Sail Sicily and its offshore islands

Astonishingly Beautiful, a Place where Nature Rules

Famous for their beautiful coastline, active volcanoes, delicious cuisine, wine and fascinating history, Sicily including its offshore Aeolian Islands and Egadi Islands between them make an unbeatable charter location - or two. A large destination that can be divided many ways, this part of Italy is accessible with bases on Sicily itself and at the mainland port of Tropea

What makes Sicily an even better sailing holiday destination is the flexibility it provides. Sail north to the Aeolians, west to the Egadis, south to the southern coast, or east to Messina and beyond. Or even consider a Sicily circumnavigation. Whatever route you choose, your sailing holiday charter in and around Sicily will be an experience to remember. 

Because Southern Sicily is beyond the reaches of a 7-day charter out of the more popular northern side, experienced sailors may include it in a Malta boat charter. Talk to us about how this can be achieved. 

Sail in any Direction, and Expect the Unexpected 

Northern Sicily

Sicily is Italy's largest island with a land area of 25,706 sq km (9,925 sq miles), as well as being the largest island in the Mediterranean Sea.

Because of its strategic location (latitude 38° north), Sicily has been invaded countless times over the centuries; by the Greeks, Phoenicians, Romans, Arabs, Normans and Spaniards. Each occupier left behind their cultural influences that have blended to give Sicily its own distinctive personality in its architecture, cuisine and customs.  A visit to Sicily is certainly an experience to treasure, and that's without taking account of all the great sailing to be had. 

There are bays and ports well worth stopping into all around the island of Sicily. The Aeolian and Egadi island groups are also magnets for travellers, making this a vast sailing destination too big to do justice in seven or even 14 days. So many charterers  restrict their Sicilian sailing holiday to the northern coast, visiting the city of Palermo, historical Cefalù and delightful Portarosa. Then it's just a short sail to the Aeolian Islands and a quite different world. 

The Aeolian Islands

Rising out of the Tyrrhenian Sea some fifteen miles off the Sicilian coast, the Aeolian Islands - Lipari, Salina, Stromboli, Vulcano, Panarea, Filicudi and Alicudi — with their black beaches of volcanic soil and dazzling clear light, have everything to make your yacht charter an unforgettable experience.

The history of this UNESCO World Heritage Site is recorded back at least 5,000 years, and traces of human presence can be found in the form of prehistoric villages, ruins, excavations, pottery and tools. The setting is a volcanic one, “Fire above and below” is how one writer describes the ambience, "baking under the constant glare of a Sicilian sun."

Colourful fishing boats line lively ports, filled with charming cafes, bars and restaurants. While the islands’ interiors offer the most varied and contrasting landscapes and scenery, the crystal clear water in sheltered bays and coves, volcanic activity, isolated reefs, starkly-painted houses and archaeological sites are unmatched for beauty and drama.  The food and wine are simply extraordinary, and some of the islands offer the rare experience of an almost vehicle-free environment.

Sailing here is away from it all, detached from the highly populated tourist tracks. Although Italians have been holidaying in the Aeolian islands for centuries, the rest of the world is only just now awaking to their charms.

Combine your trip to the Aeolian Islands with a tour of Sicily, or travel to the 16th Century Calabrian town of Tropea, and use that as your base for this great Mediterranean charter holiday option. 

The Egadi Islands

Lying just to Sicily's west, the Egadi islands are increasingly being added to itineraries where time permits. 

The Ergadis are a well-kept secret, somewhat playing second fiddle to the Aeolians on the charter sailing map. These small islands have remained largely unchanged over the period of their long history. On charter you can expect to find isolated bays in which to anchor, deserted mountain paths on which to walk, and a local populace of around 5,000 spread over the three islands who go about life at a very relaxing pace. As an ultimate charter sailing holiday destination, the Egadis are hard to beat. Read more about the Egadi islands here. 

Southern Sicily - west

If a short charter is all there's time for and Southern Sicily is your destination, the area's main charter base is at Marina di Ragusa, from where you may sail west or east as time and inclinations allow. To reach the Egadi Islands and have time to enjoy them, you would need a full seven days out of Marina di Ragusa. Eastwards it's a similar distance to Reggio Calabria at the very toe of mainland Italy. So a charter taking in both southern Sicily and Malta requires a two-week charter at minimum. 

It's 35 nautical miles from Marina di Ragusa westward to Licata, a town of 37,000 with a modern marina. While not a tourist hot spot, Licata is genuine and the people friendly. All services are available and it's a nice walk to the 16th century fortress Castel Sant'Angelo that stands guard above the town. On a leisurely coastal cruise, a number of attractive beaches in the area offer a diversion for lunch and a swim. For a shorter journey west from Ragusa, the town of Gela offers another overnight option. 

Continuing west, it's a slightly longer sail of 50 nm to Sciaccia, a well-preserved town with Greek origins that like so many others along this coast is an important fishing port. Once more, marina availability makes stopping over convenient and the prices in this part of Sicily are considered very reasonable. Another option in the area is the resort town of Porto Palo di Menfi, a large harbour with plenty of places to anchor.  

