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Sicily crystal water port colorful old town houses landscape
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Yacht Charter Sicily

Just a short sail across the Strait of Messina from the tip of southern Italy, Sicily is an island bursting with archipelagos and cultural riches.

What’s on this page


  • Excellent food & wine
  • Picturesque villages
  • Stunningly scenic anchorages

Sailing in Sicily

Sicily crystal water beach sailboat old town

When sailing in Sicily you can explore sleepy seaside towns, stunning landscapes, fiery volcanoes and chic cities, as well as the Aeolian and Egadi islands. This sheer diversity makes Italy’s largest island an ideal destination for your sailing vacation.

Your Sicily yacht charter will begin from our marina base in the quaint town of Portorosa, just a 15-mile sail away from the history and rugged natural beauty of the seven Aeolian Islands, which include Lipari, Vulcano, Salina and Stromboli with its active volcano.

Hire a boat in Sicily and you can spend hot summer days swimming in warm Mediterranean waters, tasting delicious food and discovering the Roman ruins. On the northwest coast, you can sail the Egadi Islands of Favignana, Levanzo and Marettimo.

Mount Etna, Europe’s largest active volcano, on the eastern side of the island, is hard to ignore, while archaeology buffs will love the early 14th century town of Agrigento. And no yacht charter in Sicily would be complete without spending time in Palermo’s incredible markets. 

If you’re sailing Sicily, you’ll need a sailing license recognized by the local port authorities. Or you can hire a skipper. Read our guide to sailing qualifications for more information.

Sicily ancient monument culture vacation

Choose charter type below to see available charters options


For experienced sailors, a bareboat charter is the perfect getaway.


Relax and leave all the sailing to a professional skipper.

Easy crewed

The simplest, hassle-free way to charter a crewed private yacht.

Fully crewed

Your own private yacht for an all-inclusive luxury sailing vacation.

Cabin cruise

Reserve a private ensuite stateroom on a modern catamaran.


Low package rates for island-hopping aboard a sailing yacht.


Get closer to nature on the perfect self-catering Caribbean vacation.

Power Catamaran

Cruise faster and see more on the perfect charter boat.

Things to do in Sicily

Sicily happy family sailing charter

Explore Lipari on a motor scooter

Ride up to the Old Church of Quattropani to catch the sunset and you’ll be treated to an amazing panorama taking in nearly all the Aeolian Islands.

Dive in the clear waters of Panarea

Panarea is a fantastic diving spot and many local companies can organize dives to Spinazzola Rock, La Nave Rock, the Llanishen shipwreck and other locations. So make sure you visit while sailing the Aeolian islands.

Watch the volcano on Stromboli erupt at night

During your Aeolian islands boat charter, explore Stromboli’s black lava beaches and watch for eruptions from the safety of your vessel. Go ashore to experience the narrow streets and white houses in the town itself.

Climb to the rim of a volcano

Drop anchor in Porto di Ponente, then go ashore to climb to the rim of the crater.

Visit the Neolithic village of Capo Graziano

Located in the southern part of the island of Filicudi, Capo Graziano houses the ruins of about thirty oval huts and is one of the most important sites of Aeolian archaeology.

Enjoy rich culture at Cefalù

Head to the north of the island on a yacht charter in Sicily and see the cultural riches at Cefalù with its mosaics, imposing cathedral and a museum full of historic relics.

Don’t miss the capital city of Palermo

Browse the street food stalls, enjoy a coffee and cannoli in a piazza, explore the narrow streets and their treasures, or treat yourself to a night at the opera.

Weather insights

Sicily coast views blu sky

When is the best time to visit Sicily?

The best time to visit Sicily is between summer and fall. The summer has the hottest and driest months, when the island is also the most crowded.  Charters in the shoulder seasons of spring and fall can be a great way to miss the crowds while still enjoying good sailing weather.  

The temperature in Sicily in summer is on average around 86ºF. The sea temperature in Sicily in summer can be as warm as 78º F.

What are the sailing conditions in Sicily?

The sailing conditions for yacht charters in Sicily depend on the season in which you are sailing. 

In the spring the winds are NW-SE, force 2-3. In the summer the winds are light NW-NE, force 1-2. Fall winds are NW-SE, force 3-4.

