Flotilla yacht sailing holidays & tours in the Aeolian Islands
Discover the magic of sailing holidays in the Aeolian Islands! Get
onboard with a local skipper and live a unique adventure with your
crew: learn to sail, explore incredible places, recharge your
batteries and experience the local culture & gastronomy.
25,000+ happy travellers, and 10,000+ holidays in 110 destinations worldwide.
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Sailing holidays that suit all budgets
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Reviews - Flotilla yacht sailing holidays & tours in the Aeolian Islands
My week on a sailing boat in the Aeolian Islands was crazy. I traveled in a flotilla with three captains, Alessio, Lorenzo and Antonello, completely exceptional, attentive, strict, patient and welcoming. As for Alessio, well, you should know him! He tells you improbable stories and never avoids exposing/imposing his outlook on life. His visceral voice pierces your meninges but you can't stop being in a good mood in his presence. He is the captain of all captains and traveling with him was just fabulous; I couldn't imagine going to sea with anyone else. I loved everything about that week and if I close my eyes I can still see myself there, sitting at the stern watching the sun set the horizon line on fire.
Excellent organization both for careful choice of boats, and for care and selection of participants. Marianna is a sailing instructor with a lot of passion for the sea, the same that she puts for all her secretarial work. It is a pleasure to both work with her and to have her crews.... Rely on her and safely you will make an unforgettable experience in total safety and in the hands of experienced people and with many miles of navigation behind them. Thank you Mary of all and honored to be of yours for more than fifteen years.
A week in the Aeolian Islands with Ferdinando and Cabin Charter. Thanks to him we were able to appreciate these beautiful islands. A fabulous skipper and crew.
Highly recommended!
Daniele has all the qualities you can ask of a skipper. Attentive to the safety and needs of his crew, he loves to sail and teach. It's brilliant and fun. A pleasure to be on the boat with him and once on land you can not be friends
Girvano is not simply a great skipper; Girvano is a master of navigation, windsurfing, sup, cooking and.... of life! Thanks to his skilful guide I had my fill of new experiences and spent a fun and super exciting week!
Professional and very competent skipper. Great travel companion and with the ability to make a group. He cares about his crew and wants him to be well. We collaborated in the maneuvers and explained in detail the tricks of the trade. A guarantee!!!
Thank you Antonio for your skills and for everything!!! I hope to be able to sail with you again!! Thanks also to Irma for the wonderful collaboration!
Good wind!
Angelo welcomed us on his Lulù impeccably. 5 star cook and 10 star skipper.
His lectures on the rudiments of sailing proved to be very useful during navigation. Tips on where to eat on the ground, a real treat. Thank you for this wonderful experience! See you soon to Angelo, Valeria and Lulù.
Francesco is an excellent skipper, he transmits security and tranquility. Attentive to the needs of everyone, he managed to manage differences and needs by creating a crew (team as he says) participatory and serene! his passion for sailing and for the sea indisputable, really a beautiful energy! Attentive and scrupulous, but fun and "light". We visited a lot of places, sailed, partyed, and experienced the sea as I like it, from the inside, letting myself be carried away by the waves and listening to his voice! Thank you captain ... good wind and to the next trip !
Perfect holiday, unparalleled skipper: Attentive, prepared, helpful and very nice I could not have asked for better. Flanked by Flo of the staff they formed a unique team. A fantastic group then did the rest, unforgettable holiday, to be repeated.
Unforgettable holiday thanks above all to the Captain, very prepared and attentive ... perfectly able to drive boat and holiday in wonderful places that he knows very well ... nice and sociable, always willing to follow his crew!!!
Thank you for making a wonderful holiday possible and helping us to blend our group so well!
For me it was the most beautiful holiday among those spent with sailsquare and I emphasize your great professionalism, always carried out with an exemplary humanity and humor, hello Varki, keep it up!
Simply a special holiday.
The places are already great in themselves plus I was lucky enough to travel with interesting and easy-going people. Obviously everything would not have been like this without the sympathy but above all the knowledge of the territory and the generosity of Michele, our skipper. Special, among other things, the tour of Stromboli at night ...
In short, highly recommended!
Simply delicious.
I rediscovered Vincenzo on the occasion of a we in Ponza in June and I was really enthusiastic. Not only is he very available with the members of his crew but also with those who unfortunately have happened with other skippers! Thanks Vincenzo, you gave a sense to the flotilla and made our stay more pleasant
Eight days of relaxation and joy to discover the secrets of the beautiful Aeolian Islands and its evolution over the years. The skipper Carlo, cheerful, friendly, discreet, always available, a very prepared person who was able to guide us in this unforgettable holiday managing to immediately amalgamate our crew composed only of women, unknown until then and totally different but, at the same time, complementary and close-knit. Carlo in addition to being an excellent Neapolitan captain, (he explained and made us participate in the maneuvers) I discovered having many passions that he shared with pleasure with all of us, from the cinema to the poetry of Fernando Russo (a pleasure to hear him act) His catamaran Lagoon 380 very comfortable, clean. Perfect for experts and not. The presence on board of Maria, his sweet life companion, was very pleasant. I remember that the skipper always makes the difference... then the trip becomes unforgettable! Carlo is the top! Thanks, to the prox! Good wind
A holiday in the Aeolian Islands on a sailing boat with Andrea A is a certainty! Not only an expert commander for whom you will always feel safe, but also a great connoisseur of those magical islands that will make you discover in an absolutely non-standard way! Strongly recommended!
