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Portorosa with its little cosy dock.

Flotilla Sailing Sicily | Italy

IntroductionDatesPackageLocation descriptionBenefitsFlotilla leaderRoute

Accompaniment

English

Group composition

Families, kid friendly

Duration

7 days

Location

Portorosa, Sicily

Flotilla dates

Week 1

Almost full
20/09/2025 - 27/09/2025
Portorosa
7 days

Week 2

Almost full
04/10/2025 - 11/10/2025
Portorosa
7 days

Discover Portorosa and its Surroundings in a Week

Enjoy flotilla sailing in Italy and see all the beauty that Portorosa and the surrounding area have to offer.

We've written a nice example route for you of what you can expect during this spectacular sailing holiday. The route is not fixed and is an example, it may change due to weather conditions.

Enjoy the Italian weather, the good food, beautiful bays, towns and the great sailing experience for a week. You will sail from one volcanic island to another.

Discover Portorosa and its Surroundings in a Week
A Week of Flotilla Sailing in the Aeolian Islands | Italy

A Week of Flotilla Sailing in the Aeolian Islands | Italy

Discover Sicily's most desirable coastlines and create refreshing lifelong memories on your flotilla holidays in the Aeolian Islands from Portorosa.

Between the shimmering warm waters of the Mediterranean, explore together as you make your way between a labyrinth of sensational volcanic islands.

Enjoy relaxed sailing in Sicily with steady winds and short passages from one remarkable UNESCO protected site to another.

With black sand beaches and authentic Sicilian culture beckoning ashore, your flotilla leader will provide support every step of your nautical journey.

Experienced Flotilla Guidance

At Tubber, you get the best service! Our guides are passionate and experienced sailors.

Quality Yachts

Young and very well-maintained yachts. All yachts in the Tubber flotilla are from one owner, so we can offer the best service with our service.

All in Tubber Package

All yachts in the Tubber flotilla have an all-inclusive package. Outboard motor, towels, linen, final cleaning and a welcome pack - it's all included!

The English Flotilla Guidance

Of course, a successful sailing holiday depends on the weather, the sun, the sea and the flotilla guidance. In addition to conviviality, safety is of course critical during the sailing holiday.

During the Sicilian flotilla, professional English-speaking guidance is available on the mothership, who are always ready for mooring and anchoring. These flotilla leaders may also be residents, but will always have good English language skills. In addition, they plot the route (with input from the participants) and monitor the weather for everyone. Of course, they enjoy it a lot themselves and are always looking forward to giving you a great experience in Italy as well.

The English Flotilla Guidance

Example route

This route is an example route. The route can be changed based on factors like the weather.
Portorosa waters.

Day 1

Arrival at Portorosa
Start your flotilla holidays with a warm welcome and refreshing drink at the beautiful Portorosa Marina, nestled in the northeast corner of Sicily. Spend the first day getting to know your yacht and getting to know fellow travellers on base before kicking back on one of Sicily's many beaches or exploring the nearby town of Tonnarella. Sleep aboard your yacht and wake up to a briefing about your yacht and flotilla.
Island Volcano from far away.

Day 2

Portorosa - Vulcano
Sail to the alien island of Vulcano, named for the steamy peaks that crown the island. You anchor in Porto di Levente or Ponente Bay for good protection against easterly winds. Vulcano has a spectacular black sand beach, but the star attraction is Fossa di Vulcano. This fascinating smoldering crater is encrusted with crystals and offers epic views once you reach the top. Vulcano's south and northwest coasts are ideal for snorkeling and swimming. After a day of exploration, tempt your taste buds with mouthwatering seafood and local wines at a restaurant near the port.
Georgeous Beach on Panarea.

Day 3

Vulcano - Panarea
Set sail and head to Panarea, the most beautiful and most picturesque of the Aeolian Islands. Cruise past the glamorous harbour town to arrive at the tranquil anchorage of Zimmari Bay for the night. Go ashore with your Dinghy to admire the sights of charming houses and browse bottegas artists' workshops, and local boutiques. With your camera in your backpack, climb the Punta del Corvo for exceptional panoramic views.
Flotilla yachts travelling to the next destination together.

Day 4

Panarea - Salina
Next, depart for Salina, an island known for its lush green mountains and freshwater springs. Embrace the island's slower pace of life and choose to explore the mighty peaks (Monte Fossa delle Felci, Monte dei Porri, and Monte Rivi) at your leisure. The group will dock at night at the island's harbour and end the day's adventures with a group dinner at a local restaurant, where local seafood dishes are sure to satisfy after a wonderful day of exploration.
Rock formation of Panarea.

Day 5

Salina - Filicudi
Next on our route is Filicudi, the wildest and most beautiful Aeolian island, characterized by its beautiful blue caves and a network of hiking trails. Flotilla guests have the opportunity to explore the Scoglio della Canna, a rock obelisk off the northwest coast. In Capo Graziano, a short walk southeast of the port, you will discover the remains of a prehistoric village, dating back to 1800 BC. Hiking trails allow visitors to explore the scenic interior of the island and lead to the deserted village of Zucco Grande and to Fossa Felci, a mountain in the centre of the island.
Town of Lipari.

Day 6

Filicudi - Lipari
We then set course for Lipari, both the largest and the oldest of the Aeolian Islands. You dock in the port of Lipari. Sip happy hour cocktails, then stroll through picturesque streets along the harbour's lively seafront.
Northern coast of Lipari.

Day 7

Lipari - Portorosa
Finally, on day 7, we will head back to Portorosa for our last night on board and conclude the island-hopping adventure with a group dinner.
Check-out in the ports.

Day 8

Checking out
On Saturday, everyone will disembark and say goodbye to all participants and new friends. With this flotilla sailing route, you will experience the most beautiful parts of the west coast of Italy, something you will never forget!

Want to join a flotilla on another location?

That's possible! Next to the flotillas we are offering on this page, we are offering a lot more flotillas on other locations. Discover our wine-flotilla for example in Italy!

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Frequently asked questions

Do I need a boat license to participate in a Sicily flotilla in Italy?

No, you do not necessarily need a license to sail in a flotilla. For example, you can also hire a skipper to do the sailing. Not everywhere in Italy it is mandatory to have a license I or II if you want to sail yourself. But landlords can ask for it. In most cases, a certificate (CV) with sailing experience is sufficient.

Where does the flotilla of Sicily leave from?

The departure base is in Portorosa, on the north-east coast of Sicily.

Where should I fly if I want to sail in this Sicily flotilla?

You can fly to the airports of Catania or Palermo. From here you can take a taxi to the port in Portorosa. Tubber can also help you arrange a transfer.

Is the flotilla of Sicily suitable for children?

Of course! The ages of the children in the Tubber flotillas of Sicily range from 6 to 23 years old with a focus on the age group 12 - 19 years old.

What are the average daily distances of this Sicily flotilla?

Average day distances are 3 hours. This is subject to wind, weather and your own wishes.

Do I sail independently in the Sicily flotilla or always with the group?

In the Tubber flotilla of Sicily you sail under the pleasure and ease of an experienced mothership, you are not expected to sail constantly with the group. Feel free to take a dip in a self-discovered bay.
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