Sicily friends vacation luxury yacht charter

Sailing Sicily with Dream Yacht Charter

Yacht charter Sicily

Sailing in Sicily introduces you to exciting archipelagos on its Italian coast, wonderful food and an exciting vacation.

Sicily skippered charters

If you can’t sail, hire a skipper and see the best of Sicily from the water. Your skipper will sail you and your guests while you enjoy the views.

Sicily crystal waters catamaran charter

Sicily sailing itinerary

Take a look at our Sicily sailing vacation suggestions

Sicily 7 Days
Other Itineraries
7-day itinerary Sicily

Day 1

Delivery of the boats to the crews. Overnight in Portorosa.

Day 2

Departure from Portorosa. Destination Vulcano. Stop and lunch on board in Gelso (south of Vulcano). Navigation to Lipari. Overnight in Porto Pignataro on Lipari.

Day 3

Sailing to Panarea. Anchorage and overnight in Baia Milazzese

Day 4

Sailing towards Stromboli. Possibility to participate in the guided excursion to the crater or to admire the eruptions of the volcano from the sea. Overnight in Punta della Lena ONLY in excellent weather conditions, OR in Baia Milazzese on Panarea.

Day 5

Sailing towards Salina. Stop for a swim in Baia di Pollara. Navigation and overnight in the Tourist port in Santa Marina Salina.

Day 6

Sailing to Vulcano. Overnight anchored in a bay (Baia di Ponente or Baia di Levante according to the wind).

Day 7

Departure from Vulcano. Stop in Tindari bay for a swim. Sailing to Portorosa.

Useful information for yacht charters in Sicily

Sicily ancient architecture culture vacation

How do I get to Sicily from the US?

You can fly to Sicily from the US through many different European countries, including the UK, France and Italy. Most major airlines have regular connecting flights to Sicily from many cities in the US. 

Fly into three different airports in Sicily. From our base, Catania Airport is 93 miles away, Reggio Calabria Airport is about 40 miles away and Palermo Airport is 124 miles away. 

We can help arrange airport transfers to our base.

Where is the island of Sicily?

Sicily is located in the Mediterranean, just south of the coast of mainland Italy. It’s the largest island in the Mediterranean and approximately 100 miles north of Tunisia.

What language is spoken in Sicily?

The language spoken in Sicily is Italian, but French and English are also spoken.

What is the currency for Sicily?

The currency in Sicily is the Euro.

What are the customs restrictions for Sicily?

As long as you stay in the EU while sailing in Sicily, you do not need customs clearance.

What documents do I need to sail Sicily?

A valid passport is the only travel document American, English, Canadian and members of EU countries need for a yacht charter in Sicily.

You will need a sailing license recognized by the local port authorities, or you can hire a skipper. Read our guide to sailing qualifications for more information.

How do I get around Sicily?

Trains, buses, car rental companies and taxis are all readily available. If you want to explore inland during your yacht charter in Sicily, we can advise you on the public transport system when you arrive at our base.

What is the Wi-Fi like in Sicily?

Generally, Wi-Fi in most cities and towns in Sicily is good. You’ll find plenty of Wi-Fi hotspots at bars and restaurants and hotels. You can also purchase Wi-Fi from our base.

What regulations are there in Sicily?

There are some regulations to protect bathing areas near beaches when you go in and out of marinas. Be sure to read up on these rules before you embark on your Sicily and Aeolian Islands yacht charter.

Where can I find weather forecasts in Sicily?

You can find Sicily-specific weather forecasts on the Windfinder website and LaMMA.

What provisioning is there in Sicily?

There is plenty of choice for provisioning in Sicily. Please refer to the base guide.

What baggage can I take on my Sicily sailing vacation?

Please only take soft bags, as large suitcases take up too much room on board.

What is the electrical current in Sicily?

The electrical current in Sicily is 220V.

What is the dialing code for Sicily?

The dialing code for Sicily is +39.

Why should I book with Dream Yacht?

