header cover
logo

Log in

Overwhelmed by an Unusual Destiny ... In the Aeolian Flotilla!

Italy:

Aeolian Islands

Duration:

6 days - 7 nights

Max number of spots:

20

Available:

-

Boarding from:

Milazzo

What's included

Cancellation policy

avatar image

Organised by:

Andrea A.

Member since 2016 -

Organisation

Italian

English

Spanish

This experience, in a nutshell

NEW PLACES AVAILABLE ON CHRISTIAN D.'S BOAT THAT WILL GO INTO A FLOTTLE WITH US. Click here to book on your Bavaria 44.

SPECIAL PAYMENT METHOD

This holiday has a special payment method: reserve your seat immediately by paying an advance, and pay the second part in May!
If you make a booking request WITHIN FRIDAY 19/04 you can pay a deposit of € 350 and pay the remaining amount WITHIN FRIDAY 31/05 . You can find more information on the conditions in the "Other useful information" section . To book with a deposit, contact our Customer Care on 02 9475 2565 or send an email to support@sailsquare.com .



Let yourself be carried away by an unusual holiday!
Boarding in Milazzo to proceed then to Panarea, Stromboli, Salina, Filicudi, Vulcano and end in beauty for a breathtaking Friday in Lipari.
Parties, aperitifs and special foods are just some of the ingredients. You will be pampered by your Skippers in everything: what to do, where to go and some hints about the history of these wonderful Islands, the magic of the Volcanoes in the blue sea of August!

IMPORTANT:
The price for the cabins with SHARED BATHROOM is € 683 for a total of 12 seats between both boats.
The price for PRIVATE BATHROOM cabins is € 788 for a total of 8 seats between both boats.
Contact me with the "Contact the Skipper" button to the side to learn about the crew's disposition and ask me for a Personalized Offer .


In Flotilla is better!

On this page you will find my crew and that of Luigi C. , here are the others:
- Crew of Gianluca C.
- Crew of Umberto F.
- Crew of Andrea Maria L.

No Departures available

experience image 0experience image 1
experience image 2
experience image 3

7+

Show all

Boat & Classes of Service

Beneteau Cyclades 50.5 - 2006

Type

Sailboat

Length

15.6 m.

Toilets

4

Cabins

6

boat image 0boat image 1
boat image 2
boat image 3

10+

Show all

Our itinerary

Our trip starts here:

Milazzo.

Check-in: 6:00 PM

Our trip ends here:

Milazzo.

Check-out: 8:00 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

€50 - €150 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

avatar image

Organised by:

Andrea A.

Member since 2016 -

Organisation

Italian

English

Spanish

4.7/5

out of

58

reviews

Skipper

Boat

Destination

Sail to the Aeolian Islands with an experienced crew on a catamaran!

09/6/2026

Lorenzo A.

