Luxury Sailing Sicily and the Aeolian Islands vacations

Sailing Sicily and the Aeolian Islands

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At a glance

? Don't forget that all of our itineraries are totally customized and so this is just an idea of what we can build for you.

If you’re looking for a yacht for a family or group of friends, then this itinerary is ideal for you. Set sail on a luxurious journey around Sicily and the Aeolian Islands on this exclusive sailing experience.

Your voyage begins as you board a state-of-the-art yacht, selected from a fleet of luxurious options like the Lagoon 400, Lagoon 500, and the exceptional Lagoon 520. For those seeking the pinnacle of luxury, the Catamaran 500 and Lagoon 620 provide an unmatched sailing experience. As you glide through the crystal-clear waters of the Mediterranean, each day brings a new island to explore, each with its unique charm and beauty.

The Aeolian Islands, a volcanic archipelago off Sicily’s northern coastline, are renowned for their rugged landscapes, rich history, and vibrant culture. Your journey includes visits to enchanting islands such as Stromboli, known for its active volcano; Salina, with its lush greenery; Filicudi, a haven of tranquility; Vulcano, famous for its therapeutic mud baths; and the picturesque port of Milazzo.

With the expertise of a skilled skipper and the attentive service of a hostess, your sailing adventure around Sicily and the Aeolian Islands is as relaxing as it is exciting. Customise your itinerary to include thrilling activities like snorkelling among vibrant coral reefs, diving into the depths of the Mediterranean, or trekking through scenic landscapes.

This luxury sailing trip is an ideal way to experience the Aeolian Islands’ majestic beauty, offering a unique perspective on this stunning part of Italy. Whether you’re soaking in the sun on the deck, enjoying the gourmet cuisine, or discovering hidden coves and beaches, each moment of this journey is a celebration of the Mediterranean’s enchanting allure.

In detail

? Don't forget that most of our itineraries can be totally customized. Our expert team will be able to talk you through all the options.

Day 1: Milazzo

Your sailing journey begins in the vibrant town of Milazzo. As you embark on your luxurious yacht, take in the bustling atmosphere of this historic port.

Settle into your sea-bound home and prepare for a voyage across the stunning waters of the Tyrrhenian Sea, with the picturesque coastline of Sicily as your backdrop.

You’ll receive a welcome drink onboard followed by a safety briefing. You’ll also enjoy dinner on board the vessel in Milazzo.

Milazzo is the best starting point for discovering the Aeolian Islands. It is the birthplace of ancient cultures and the Aeolian Islands have always attracted sailors and travellers from all over the world.

Day 1: Milazzo

Day 2: Milazzo to Panarea

Enjoy breakfast on board before you depart from Milazzo. Continue to the smallest of the Aeolian Islands, Panarea.

We suggest lunch at uninhabited islets Lisca Bianca and Bottaro. In the late afternoon, you’ll arrive in Panarea. evel in the tranquil beauty of this chic destination, with its whitewashed houses and beautiful coves.

Panarea offers a serene escape, perfect for swimming in crystal-clear waters and enjoying the laid-back island lifestyle.

We recommend dinner at “Da Pina” Restaurant (a masterpiece of Panarea nightlife) before staying overnight in Panarea.

Day 2: Milazzo to Panarea

Day 3: Panarea to Stromboli

Enjoy breakfast on board before the departure for Stromboli. Sailing along the little islet of Basiluzzo, you will arrive in the late morning in Stromboli.

Enjoy lunch on board before having some free time to visit the village. Enjoy the unique landscape sculpted by volcanic activity. We suggest a guided trek to the Stromboli Volcano in the late afternoon.

You’ll then have dinner on board in the evening.

Day 3: Panarea to Stromboli

Day 4: Stromboli to Salina

Breakfast on board followed by a sailing tour of the island of Stromboli, which has been continuously erupting for the past 2,000 years. This beautiful island is known for its lush greenery and sweet Malvasia wine.

Continue your day swimming and snorkelling at Stromboli Ginostra before heading to Salina.

Salina’s natural beauty, from its verdant landscapes to its inviting beaches, makes it a perfect spot for relaxation and exploration. Delight in the island’s authentic charm and savour the local gastronomy.

We suggest a private wine tasting and dinner at Tasca Conti d’Almerita Winery at the Capofaro Malvasia & Resort.

Day 4: Stromboli to Salina

Day 5: Salina to Filicudi

You’ll savour breakfast on board before you sail from Salina to Filicudi arriving in time for lunch.

Relax and swim in the waters of this isolated and beautiful Island. Filicudi is one of the most untapped retreats, with its off-the-beaten-track feel a favourite for people who are looking for the ultimate bohemian experience. Explore its rugged terrain, relax in secluded bays, and soak up the peaceful ambiance.

Today we suggest a special dinner at Pecorini Bay Restaurant, the ultimate for Southern Italian food. Stay onboard overnight at Perorini Bay in Filicudi.

Day 5: Salina to Filicudi

Day 6: Filicudi to Lipari

Sail to Lipari, the largest of the Aeolian Islands. Lipari’s lively streets, rich history, and archaeological sites provide a contrast to the quieter islands.

Wander through the bustling town, visit the archaeological museum, and enjoy the vibrant energy of this captivating island.

Swim at Canneto and visit the famous pumice quarries.

Day 6: Filicudi to Lipari

Day 7 and 8: Lipari to Vulcano

Conclude your sailing voyage at Vulcano, an island famed for its volcanic landscapes. Take a tour of the island by boat before stopping at the Venus swimming pool Venus and the Horses’ Cave.

Sail along the west coast to the small port of Vulcano Gelso. Swim at Gelso and relax in the afternoon before having dinner on board.

Early in the morning, the crew will sail from Vulcano to the boat’s home port, Milazzo, before you set off on your onward journey.

Day 7 and 8: Lipari to Vulcano

About Your Boat and Crew

Each boat comes with a skipper who will navigate the yacht between islands and a hostess who will cook and clean the boat for you.

Each day you will need to allow around £50 per person which allows for food, gasoline, harbour fees and mooring fees.

The boat rental includes insurance, cleaning and fresh linen and towels.

All boats are equipped with fans in all areas, TV, USB sockets in all cabins, MP3 player, bimini and sprayhood as well as a canvas sunshade for the side and back. Luxury yachts come with air conditioning.

Some boats are equipped with further amenities too such as: snorkelling equipment, Submarine Dolphin SeaDoo Watercraft and fishing and diving equipment.

About Your Boat and Crew
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Why book with us?

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We want to ensure you have the best experience with us so we’ll keep working on your itinerary until perfect. You will have your own personal dedicated member of our team who will help build the perfect trip for you.


Call our travel experts on +44 (0)20 7157 1570

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To start planning your trip, please call us or complete the enquiry form and one of our team of experts will contact you as soon as possible for an initial consultation to discuss your travel plans in more detail.


All the prices on our website do not include flights. We can, of course, arrange them for you.


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