Along the way you sail past the UNESCO World Heritage -designated Valley of the Temples at Porto Empedocle. The marina here is small and often full, so it pays to plan ahead, and there may be other options. The main attraction is a short taxi ride from the port, a collection considered one of the very best the best of the ancient Greek world and a most important monument to Sicily's classical culture.

Pass by or sail in proximity to a number of important centres: Mazara del Vallo is one of Italy's largest fishing ports, Marsala is known for its wine, and Trapani is an important charter base in its own right, the nearest port to Sardinia.  All have berthing facilities, meaning you are never far from services on a charter in this part of Sicily. 

Southern Sicily - east

Sailing east then north from Ragusa (an attractive town in its own right that's well worth exploring), you are in the vicinity of what some consider the best of Sicily, an area of glorious baroque architecture counterpointed against a landscape of rugged beauty. This is home to some of Sicily's best beaches, best wines, and most special food delicacies.

First stop on a Ragusa-based itinerary may well be Marzamemi, after rounding Sicily's south eastern corner at Isola delle Correnti. Marzamemi is another of those ubiquitous fishing villages along this coast, a picturesque old town with marina and provisioning facilities. From there it's a short hop with a fair breeze to the large natural harbour of Syracuse. Early arrival means all the more time to get ashore and delight in this most famous example of Sicily's timeless beauty. Ancient ruins abound, and you may even get a chance to attend a performance at the Greek Amphitheatre (in season, late spring/early summer). Syracuse offers mooring stern-to with anchor at no charge.  

From Syracuse, the popular destinations of Catania, Riposto and Taormina are all within a leisurely day's sail, with plenty of choice for exploring this coastline in some detail depending on time. At Catania, Sicily's second largest city, there are several yacht clubs offering hosting facilities. The old town has Unesco World Heritage listing for its architectural history. Further north, Riposto has excellent overnight boat accommodation, while the attractive coastal area around the resort town of Taormina is suitable for anchoring. In Taormina itself moorings are available.  

Overlooking all three ports is brooding Mt Etna, accessed from any of them through the culturally-rich rural hinterland that surrounds it. The volcano is in an almost constant state of activity, and ash can be a nuisance when sailing this coast. On the other hand, the fertile lower slopes of the mountain produce some of the finest produce around, all just waiting to be enjoyed while on charter. 

At this point you've seen the best of southern/eastern Sicily, and if you still have the time on your seven-day charter out of Ragusa, consider backtracking from Taormina and checking out places you may have missed earlier. Or to complete the course, continue into the Straits of Messina. The city of Messina offers modern marina facilities as a place to stopover, or alternative accommodation may be found three miles across the strait on the Italian mainland at Reggio di Calabria. Anchoring is prohibited in the whole Straits of Messina area.

Our client reviews about charter sailing in Italy

We had a great time in the Aeolian Islands, and I highly recommend them as a destination. The beauty is that the islands each have a different character and are close to each other. The longest ‘passage’ is about 10 miles, and some are a lot shorter. Two of the largest islands, Vulcano and Lipari, are only 800m apart, but very different! The marinas are well located and were reasonably priced (€70-100 per night) and at Panarea there are only moorings but for €70 you also get a 24/7 water taxi service which was perfect. We found mid / late July to be superb.
David, New Zealand, Aug 16th, 2019
Rating: 5 / 5
We found the boat to be nicely designed and very comfortable. The sails were near new and a treat to sail with. The highlight destination was Capri where because of unsettled weather we stayed in the marina. We found a brilliant restaurant in Ana-Capri and enjoyed strolling the narrow streets. San Michelle villa was delightful. Service was 10/10. Mario at the marina went out of his way to help us with ideas advice and making sure we wanted for nothing. Peter, New Zealand, Oct 24th, 2018
Rating: 5 / 5
The cat performed well with everything working as expected. The only issue was batteries not lasting a night and having to run an engine both in the morning and again in the late afternoon when sailing and not motoring. Sails were easy enough to hoist and the electronics worked well. Lipari was a great spot to stop with a nice town to explore. But the nicest island I found was Panarea. Less tourists with very friendly locals. James, Australia, Jul 22nd, 2018
Rating: 4 / 5
The Aeolian islands are a beautiful part of the world with many highlights. The standout was watching Stromboli erupt at night from nearby offshore. Sail Connections service was as always excellent. Russell, Australia, Jul 16th, 2018
Just a quick note to say we had a fabulous holiday and fantastic charter. The boat was perfect and the skipper Salvo and hostess Lucia were excellent could not fault anything. Salvo took us to some amazing places, always had our comfort and safety in mind, and was a lovely guy, Lucia was an amazing cook we ended up having most of our meals on board she was so good, also great company and very friendly and helpful. Everyone at North Sardinia Sail were also helpful and very friendly. Tony, Australia, Aug 31st, 2016
I just wanted to say thank you. We had a great time sailing though Italy and we appreciate your help putting that together. We had a blast on the trip! Cilento is beautiful and I'm really glad we went south before heading across the bay to Capri and Amalfi. Happy to share more stories/insights from the trip so you can help other explore this beautiful region, Thanks again. John & Leah, USA, Sep 30th, 2015
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