Dream Yacht Worldwide is now the world’s leading yacht charter company and offers you:

  • A diverse fleet of yachts with a wide variety of models and manufacturers to suit every type of sailor.
  • We have 40+ exciting destinations and we’re a pioneer in finding new sailing grounds.
  • You can be assured of our commitment to customer service excellence.
  • You’ll receive a warm and friendly welcome from our base teams who will share regional tips, recommendations and advice.
  • We’re also a trusted seller of new and used boats and an innovator in charter management options – sailing is our business.

What licenses do I need to hire a yacht and sail myself?

The skipper of a yacht has primary responsibility for the safety of the crew and yacht at all times. Many destinations require just relevant experience demonstrated by a sailing resume.

To charter in the Mediterranean, it is mandatory that you hold a sailing license recognized by the local port authorities for bareboat charters in Italy, Greece, Croatia, Spain, Malta, Montenegro and Turkey. Other destinations that require a license include Madagascar, Seychelles, Thailand, Brazil and Sweden. For Belize, the port authority will issue a certificate of competency and an application is made on arrival.

You must take your proof of competency and original certificate with you on your charter. We advise you to contact our team about your qualifications and destination requirements before booking.

By accepting the yacht contract you are confirming that you and/or members of your crew are capable and competent to sail the yacht in the conditions and cruising area of the charter. We reserve the right not to hand over the yacht if, after inspection, it is the opinion that the charterer is not, or may not be competent to be in charge of the vessel.

What is a skippered yacht charter?

A skippered yacht charter is when you rent one of our boats for you and your guests and a professional skipper sails it for you. No sailing experience is needed.

You will need to choose a yacht with a cabin for your skipper to sleep in as they are responsible for your yacht for the duration of your charter. We will find the skipper for you once you have found your perfect destination and yacht.

You will need to pay for your skipper’s food. You can invite the skipper to dine with you on board or out at a local restaurant.

What is the difference between crewed and by the cabin charters?

Our by the cabin charter charters offer exciting destination tours on a set itinerary crafted by our destination experts. You can book a double cabin and private bathroom and will share the boat with other guests who have booked the other available cabins. You will be looked after by a professional skipper and hostess with itineraries ranging from three to 11 nights. There is a set menu and included meals and drinks vary depending on location.

Can you tell me about your yachts?

Our super premier yachts are less than 12 months old from their first charter date, while premier yachts are less than three years old from their first charter date. Our yachts are well maintained and undergo regular, scheduled technical inspection.

In case of emergency, you can rely on our hotline, at any time, seven days a week. If you experience a technical failure affecting major and important parts of the yacht, we will repair the failure within four hours of receiving your call during working hours (8am to 5pm). If you lose more than four hours (during working hours), we will compensate you for one full day. If the repair takes more than one day, we will provide you with a similar boat or compensate you on a pro-rata basis. If restrictions to this guarantee apply in specific areas, this will be detailed during the charter check-in at the base.

Do I need insurance?

We highly recommend you arrange travel insurance in case you need to cancel for an unexpected reason to cover non-refundable deposits. Please make sure you have personal travel insurance that covers sailing.

We will insure the vessel throughout the charter with first-class insurers against all risks, to provide permission to charter as under contract terms and to cover third-party liability.

The following options are available in limited locations:

  • Security Deposit: This varies on the size of the boat and when the boat is returned without damage it is refunded.
  • Damage Waiver: The charterer agrees to pay a non-refundable damage waiver at the time of booking, as well as a reduced damage deposit on embarkation that is refundable upon completion of the charter should no damage occur.

Ever considered a Cabin Cruise?

As pioneers in the industry, Dream Yacht was one of the first to develop the Cabin Cruise concept. It’s an ideal choice for solo or couples travelers seeking relaxed adventure, exotic destinations, and unique local cultures in an intimate, social setting – in comfort at sea.

Our promise

Private accommodations

Comfortable and private standard double cabins with ensuite bathroom

Curated itineraries

Experience world-class destinations, local culture and excursions with our expertly curated itineraries


An affordable and intimate experience without the need to book an entire yacht or provide sailing qualifications

Vetted crew

Enjoy our professional crew with a strong local knowledge and friendly service

Full board meals

Enjoy fresh and delicious cuisine prepared and served daily

Choose your mood

Relax on deck socializing with fellow travelers, kayak or snorkel from your yacht, or enjoy exploring ashore

Get inspired! #MyDreamYacht

Follow our customer’s journeys & then get ready to share your own amazing experiences on Instagram

Simply wonderful! Fred + Isabelle were so accommodating and did so much for us. Isabelle’s food was incredible. Thank you so much!


