Active volcanic islands, historic coastal towns and deep blue sea: the Aeolian Islands are among the most fascinating sailing areas in the Mediterranean Sea. Discover Sicily and the Aeolian archipelago between Palermo, Syracuse, Lipari, Vulcano and Stromboli with Sailing-Classics – intense, varied and full of Mediterranean atmosphere.
Depending on the route, our sailing trips start in Palermo or Syracuse and lead to the most beautiful islands of the Aeolian archipelago north of Sicily. In addition to classic 7-night cruises, we also offer longer trips of 10 nights, which allow for additional stops and more time to explore the islands. Between volcanic landscapes, small harbor towns and black sand beaches, you will experience an extraordinary mixture of nature, culture and a real sailing feeling.
The best time for a sailing trip around Sicily & Lipari Islands is from May to October.
In spring and early summer, the area is pleasantly calm and green, while the summer months are characterized by warm water, long evenings and stable conditions. Autumn also offers ideal temperatures and a relaxed atmosphere.
The region around Sicily offers predominantly pleasant to lively sailing conditions with thermal winds and open stretches between the islands. Especially around Stromboli and along the north coast of Sicily, the sailing experience is intense with impressive landscapes and a wide horizon.
Depending on the route, the journey takes place via Palermo (PMO) or Catania (CTA) airports.
From there, you can easily reach the embarkation ports in Palermo or Syracuse by cab or organized transfer.
Lipari is the largest and liveliest island in the archipelago. Small alleyways, cosy cafés, white houses and a relaxed harbour promenade give the island its typical Mediterranean character. At the same time, the surrounding bays offer crystal-clear water and ideal conditions for a relaxing swim.
The island combines Italian serenity with volcanic landscapes and is the perfect starting point for discovering the diversity of the Aeolian Islands.
The island of Vulcano impresses with its striking volcanic landscape, sulphurous springs and black sand beaches. A special experience is the hike up to the crater, which offers spectacular views over the islands and the open sea.
The contrast of dark lava rock, intense blue water and rising sulphur vapors makes Vulcano one of the most impressive stops on the trip.
The active volcano Stromboli is one of the most spectacular natural experiences in the Mediterranean Sea. The passage is particularly impressive at night, when small eruptions and glowing lava are regularly visible in the dark sky.
From the water, the island unfolds a unique atmosphere: the open sea, the dark volcanic landscape and the glow of the crater create a moment that many guests consider to be the highlight of the entire trip.
When traveling from or to Syracuse, Taormina is also one of the highlights of the route. The elegant coastal town is spectacularly situated above the sea and delights visitors with its historic alleyways, small squares and impressive views over the Sicilian coast.
On the way there, you will sail along the east coast of Sicily with a view of the mighty Mount Etna, whose silhouette dominates the landscape and makes the volcanic history of the region impressively visible.
Would you like to know whether a 7- or 10-night cruise suits you better or which route offers the best island experiences?
Our experts will be happy to advise you personally and help you find the right sailing trip around Sicily & Lipari Islands.
A sailing trip around Sicily & Lipari Islands combines impressive nature with the Italian way of life. Between active volcanoes, small harbor towns and open stretches, you will experience an area full of contrasts and special moments.
Whether swimming in turquoise bays, dining on deck or passing Stromboli at night – every stage offers new impressions and an extraordinary atmosphere between fire, sea and Mediterranean serenity.
Discover our sailing trips through the Aeolian Islands
stylish, authentic, unforgettable
The area is particularly suitable for guests who want to combine Mediterranean culture, impressive landscapes and varied sailing routes.
Stromboli in particular is one of the most active volcanoes in Europe and regularly has visible eruptions. Vulcano is also volcanic and known for its crater landscape.
The hike on Vulcano is easily doable for normally fit guests. Sturdy shoes and sun protection are recommended.
Depending on the route, the trips start in Palermo or Syracuse in Sicily.
Yes – in true Sailing Classics style, the wind determines the course. The route can be flexibly adapted to enjoy the best sailing conditions and most beautiful bays. Authentic sailing is our focus, not a rigid timetable.
Yes, the Ionian Islands offer numerous sheltered bays, beaches and charming harbors that are regularly visited.
A lot is already prepared for you on board – towels, shampoo and usually also sun protection products are available. For your summer sailing vacation, we recommend light, comfortable clothing, sturdy shoes for shore excursions, swimwear, possibly a windbreaker and a sun hat. It is best to travel with soft travel bags, as they are easier to stow in the cabins and offer more space than suitcases.
Our cabins are comfortable and well-designed, with a wardrobe, shelves and storage space under the beds. There is plenty of space for the duration of the trip, and foldable travel bags are the best option instead of hard-shell suitcases.
Discover our special offers for solo travelers in the Caribbean:
🎉Christmas & New Year’s Eve without single cabin supplement
🏝️Bis 31.03.2026: half single cabin supplement on all Caribbean voyages
⛵Tip: Combine two weeks and secure a multi-week discount