Special week! Paolo excellent skipper, cook, musician, singer and wonderful person! Super flotilla with the 2 Andrea and Gianluca. Definitely winning flotilla! I do not add more because it will be a nice surprise .. goeeeciii!
An unforgettable holiday! Massimo is a very nice skipper and very helpful, in a week we managed to see all the Islands except Alicudi and Filicudi for lack of time. In order to make us visit an extra island we sailed at night and it was a beautiful experience. I can add that he is a very experienced sailor and cares a lot about his boat which is kept clean and tidy. To crown this wonderful trip was the crew that we found on board except for one element that wanted to leave earlier. One last positive note: sometimes the captain knows how to be very generous. "be nice" and also your trip will be unforgettable :)
Davide is a sensitive and prepared person. These 2 elements are fundamental for every skipper who responds reactively to the complexities of the people he hosts, as well as to the unpredictability of the wind and the sea. Elasticity and firmness dosed well. Memorable week.
Beautiful holiday on their boat!, we toured the Aeolian Islands and saw beautiful places, I also learned a bit of sailing things that I would like to deepen. Antonio and Bianca are very experienced and reliable, but above all very good people and very nice ... in short, you will surely feel good with them!
They are also always very attentive to nature and the environment, they love the sea and respect it... and they try whenever possible to go sailing, which is a very positive thing.
p.s. to try Antonio's breakfasts, now famous in all the Mediterranean islands :)
6 reasons why you should travel to the Aeolian Islands by flotilla:
Take a trip to the waters of Filicudi and Alicudi to discover ancient shipwrecks that make it one of the best dive sites in Italy
Scale Stromboli with a local guide or simply enjoy the natural fireworks of the sea.
Discover Panarea's nightlife and host a boat party next to one of its dreamy beaches.
Mild climate and constant wind, ideal for sailing, especially if you want to learn to sail or improve your sailing skills.
Enjoy local specialties, including cunzato bread with a glass of Malvasia, not to mention the famous Sicilian cannoli, perfect for hot summer days.
Sail to the Aeolian Islands: discover the "7 sisters" by flotilla
The seven Aeolian Islands, also known as the "seven sisters" of Sicily, have been declared by UNESCO World Heritage Site thanks to their natural diversity. Each island is a world, all different and all extraordinary.
A flotilla vacation will allow you to enjoy exceptional views. You can stop in the middle of Lipari's cliffs or visit the Sciara del Fuoco by boat at night and watch the lava flow into the sea, giving the waters a deep reddish color.
This beautiful volcanic archipelago owes its name to the wind god Aeolus, who has always ruled here along with Vulcan, the god of fire. The elements that have shaped the region make it rough at times with its sheer cliffs, whose rock varies from the white of pumice to the dark red of basalt and the golden hue of sulfur.
A unique and exceptional landscape with a multitude of hidden treasures and hard to reach places. Only a sailing vacation can reveal to you all the charm of the secret places of the Aeolian Islands.
Waking up on a different island every day: a thousand things to do and a thousand places to visit
Sailing on a flotilla means visiting an island every day of the week with new friends. During the day, you'll sail to dream destinations with other boats full of travelers like you, and in the evening, you can celebrate an unforgettable boat party in the middle of Italian paradise.
Lipari is the largest island of the seven sisters, with plenty of history to tell, as this island was invaded over 4,000 years ago by Europeans in search of obsidian from the volcanoes of the Aeolian Islands. But other peoples have also passed through here, including Arabs, Greeks, Romans...
Salina is known for its great production of wine and malvasia and also has extinct volcanoes. In addition, its waters are home to a wide variety of marine species, making it a wonderful area for a snorkeling session.
The nightlife of Panarea is not easily forgotten, with a party atmosphere at night and can be considered one of the coolest islands to party on a boat or in the bars of the village itself.
Finally, Alicudi and Filicudi, these islands are much wilder than the others, you can dive in the waters surrounding these islands to explore a seabed full of wrecks, the area is perfect for scuba divers.
Traveling on a flotilla is an unforgettable experience, you will make new friends, do activities you never imagined you could do and visit the secret hideaways of the Aeolian Islands, places that, due to their difficult access by land, are unique and almost untouched by man.
Everything you need to know about getting to the Aeolian Islands by flotilla:
The climate is mild year-round and the steady winds make for safe sailing from April to October. Summers are not hot as they are tempered by the breeze. In spring, the vegetation surrounding the islands offers an explosion of colors and aromas.
Between relaxation, nature and fun, the Aeolian Islands are ideal for families and groups of friends. Adults and children alike will be fascinated by the volcanic landscapes and eruptions. Young people will find the perfect combination of adventure and fun, alternating long days on the beach and lively nights in exclusive clubs.
The archipelago is the destination for many mini-cruises. On a flotilla trip, you can find the solution that suits you best. You will find offers from 400€ per person per week with skipper.
The closest airports to the Aeolian Islands are Reggio Calabria, Catania and Palermo. You can also take a ferry or fast boat from Palermo or Naples to the port of embarkation, which will probably be Milazzo.