Exumas Cabin

Great class. Very professional and great service!


Antigua Bareboat

Just what we needed to get out of a year of lockdown, see new places and connect with nature. Highly recommended for your next sailing adventure!


St. Martin Bareboat

Excellent cruise and wonderful stay on board. Skipper attentive, very pleasant and very professional.


Guadeloupe Skippered

I have just returned from another fantastic week of sailing at your base in Pula and would like to thank everyone involved for making this possible at such short notice and without any problems.


Guadeloupe Bareboat

The marina itself is a perfect base with super facilities! The Lagoon 42 was in good condition and the skipper was fantastic and knew the area very well.


Croatia Skippered

What an EXCELLENT experience. We just returned from a week long charter with skipper from Corfu, sailing around the beautiful islands of the Ionian Sea. Paxos, Antipaxos and the old town of Corfu were beautiful and the secluded bays we got to visit thanks to our local skipper Nicholas were simply stunning. Fly and Flops was yesterday – we will only charter with Dream Yacht for the foreseeable future.


Greece Skippered

Our group of 10 had a WONDERFUL time in French Polynesia from May 21-28, 2022! The food was fantastic: captain and cook, husband and wife: Henry and Mehee (sp) were amazing and the whole experience on board was a dream! We can’t wait to book another trip through Dream Yacht


Tahiti Crewed Premium

Dream Yacht provided a great sailing experience for my extended family on 2 monohulls from Scrub Island. The boats were in very good condition and perfectly prepared, the staff friendly and helpful. I had worked for a number of charter companies over the years but Dream Yacht is one of the


British Virgin Islands Bareboat

The new boat was in perfect condition and best condition for exploring bays and islands. I could never have imagined that this could be so much fun and enjoyable and we are already looking forward to the next upcoming trip in the Ionian


Scandinavia Bareboat

Baja is now my favorite place. There was something for everyone: sailing under northerly winds with mostly calm evenings, snorkeling, fishing, secluded sandy beaches, pelican feedings, being greeted by barking sea lions, and exploring the geology of Ispiritu Santo Island. Dream Yacht Base La Paz provided competent professional support with a well-equipped and maintained boat. We were wonderfully cooked by an on-board chef arranged with Dream Yacht, which meant more free time for all of us. An unforgettable vacation and adventure connected with nature.


Mexico Crewed Premium

All the staff were fantastic and made our trip a memorable one. Incredibly friendly and welcoming, the food was fantastic. The service throughout the trip was always top notch!


Thailand Cabin

Absolutely recommendable. Perfect service. Will charter again and recommend Dream Yacht Charter anytime.


Turkey Bareboat

I just returned from 3 weeks of fantastic sailing with my family on one of your catamarans in Sardinia. My thanks to our skipper Simone and Daniela, our cook.


Sardinia Skippered

For a first cruise as a skipper, the Mediterranean is perfect. The service of Dream Yacht is too!


France Bareboat

We had an incredible trip and got engaged on our very first night of sailing! We will surely come back one day. We were beginners, we were guided very well and that gave us a lot of confidence.


Australia Bareboat

The experience on board far exceeded our expectations. Isabelle provided exceptional three course meals. Her creativity and delicious meals were incredible. Thomas was an excellent skipper, he “felt” our needs. Thanks guys!” Spira, bareboat with crew in New Caledonia.


New Caledonia Crewed Premium

Once again a fantastic sail with a great crew. Thanks again to a great captain and cook. Was totally fantastic.


Seychelles Cabin

A very excellent sailing vacation – especially the crew was fantastic. I would sail with Dream Yacht again and highly recommend them.


Guadeloupe Bareboat

I loved the vacation and am not sure this trip can ever be topped. Everything about it was incredible. The captain and crew were great, helpful, friendly, attentive and knowledgeable. We loved it.


Greece Crewed Premium

We just returned from one of your Lagoon 52F’s last week in St. Thomas! We had the trip of a lifetime sailing around St. Thomas and St. John!


US Virgin Islands Bareboat

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