-

IT

Strongly negative experience and holiday compromised by questionable management to say the least. Our experience was ruined mainly by the management of skipper Andrea and, more generally, by a series of inefficiencies that we consider unacceptable. On the day of boarding, scheduled at 18:00, at 17:55 we were still on the platform without Andrea having shown up. Only a few minutes after boarding we received a phone call in which we were informed that, together with another couple, we had been transferred to a sailboat with another skipper. It was, in fact, a downgrade compared to the catamaran that had been assigned to us, on which we were supposed to live the experience with skipper and co-skipper. The reason we were given was that of "overbooking". A paradoxical situation, considering that Andrea would have directly accepted further personal bookings, thus coming to no longer have room for people who had been regularly assigned to his crew through Sailsquare. The thing that we consider even more serious is that there are conversations, WhatsApp messages, communications via e-mail and via Sailsquare in which Andrea expressly confirms our presence on board, mine and my girlfriend's. It was therefore not an improvised last-minute assignment: our presence on the catamaran had been agreed and confirmed. Our story had already begun with a change of skipper. Initially we were assigned to Emanuele, Andrea's son, who canceled the tour about six days before departure due to problems with the boat. A situation that can certainly happen and that, taken individually, we would have understood. The problem is that we had already organized and paid for four flights and a three-day stay in Stromboli, just for the Sailsquare tour. We had therefore already incurred important expenses and organized our entire holiday, trusting in the alternative that had been proposed to us. To meet the discomfort, Sailsquare had assigned us to Andrea with a catamaran upgrade, together with another couple. The assignment had been regularly accepted and confirmed by Andrea himself through the various communication channels. For this reason, in our opinion, talking about "overbooking" later is not an acceptable justification. In the end we were transferred to a third boat, a sailboat that was filled on the day of embarkation until we reached about 10 people. On board we also met another guy who, like us, had initially been assigned to Emanuele and who confirmed to us that he had experienced the same situation. What made the experience even more unpleasant was the subsequent behavior. The new skipper, Matteo, has repeatedly expressed his problem with the non-payment of fees for the additional people he had embarked. We were asked to urge Sailsquare to resolve the economic situation as soon as possible, despite the fact that we had regularly paid Sailsquare for our trip. The situation has reached the point that we have also been offered the possibility of having to disembark in the middle of the week if the payment was not resolved. Although this eventuality fortunately did not occur, we consider it absurd that a customer who has regularly paid should spend his holiday with the doubt of being able to be disembarked due to administrative problems between the platform, skipper and boat. Andrea's behavior, which we perceived as arrogant, insolent and totally unprofessional, was for us the most serious point of the story. We do not dispute the fact that unforeseen events or changes of plans may occur: we dispute the way they were handled, just a few minutes before boarding and without any real choice. Behind a holiday of this type there are months of work, money, organization and expectations. You work all year round to be able to go on vacation, and being on the quay five minutes before boarding without knowing what would happen is a situation that should never be experienced by a customer. We believe that there have been serious shortcomings of organization, communication and professionalism, both in the management by Sailsquare and in the behavior of the skipper Andrea. A holiday can be changed due to an unforeseen event. What should never change is respect for customers.

Sail to the Aeolian Islands with an experienced crew on a catamaran!

09/5/2026

serena s.

-

IT

One of the most beautiful charter cruises ever done! Enchanting Aeolian Islands. Catamaran [hidden] very welcoming, fantastic skippers and great food on board. Nothing was missing. I would leave with them tomorrow ... Highly recommended
avatar image

Sail to the Aeolian Islands with an experienced crew on a catamaran!

08/3/2026

Roberta D.

-

IT

One of the most beautiful cruises ever done! The skipper Andrea (together with the stewart Daniele) have really thought of the cruise in the best way to make us enjoy the Aeolian Islands. We toured the most beautiful coves, enjoyed fabulous meals (created with a moving attention to the quality of raw materials) on a very comfortable cat and real attention to the wishes of the guests. In short, I would leave tomorrow (but also in an hour)! Highly recommended!
avatar image

Sail to the Aeolian Islands with an experienced crew on a catamaran!

07/22/2026

Stella Z.

-

IT

A heartfelt thank you to Emanuele and Daniele for making this holiday in the Aeolian Islands truly unforgettable. The islands are wonderful, but they made the difference: always available, smiling and attentive to every detail. Emanuele, a trained and professional skipper, guided us in total safety through spectacular bays and coves, while Daniele, with his friendliness and availability, created a relaxed and welcoming atmosphere from the first day. The catamaran is spacious, extremely comfortable and impeccable in every respect: cleanliness and order have been a pleasant constant throughout the week. A positive note goes to the cuisine: aperitifs, lunches and dinners are always excellent, with a lot of care and attention. In addition to the breathtaking views of the Aeolian Islands, we will take with us the memory of a week lived between sea, relaxation, laughter and new friendships. An experience that we cannot fail to recommend!

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

© 2025 Sailsquare Srl SB • All rights reserved - VAT IT07860990964