari, ME, Italia
What's included
Cancellation policy
Organised by:
Different Sailing
Member since 2016 -
Organisation
Italian
English
This experience, in a nutshell
SUPER LAST MINUTE WEEKEND: LAST DISCOUNTS AVAILABLE
A fantastic week in the Flottiglia to the Aeolian Islands to discover the beauty of this archipelago and live an unforgettable experience.It is the ideal holiday for those who like to relax on a sailboat, snorkel, visit characteristic villages and make new friends .
During the day we will sail in search of the most beautiful bays where to bathe and have lunch at anchor, from late afternoon until evening, we go ashore for aperitifs, dinners based on local specialties (in the restaurant but also in the many " street food "fashionistas and appetizing that abound in the islands", or you stay in the harbor to enjoy a dinner on the boat under the stars.
In the evening, then, party in company! It will be great to get to know each other and share this experience in a very fascinating and rich local context, from the clear waters of the Pumice Quarries, to the dark and volcanic rocks that characterize these lands ... and if we are lucky we can also admire the Sciara del Fuoco of Stromboli!
Those who participate in this holiday must be an open and collaborative person: on the boat everyone gives a helping hand to cooking, cleaning the common areas, making the galley and keeping the boat in order, which this week will be our "home".
Program in principle:
Saturday: in the afternoon boarding from Marina di Portorosa, organization for the galley, accommodation on board, dinner all together to meet us
Sunday: early morning departure to Vulcano in the morning, to take a nice dip in the wonderful Grotta del Cavallo, a lunch together. In the afternoon we will sail towards Salina where we will moor to spend the night. We will go ashore in Santa Marina to have a nice aperitif all together and then spend the evening on the island.
Monday: departure to Pollara, always on the Island of Salina, baths and lunch at Lingua where it will be possible to eat the typical "cunzato" bread of Alfredo. In the afternoon sail on Stromboli, dinner all together at the suggestive observatory where, with a little luck, it will be possible to admire the eruptions of the Volcano. Evening all together and night at anchor in Stromboli.
Tuesday: rapid swim in Strombolicchio, morning of baths between Basiluzzo and Lisca Bianca. Mooring at the Panarea buoy and fantastic aperitif at the Raja all together, dinner on the island and then evening with the whole flotilla. Night at anchor in the Panarea buoy.
Wednesday: sailing from Panarea to Lipari, with baths in the bay in the crystal clear blue water of the Pumice Quarries. Mooring in the port, dinner and evening in Lipari.
Thursday: departure and sailing to Filicudi, splendid baths at Canna (the most beautiful place on the island) and mooring at the buoy to spend the night. We will go to earth to make a nice aperitif all together and spend the evening on the island.
Friday: sailing to Vulcano to take a dip in the marvelous Cala Gelso, a lunch all together and leave around 2.30 pm for the Portorosa Marina with return at 6.00 pm. Evening on the ground and holiday closing party.
Saturday: disembarkation by 9 am
Find out what it's like to take a cruise on a sailing boat with me watching this video!
10+
Show all
Our itinerary
Our trip starts here:
Furnari, ME, Italia.
Check-in: 5:00 PM
Our trip ends here:
Furnari, ME, Italia.
Check-out: 7:00 AM
What's included in the price
Boat equipment and facilities
Final cleaning
Onboard staff
Skipper
What you'll have to pay during the experience
Below are the additional expenses you will incur during the experience.
Common Fund
€150 - €200 Per person
Galley
Mooring fees
Fuel (boat/tender)
What's NOT included in the price
Below are the services that are not included in the price of the experience, including any available optional services that you may pay directly to the organiser (we advise you to inform the organiser prior to departure in case you wish to purchase such services and arrange the payment terms directly with him).
Excluded
Meals/drinks consumed ashore
Flights or Transfers from/to the destination
The organiser reviews
Organised by:
Different Sailing
Member since 2016 -
Organisation
Italian
English
4.5/5
out of
371
reviews
Skipper
Boat
Destination
Different flotilla in Ionian Greece: nature, new friends and fun
09/29/2026
Sandro S.
