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Date: Possible from April to end of October
Experience: Crewed Yacht Charter
Trip Type:
Private Yacht, Family Experiences

Discover the timeless Aeolian Islands on board a private sailing yacht in Sicily, a stunning destination that seamlessly blends the best of Italy, past and present.  Marvel in breathtaking views of majestic mountain peaks, explore an array of black and white sand beaches, and tempt your palate with world-famous Italian cuisine.

Named after Aeolus, god of the winds, the volcanic-formed Aeolian Islands intrigue the senses in all the best ways. Indulge in pristine swimming conditions at the island of Vulcano, feast your eyes on Europe’s second-largest active volcano at Stromboli, and explore the UNESCO-protected snorkeling sites. Nature-lovers and hiking enthusiasts will enjoy scenic treks along guided trails and the natural thermal springs never fail to deliver a unique and memorable travel experience.

Questions? Please contact one of the Civilized Adventures’ Adventure Travel Specialists at info@civilizedadv.com

Sample itinerary

Day 1: Vulcano

Home to one of two active volcanoes in the Aeolian Islands, Vulcano is storied to be the former location of the “God of Fire’s” blacksmiths, according to Greek mythology. The island boasts natural hot springs, a pristine black sand beach, superb snorkeling sites along the south and northwest coasts, scenic hiking around Fossa di Vulcano, and even a volcano museum. Porto di Ponente provides an idyllic and protected spot for anchoring and Grotta del Cavallo offers a unique half-submerged cave, where you can explore underground lakes with hanging stalactites.

Day 2: Filicudi

The captivating island of Filicudi is riddled with natural splendor and unique travel experiences, all centered around the mountain of Fossa Felci. There is a network of marked hiking trails throughout Filicudi that lets you enjoy a healthy dose of physical activity while also revealing the island’s beautiful on shore scenery. Just a short walk from the main port at Capo Graziano, you can see remnants from an ancient village dating back to 1800 B.C. For superior snorkeling conditions, visit the natural rock formation that teems from the sea at La Canna.

Day 3: Salina

Salina is known for its lush landscape and vast wooded area of ferns known as La Fossa dell Felci. Throughout the island, there are several freshwater springs to enjoy and the panoramic views from atop Salina’s three towering peaks are nothing short of awe-inspiring. A number of scooter and bike rentals are available to help make the commute to the top more pleasant and Santa Maria Salina offers a selection of waterfront restaurants so you can indulge on local seafood dishes in a beautiful setting. Pollara is a prime location for anchoring overnight, offering protection from easterly winds and picturesque sunsets.

Day 4: Stromboli

Known as the “Lighthouse of the Mediterranean”, Stromboli is the second-largest volcano in Europe and has been continuously erupting for more than 80 years. No matter where you stand on the island, you can marvel in the natural beauty of this massive lava-spewing mountain, which extends 924 meters from the Tyrrhenian Sea. Spend your days in Stromboli soaking up the sun and sinking your toes into the sand of the Aeolian Islands’ blackest beaches. Take a scenic half-hour hike up to the top of the observatory area, where you can dine at the restaurant whilst enjoying breathtaking views. Venture over to Ginostra to stroll the town’s piazza and tempt your palate with the most decadent cannoli desserts.

Day 5: Lipari

The largest, oldest, and most densely populated of the Aeolian Islands, Lipari is an ancient Greek acropolis where you can immerse yourself in rich culture and history at the settlement of Castello. Feast your eyes on the exquisitely-preserved Norman architecture of the 13th-century Lipari cathedral. Visit the Aeolian Museum in Lipari Town and indulge in some superb local wine at one of the vineyards located on the eastern coast. Cruise over to the small uninhabited island of Basiluzzo to enjoy some spectacular snorkeling and a charming lunch spot.

Day 6 & 7: Portorosa

Tucked into the north east end of Sicily beneath towering Mount Etna, Portorosa is perfectly situated for cruising the coast of Sicily as well as the captivating Aeolian Islands. Portorosa Yacht Harbor, where The Moorings partner base is located, provides well-protected dockage and excellent facilities. Arrive by 5 PM to spend your last night aboard your yacht, and disembark by 9 AM the following morning. Once ashore, explore the quaint town of Tonnarella, or make a day trip to nearby Mount Etna with its otherworldly, volcanic rock landscape – declared a UNESCO World Heritage site – and quite possibly Sicily’s most beautiful natural attraction.

Please note that this itinerary serves only as a brief example of what we can arrange and is subject to change, depending on weather conditions, progressing harbor clearances and other deciding factors.

Civilized Adventures curates each charter itinerary on an individual basis. Please contact us to customize your yacht adventure and to know more about our options for extensions in Italy.

THE MOORINGS 4500

3 CABINS – 6 GUESTS – 2 CREW – 13.72 M

A crewed charter aboard The Moorings 4500 takes first-class travel to the next level, with the added luxury of a dedicated 5-Star Crew at your service. From the moment your charter party of up to six guests steps onto this sleek and innovative sailing catamaran, it’s all about comfort and convenience.

The renowned boat-builders at Robertson and Caine have filled this boat with modern updates and innovations. Inside, enjoy natural light from the large panoramic windows and an overhead skylight. Light and bright modern finishes adorn the fully-appointed galley and dining space, complete with cushioned wrap-around seating. Other convenient features include flat screen TV/DVD, Bluetooth connectivity, complimentary WiFi, indirect floor and ceiling lighting, double USB ports in staterooms, hair dryer, and air-conditioning – all powered by solar panels and generator. An inverter also comes standard for powering electronic devices without the need to run the generator.

Outdoor living easily blends with indoor with the help of stacking sliding glass doors opening to the aft cockpit. Another door opens from the saloon onto the forward covered cockpit – a feature unique to Robertson and Caine catamarans. Both seating areas are custom-fitted with cushions for added comfort. After dark, enjoy the ambiance created by the glow of elegant blue underwater lights.

The Moorings Crewed 4500 comes with three spacious guest cabins, all with en-suite baths and full-length mirrors. This mid-size catamaran seamlessly pairs modern styling with cutting-edge performance technology. Once you experience the ultimate all-inclusive escape aboard a private Crewed 4500, land-based resort vacations won’t compare.

Click here for yacht details.

Yachting in Sicily is possible from beginning of April until end of October.

Average Weekly Sailing Charter Rate

The Moorings 4500 private charter starts from USD$24,000 per week (shoulder season)

Enjoy an all-inclusive experience including the service of a crew, all your meals* and beverages and use of water sports equipment.

Sound Interesting? Call us, we have lots of fabulous options to create your DREAM vacation!! 

*The Mediterranean yacht charters offer a variety of gourmet menu options on board, however for you to experience the wealth of regional dining ashore, two dinner meals are not included in the charter package.