Aeolian Islands in Sailing Boat & Catamaran

Are you looking for a unique experience? Do you love the sea and wish to experience it at 360°? Would you like to get away from the daily routine and enjoy a moment of deep relaxation?

You're on the right site, with EnjoySail you can experience all this! We organize cruises to the Aeolian Islands by sailing boat and catamaran with embarkation from Milazzo.

EnjoySail offers the possibility to live a sailing holiday according to your needs: from the holiday with children, to the Cabin charter for singles and couples; from the summer cruises in the seas of our beautiful Italy (Aeolian, Egadi, Fregree and Pontine Islands), to the New Year's cruise in the Caribbean; and moreover the possibility of daily excursions, team building and private parties on the boat!


Our Boats, Comfort and Safety

The boats we use for cruises are modern, spacious and equipped with all comforts, the skippers are all sailing instructors with great experience and will accompany you through the most beautiful and unique archipelagos of the Mare nostrum.

We always put ourselves at the disposal of our guests because we think that your holidays are sacred... all the islands at your fingertips, a galant universe, an infinite discovery of coves, unknown beaches, landings and most beaten places... you will never be tired, 4 destinations, different realities, uncontaminated seas, snorkeling, good food, relaxation and pure fun.



Travel ideas: discover our destinations


  • Aeolian Islands

Sail with us to the beautiful Aeolian Islands on a catamaran, known for their incomparable coastal and underwater beauty and for the depths of the richest marine species in the Mediterranean. Seven islands of volcanic origin, each one different from the other in landscapes and character, the ideal environment to spend a week sailing relaxing and carefree.


  • The Egadi Islands

Sail with us to the Egadi islands on a sailing boat in the west side of Sicily....Favignana, Levanzo, Marettimo will tell you their stories full of sun, sea and authentic flavors ...


  • The Pontine Islands

The Pontine Islands by sailing boat or catamaran! Less known than the Aeolian or Phlegraean, these small islands will leave you speechless for their natural beauty and wild that distinguishes them.


  • The Phlegrean Islands

EnjoySail brings you to discover one of the most beautiful areas of southern Italy....the Phlegrean Islands(Procida-Ischia-Capri) and the Amalfi Coast....readyto go?

....then what are you waiting for? crystal clear waters, breathtaking views, aperitifs at sunset, dreams under a starry sky....this and much more is waiting for you with EnjoySail! 

Contact us by phone or email to book your ideal holiday!


We will be available to organize your cruise. Our secretary will contact you by email or telephone.

For information contact the secretariat   

Call Now! +39 3358402901

Our Aeolian Islands Cruises


Holiday on a Sailing Boat full of sea, sun, islands, sailing with a professional skipper expert of the Aeolian Islands on board a boat of 18 meters. Go to the Cruise


If you want to make friends with new people, spend the night on a Sailing Boat, booking a place in an exclusive cabin for a group of at least 6 people... Then embark with us! Go to the cruise


This year book a holiday on a Sailing Boat and bring the whole family: an exclusive Cruise with Skipper is waiting for you. It will be the ideal opportunity to live a week in complete freedom. Go to the Cruise

Travel alone or in a group and discover your next travel companions.



  • Our Nautical Base in June Lipari Marina Lunga
    (Mooring PORTO SALVO)
  • Nautical Base July and August Milazzo Marina Santa Maria Maggiore
  • Phone+39 3358402901
    +39 3888883585
  • Email