Sicily Yacht Charters

At the Glance

Relaxed Sailing and Consistent Winds
Easy Access to the Spectacular Lipari Islands
Stromboli, Europe’s Largest Active Volcano

Experience Level

Book your blissful Sicily sailing vacation today.

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.

Throughout the volcanic Aeolian Islands, enjoy desirable conditions, short passages between charter stops, and a delightful sampling of secluded anchorages both modern and traditional. 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.

A true gem of the Mediterranean, Sicily has something for everyone, whether you’re sailing with family, friends or as a couple. This stunning sailing destination even offers the unique opportunity to experience SailEATtalia’s unforgettable Sail, Wine & Taste of Italy flotilla.

Build a quote and book your idyllic yacht charter in Sicily today, or take a look at our other Italian yacht charters in Sardinia and Procida.

Season: Our Sicily yacht charter base is closed from early November to mid March.

Sailing a Yacht in Sicily

A Portorosa yacht charter offers superb cruising conditions with clear waters, consistent northwest to westerly breezes, and warm temperatures during peak season.

Gentle wind speeds averaging 6 knots persist throughout the year, making it easy to capture a relaxing sailing vacation set against a picturesque backdrop. Enjoy brief commutes from one Aeolian island to the next while basking in the lush cliff-lined scenery that abounds in every direction.

The steady winds, beautiful temperatures and short passages make a Sicily yacht charter ideal for sailors of all skill levels, whether this is your first time taking the helm on a bareboat charter, or you’re a sailing superstar. To be able to charter a yacht in Sicily, and anywhere else in Italy, you must hold a valid sailing license in your country of origin. Learn more about our Italy sailing requirements and explore the best beaches in Sicily as part of your itinerary.

Why Charter a Yacht in Sicily

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. Featured in our Sicily sailing itinerary, each of these attractions offer opportunities for adventure, relaxation and making memories to last a lifetime.

If you’re looking for a sailing vacation with breathtaking landscapes and luscious green spaces to complement the stunning blue waters, you will love a Sicily yacht charter. 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. he beautiful mountain of Fossa Felci, Filicudi is a particularly incredible island to moor up at if you want to experience the natural wonders of Sicily.

Undeniably, one of the best parts of a Sicily yacht charter is the exquisite cuisine. Fresh, authentic and flavorsome, Sicily boasts delicacies such as cannolis, caponata, arancini and so much more, there’s something to make everyone’s taste buds dance on a Sicily yacht charter.

Read our recent blog on sailing in the Tyrrhenian Sea to learn more about what makes setting sail around Italy such a mesmerizing experience, and why a Sicily yacht charter should be your next vacation.

Types of Yacht Charter in Sicily

The beauty of a yacht charter in Sicily, lies in the freedom to do whatever you want, whenever you want. When you book a Sicily sailing vacation with The Moorings, you can choose between a bareboat, skippered, crewed or flotilla charter, each one offering a unique way to experience the Mediterranean.

Bareboat charter in Sicily

Escape the hustle and bustle of everyday life on a bareboat charter in Sicily. With no one on board apart from you and your guests, life doesn’t get more secluded and remote than this. Perfect for enjoying peace and quiet, you will be responsible for taking the helm and navigating the passages around the Aeolian Islands.

While you will enjoy a tranquil, blissful bareboat charter in Sicily, we will of course be available to support you with your every need. Our base crew will give you a pre-charter briefing before you sail away into the sunset, and you can benefit from our 4-hour commitment.

Learn more about our bareboat yacht charters.

Skippered Yacht Charters in Sicily

Our skippered charters offer a blend of adventure and relaxation. You can hire a skipper for all or part of your Sicily sailing charter, depending on how much you want to be at the helm. This means, you can enjoy the exhilaration of guiding your yacht around the Tyrrhenian Sea, but with the opportunity of socializing with friends on deck and sipping the finest Sicilian wine whenever you want.

All-Inclusive Crewed Yacht Charters in Sicily

Say hello to glamor, luxury and sophistication on a VIP crewed yacht charter in Sicily. Climb aboard one of our crewed charters and be welcomed by an experienced team of skippers, chefs and housekeepers.

Your only responsibility on a crewed charter in Sicily is to have the time of your life, the rest is down to your crew, whether that be cooking up a storm each night or smoothly navigating the open waters.

We are also proud to offer crewed charters at our other Italy destinations in Procida and Sardinia.