-
IT
Even if the holiday had been wonderful I had already decided that I would not have given more than 3/5 for the organizational system of different sailing is among the worst I have seen, and evidently I don't want to make a good impression to have a subsequent discounted holiday
The many years of experience of the company of which he boasts, did not make him understand until 3 days before departure that the "rules on boat approvals are more stringent IN GREECE" (as if they had never done it before) having to add an extra boat and divide the crews again by further reducing the groups and redoing the chats of the boats already created with enormous delay. And above all, from this point of view, there was no chat with the whole group of 40 people where everyone could write and get to know each other, but only one for each boat, which from 4 became 5, therefore with fewer people with whom to communicate in a group (they also say they have always done so). The chat can also be used to organize trips IN COMPANY for those who make the same flight/ship/taxi/car and DIVIDE THE EXPENSES.
On the contrary, we all arrived as strangers individually, even for those who took the same vehicle and came from the same area. In fact, I made a 20-hour ferry trip discovering at the time of descent that there was another member of the group on the same ship.
In addition to the skipper who lives at the expense of the crew (but so I was told that it must be) the co-skipper in the same condition has also been added (fortunately nice), and therefore already at the start there is to add almost what was paid for the boat to have equipment that should already be included, and then to maintain 2 more people. Like all boat holidays you see a price to join but then you have to add almost as much to have a place to sleep, towels, sheets, cleaning, lifesaving tools, etc. Just imagine going to a 5-star hotel and paying extra to have a bed, a bathroom, sheets, towels, cleaning.
At the time of booking I called and expressly asked the organizer to avoid the occurrence of situations that punctually happened, as if I had never said anything before, so it was totally useless
Flotilla Different: Party and new friends in the Aeolian Islands - SAILOR CABIN ONLY
09/9/2026
Giovanna G.
-
IT
I must say that everything went very well! First experience in the flotilla and it was super! I recommend to all those who want to have a fun-filled holiday!
Flotilla Different: Party and new friends in the Aeolian Islands - SAILOR CABIN ONLY
09/3/2026
Francesca L.
-
IT
Overall, I liked the experience, but I would have preferred more attention and care in the organization of travel, group moments and, above all, moments dedicated to the sea. Unfortunately, due to some organizational shortcomings on the part of the Different Sailing staff, I feel that it was not possible to fully enjoy the experience.
The boat was also delivered to us late and in less than optimal condition: it was not particularly clean and in the following days we had to take care of the cleaning ourselves.
As for the holiday itself, however, it was a lot of fun, especially thanks to our crew, made up of wonderful people who helped make the experience much better. However, it should also be noted that, initially, a maximum of 10 people per boat was expected, while in the end we found ourselves in 13, without having been adequately informed of the change. In my opinion, 13 people were a bit too many for the available space and this inevitably affected the comfort on board.
Ultimately, I can't say that the experience was totally negative, because the group and the people I met made the holiday enjoyable. However, considering the organizational aspects and the condition of the boat, we will probably choose another company rather than Different Sailing in the future.
Different flotilla in Ionian Greece: nature, new friends and fun
09/1/2026
Davide D.
-
IT
Overall nice experience, but mainly due to the people who participated and the beauty of the places visited. From a human point of view, my skipper and co-skipper are two wonderful and super pleasant people.
The organization should be reviewed on some things and there is certainly room for improvement:
- in 7 days practically no boat has almost never sailed (I can understand that the wind cannot be controlled, but even when there is sufficient minimum it has not even opened the sails a little just enough to let the crew enjoy the experience, but the impression of many was that there was no desire to unfurl the sails because it was more convenient to travel by motor);
- lack of clarity on the program to follow (very often improvised);
- confusion about the galley (practically all the boats received an expense that did not fully correspond to the agreed list. If it had been the crew's task to verify, we were not told, perhaps we could have at least pointed out to pay attention since many were at their first experience);
- insufficient moments of celebration and socialization (few times we packed with the boats, most of the time they were all "mismatched" and even when the music was played, maybe just 2 evenings, it was turned off quite early. Many of us did not feel the typical spirit of the flotilla);
- selection of the crew (some elements proved to be disturbing even before the start, already when booking the holiday, and it was the common idea of many crew members that these elements should not have had the opportunity to participate);
- little involvement from the skippers and co-skippers (there was no initial presentation of the various components and between the various crews, which normally happens in other holidays of the same type, but even throughout the holiday it was noticed that they were doing a lot of their business;
- inadequate explanation of the main safety rules (we have been extensively explained how to use the toilet, how to arrange personal and galley things, but not what to do or not to do on the boat for our safety and that of others).
Other trips that may interest you
Let's talk Sailsquare!
Follow us on
Secure payments
© 2025 Sailsquare Srl SB • All rights reserved - VAT IT07860990964