
Different Flotilla: Party and new friends in the Aeolian Islands
Italy:
Aeolian Islands
Duration:
7 days - 7 nights
Max number of passengers:
68 people
Available:
August
Suitable for travellers:
Boarding from:
Furnari
What's included
Cancellation policy

Organised by:
Different Sailing
Member since 2016 -
Organisation
Italian
English
This experience, in a nutshell
If you are thinking about your next trip, let yourself be tempted by our proposals for visiting 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 sailing is an unforgettable experience, the perfect way to unplug and enjoy the sea!
The age range is about 23-45 years , we will also try to make the crew as uniform as possible according to 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!
FUN, RELAXATION, FRIENDS AND... SAILING!
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 aboard 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 admire breathtaking sunsets against the backdrop of Stromboli, all between aperitifs, music, fun and relaxation.
A FEW PREVIEWS...
We will embark on Saturday afternoon from Marina di Portorosa and we will 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 relaxation 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 we will return by 8:00 am to Marina di Portorosa.
A "DIFFERENT" PHILOSOPHY
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 roadsteads 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's collaboration, taking care of one's own spaces and maintaining the order of the equipment.
IS THE FLOTILLA DIFFERENT RIGHT FOR ME?
Different Sailing's holiday in the Aeolian Islands on a sailboat will allow you to make new friends and live a wonderful experience of sailing, relaxation and fun. We will all be able to share beautiful fun and adventurous experiences together.
Starting from
€899
€799
Per person
What's included
Cancellation policy
Starting from
€799
7 days - 7 nights

24+
Show all
Classes of Service
ECONOMY Line - Barca a vela
The Cyclades 50.5 is a sailboat of about 15.5 meters designed by Bénéteau to offer comfort and ease of navigation. With 5 cabins and 3 bathrooms, it accommodates up to 10 people in large and bright spaces, ideal for groups or families. The large cockpit with double wheelhouse, the well-organized deck and the cozy interior make sailing pleasant and relaxed. Perfect for flotilla cruises or holidays in total comfort, it combines practicality and conviviality on board.
PRESTIGE Line - Sailboat
Models: Oceanis 51.1 (2018), Oceanis 46.1 (2019), Sun Odyssey 519 (2019), Bavaria 46 (2020)
Layout: 5 cabins-3 bathrooms OR 4 cabins-2 bathrooms. There is always 1 bathroom for every 2-3 people (including the staff)!
CATAMARAN Line
Models: Lagoon 400 S2 (2017) and Lagoon 40 (2020).
Layout: 4 Cabins and 4 Bathrooms.
PLEASE NOTE: The bathrooms are not for the exclusive use of cabin guests as they will also be used by the staff. Max 3 people each bathroom.
Our itinerary
Our trip starts here:
Furnari.
Check-in: 2:00 PM
Our trip ends here:
Furnari.
Check-out: 7:00 AM
What's included in the price
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
€200 - €300 Per person
Food and drink purchased all together on your arrival. The fee per person depends on the expense that each boat group makes.
Galley
Food for the skipper
Mooring fees
Fuel (boat/tender)
Starter Pack
€150 Per person
It depends on the type of boat: Sailboat 150€, Catamaran 190€. Includes the amount of the deposit reduction.
Final cleaning
Tender and outboard
Bedding kit
Towels kit
Association/Membership card
Embarkation and disembarkation mooring fees
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
Frequent questions
The organiser reviews

Organised by:
Different Sailing
Member since 2016 -
Organisation
Italian
English
4.6/5
out of
263
reviews
Skipper
Boat
Destination
Different Flotilla: Party and new friends in the Aeolian Islands
09/11/2025
Eleonora N.
-
United Kingdom
Different Flotilla: Party and new friends in the Aeolian Islands
09/1/2025
Stefania S.
-
Italy
Different Flotilla: Party and new friends in the Aeolian Islands
09/1/2025
laura d.
-
Italy
Different Flotilla: Party and new friends in the Aeolian Islands
08/31/2025
Stefano F.
-
Italy
Other trips that may interest you
Let's talk Sailsquare!



Secure payments



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