Sail, Wine & Taste of Italy Flotilla

Discover the best of Sicily and create memories for a lifetime with SailEATtalia’s Sail, Wine & Taste of Italy flotilla. Depart from our base in Portorosa and sail to the stunning Aeolian Islands to explore the local cuisine. One day during your Sicily flotilla vacation you will have the opportunity to learn how to prepare a typical Italian dish with a freshly made meal for your entire crew.

State-of-the-art yachts in Sicily

One of the most important decisions you will need to make before booking your yacht charter in Sicily is which type of yacht you want to set sail on. We are proud to have an impressive fleet of sailing yachts available in Sicily, including catamarans and monohulls.

Sailing Catamaran Charter in Sicily

Experience the very best of sailing on a catamaran charter in Sicily. Our exceptional fleet of sailing catamarans are modern, stylish and very spacious so you can socialize with friends and family on deck, while your skipper leads you to your next destination.

We also have an incredible fleet of power catamarans, available in Procida, Athens, Corfu and other Mediterranean destinations.

Sicily Monohull Charter

Blending classic features with contemporary equipment, and ranging from 2-4 cabins, our monohulls are the perfect sailing companion for your Sicily yacht charter. Crafted by Beneteau and Jeanneau, every last detail has been paid attention to, ensuring sleek, smooth and efficient cruising. Whether you have been sailing in Sicily for years, or are experiencing its treasures for the first time, our monohulls make exploring the open waters easier than ever.
If you have any questions about any of our state-of-the-art yachts, get in touch with us today.

Qualifications required to sail in Sicily:

Cruising Licenses

ASA 104 | US Sailing “Bareboat Cruising Course” | SLC, IPC, ICC

Sailing Experience

At least 10 days or 200 miles as skipper on an equivalent size yacht

Sail, Wine & Taste of Italy Flotilla

Discover the best of Sicily and create memories for a lifetime with SailEATtalia’s Sail, Wine & Taste of Italy flotilla. Depart from our base in Portorosa and sail to the stunning Aeolian Islands to explore the local cuisine. One day during your flotilla vacation you will have the opportunity to learn how to prepare a typical Italian dish with a freshly made meal for your entire crew.

Learn more

Inspiring Itineraries

7 day Sicily yacht charter itinerary

View Itinerary

Sicily Yacht Charter FAQs

What is the best route to sail Sicily?

What makes us stand out as the leading provider of yacht charters in Sicily is the freedom to build your dream vacation. You can choose one of our carefully crafted itineraries, or create your own one and sail a bespoke route around the Aeolian Islands.

If you follow one of our routes, you can expect to visit breathtaking islands such as Vulcano, Salina, and of course Portorosa.

When is the best time to sail in Sicily?

The peak sailing season in Sicily, and Italy as a whole, runs from April to October, with April-May and September-October being the best times for a Sicily yacht charter if you want to avoid the Summer crowds.

It is important to note that our Sicily sailing charter base is closed between early-November and mid-March. If you are looking for a Winter sailing vacation, take a look at our Caribbean destinations such as the BVI and St Lucia.

How easy is it to island hop in Sicily?

A Sicily yacht charter offers plenty of incredible opportunities for island hopping around Italy and the Aeolian Islands. Our Sicily sailing itinerary takes you to incredible islands, including:

Filicudi
Lipari
Stromboli

Whether you take the helm on a bareboat charter in Sicily, or hire a skipper to navigate you around the passages between islands, you will have the unique opportunity to discover sensational islands and create magical memories.

How many days in Sicily is enough?

We think a Sicily sailing charter of at least 7 days is ideal because it gives you the opportunity to uncover the treasures of the Aeolian Islands, while also having the time to relax, unwind and sip cocktails in the sun. Depending on how many excursions you want to go on, which islands you want to explore and how much downtime you’d like, you may choose to extend your Sicily sailing vacation to longer than 7 days.
If you have any questions about any of our itineraries, get in touch with us today.

What are the best things to do in Sicily?

Head to Isola Bella Marine Park and go snorkeling at one of the exquisite bays, such as Mazzarò Bay and Naxos Bay
Spend your day visiting UNESCO World Heritage Site, Mount Etna.
Visit the beautiful Lipari Cathedral and learn all about its history, dating back to the 13th Century.
Soak up the sun at one of Sicily’s magnificent beaches, such as San Vito Lo Capo, Mondello, and Taormina.
No Sicily yacht charter is complete without a trip to see Stromboli, the second largest volcano in Europe.

If you love spending time in the water with friends, family or as a couple, take a look at our water sports options.