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Flotilla Different: Party and new friends in the Aeolian Islands

Next Departure:

August 3, 2024


Aeolian Islands


7 days - 7 nights

Max number of passengers:

76 people



Suitable for travellers:

23 - 51 years

Boarding from:


What's included

Cancellation policy

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Organised by:

Different Sailing

Member since 2016 -




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121 travellers have booked this experience

This experience, in a nutshell

- Departure 03/08 on the CATAMARAN LAST WOMAN PLACE available
- Departure 10/08 on SAILBOAT 6 PLACE WOMEN available

If you are thinking about your next trip, let yourself be tempted by our proposals to visit the Aeolian Islands on a sailing boat and get ready for our offers!

More and more people choose to spend a sailing holiday with us and the reason is simple: unique sunsets , starry skies, unexpected colors , new scents .

A sailing holiday is all this and much more. Visiting the Aeolian Islands by sail is an unforgettable experience, the perfect way to switch off and enjoy the sea!

The age range is about 23-45 years old , we will also try to make the crew as uniform as possible according to the age and trying to create a mixed group. Over the years, this has always allowed us to see the birth of wonderful friendships and has made all participants spend unforgettable moments!


If you like the idea of spending a week in the company of new friends, sailing through the wonderful waters of the Aeolian Islands, then our holiday is for you. You will live on board a sailboat that will become your home for a week, from which you can dive into the beautiful waters of the Grotta del Cavallo or Panarea and you will be able to admire breathtaking sunsets against the backdrop of Stromboli, all between aperitifs, music, fun and relaxation.


We will embark on Saturday afternoon from Marina di Portorosa and start our holiday with an initial dinner all together to get to know each other. On Sunday we will leave at dawn and our first stop will be Vulcano, where we will let ourselves go to relax between dives and aperitifs and dinners. In the following days we will pass through the island of Salina, Panarea, Lipari with their beautiful beaches; we will then admire the majesty of Stromboli which will be the backdrop to our sunsets . We will end the week with a fantastic closing party and return to Marina di Portorosa by 8:00 am. 


Those who participate in our flotilla holidays in the Aeolian Islands love the sea, fun and life on a sailing boat.
Our itinerary, organized and common to all boats, includes moments in which we will swim in the most beautiful bays of the Aeolian Islands and discover hidden places that can only be reached by sea and moments of fun on the boat and on land (aperitifs, dinners, parties, excursions).
In addition, life on board involves everyone working together, taking care of their own spaces and keeping the equipment tidy.


Different Sailing's holiday in the Aeolian Islands on a sailing boat will allow you to make new friends and live a wonderful experience of sailing, relaxation and fun. We will be able to share beautiful fun and adventurous experiences all together.

Starting from


7 days - 7 nights

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Classes of Service

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Barche a vela recenti e ampie. Lunghezza 14-15 metri. Cabine 4-5. Bagni 2-3. Modelli: Oceanis, Sun Odyssey.

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Model Lagoon 380/400 S2. 4 cabins, 4 toilets. Length 15-16mt.

Our itinerary

Our trip starts here:


Check-in: 2:00 PM

Our trip ends here:


Check-out: 7:00 AM

Leg 1

Sabato - Marina di Portorosa

In the afternoon embarkation from Marina di Portorosa organization for the galley, accommodation on board, dinner all together and initial party to get to know each other

Leg 2

Sunday - Vulcano

We will leave early in the morning to arrive in the morning in Vulcano, where we will take a nice dip in the wonderful cave of the Cavallo and have lunch all together, if possible as a package. In the afternoon we will sail to 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.

Leg 3

Monday - Stromboli

Departure for Pollara, also on the island of Salina, swimming and lunch in Lingua where it will be possible to eat Alfredo's typical cunzato bread. In the afternoon sailing on Stromboli, swimming all together in relaxation and dinner on the boat. Departure at night to sail under the sciara del fuoco where, with a bit of luck, it will be possible to admire the eruptions of the Volcano. Evening all together on land and night at anchor in Stromboli.

Leg 4

Tuesday - Panarea

Quick swim in Strombolicchio, morning of swimming between Basiluzzo and Lisca Bianca. Mooring at the buoy in Panarea and fantastic aperitif at Raja all together, dinner on the island and then evening with the whole flotilla. Night at anchor at the buoy in Panarea.

Leg 5

Wednesday - Lipari

We will sail from Panarea to Lipari, with baths at anchor in the blue and crystal clear water of the Pumice Quarries. Sunset at sea and mooring in the port, dinner and evening in Lipari.

Leg 6

Thursday - Faraglioni of Lipari

We will go to the Faraglioni of Lipari, beautiful baths and excursions with the tender in beautiful coves. In the evening, if possible, night at anchor in Vulcano, dinner and evening package. 

Leg 7

Friday - Cala Gelso

Navigation to take a nice dip at the wonderful Cala Gelso, a lunch all together and leave around 14:30 for the Marina di Portorosa with return around 18:00. Evening on land and closing party of the holiday.

Leg 8

Saturday - Marina di Portorosa

Disembarkation by 8:00 a.m.

Frequent questions

The organiser reviews

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Organised by:

Different Sailing

Member since 2016 -





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Flotilla Different: Party and new friends on the Aeolian Islands


Alessandra P.



Roberto super esperto di mare! Divertente e giovanile, Ivano ci skipper assolutamente preparato e disponibile
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Flotilla Different: Party and new friends on the Aeolian Islands


cristina c.



Il mio voto è 10 ! Bruno e Roberto sono stati eccezionali , attenti ad ogni esigenza , simpatici e accoglienti . Mi hanno fatto sentire a casa e mi hanno regalato una vacanza indimenticabile!! Grazie di cuore ad entrambi .
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Flotilla Different: Party and new friends on the Aeolian Islands


sara d.



Vacanza molto divertente, compagnia fantastica. Tutto organizzato bene. Unica nota negativa i costi extra riportati sul sito sono molto diversi da quelli sostenuti durante la vacanza, credo servirebbe più trasparenza in modo da potersi organizzare.
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Flotilla Different: Party and new friends on the Aeolian Islands


Elisabetta Z.



Vacanza straordinaria, al di là delle migliori aspettative!Barca favolosa, compagni di viaggio stellari, Marco skipper e Vincenzo coskipper unici!! L'organizzazione di Simone è stata ottima, considerato il numero di barche, di gente da gestire e di posti da vedere.. si è fatta festa tutti i giorni..a terra e a bordo!A prestissimo!!!!

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