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Enjoy: Nel blu dipinto di blu delle Eolie

Italy:

Sicily

Duration:

6 days - 6 nights

Max number of passengers:

7 people

Available:

May - July

Suitable for travellers:

18 - 60 years

Boarding from:

Marina di Portorosa

What's included

Cancellation policy

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Organised by:

Giovanni & Matteo

Member since 2021 -

Organisation

Italian

English

This experience, in a nutshell

Sicily is embraced by a sea of infinite shades, rich in history and traditions where art and culture meet and accompany you as you sail through the picturesque islands that surround it.

Crystal clear sea, unspoiled nature, active volcanoes and 6000 years of history have allowed the Aeolian Islands to become a UNESCO World Heritage Site.


The key words of this experience will be Sail & Enjoy... Browse and enjoy! A week of leisure, sharing and new friendships.


The energy of the volcanoes, the intense blue of the water, the scent of the islands, will surprise and excite you more and more every day.


Starting from

€531

6 days - 6 nights

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9+

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Boat & Classes of Service

Bavaria 44 - 2001

Type

Sailboat

Length

13 m.

Toilets

2

Cabins

4

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19+

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Our itinerary

Our trip starts here:

Marina di Portorosa.

Check-in: 6:00 PM

Our trip ends here:

Marina di Portorosa.

Check-out: 6:00 PM

Leg 1

SATURDAY - PORTOROSA

Our tour starts from Portorosa, where from 18:00 on Saturday you can embark. Once settled in the cabin there will be a short organizational briefing with the skipper for the best success of the holiday.

Leg 2

SUNDAY - PANAREA

On Sunday, after a nice dip in one of the beautiful bays of the Aeolian Islands, we will continue sailing by bowing to the island of Panarea, the most chic, frivolous and holiday of the seven, the Capri of the Aeolian Islands. We will have about 15 miles of navigation which, if the wind is favorable, we will sail, letting ourselves go to the sound of the hull ploughing the water. We'll make our first anchorage in Cala Zimmari, the perfect bay for venturing out with mask and fins in its crystal clear water. In the late afternoon we will decide whether to stop here for the night or, at sunset, move in front of the village. As always, there are those who enjoy the sunset waiting to dine under the stars and those who cannot give up visiting the island for a walk through the white alleys surrounded by boutiques, and then find ourselves at Raya, a club and disco, with one of the most beautiful terraces on the island. Here we will enjoy an aperitif on the terrace of the Raya, with soft lights, admiring Stromboli.

Leg 3

MONDAY - STROMBOLI

On Monday morning it will be the turn of Lisca bianca. This anchorage is a must see stop in the Aeolian Islands, as well as for snorkeling also for the sulfataras. After swimming in the sulphurous waters of Panarea, we will head for Stromboli or IDDU, the most active volcano in Europe, so dear and feared by the islanders, unmistakable for its conical shape and the cloud of black smoke that is stationed almost perpetually on its summit. It will be the strip of black and volcanic beach at the foot of the village of San Vincenzo to host us in the roadstead to be able to go ashore and visit the town. Once on land, it will be pleasant to meet on the terrace of the Ingrid Bar for an aperitif together.

Leg 4

TUESDAY - LIPARI

The largest of the Aeolian Islands, Lipari contains a bit of the entire history of the Archipelago, that mix of nature, geological rarities and the most beautiful views of the entire Archipelago. We'll take advantage of this stage of the tour to stop at the port so that we can enjoy all the necessary services for the continuation of the tour. Before arriving in the port, we will take a swim in the crystal clear waters of the Pomice cove, considered the most beautiful beach due to its color given by the white rock that appears majestically behind it and clearly visible from the sea.

Leg 5

WEDNESDAY - SALINA

The greenest of the islands, with extraordinary beauty and variety of landscapes. The morning and lunch will be dedicated to the eastern part of the island, where we will be able to admire the green seabed and the steep cliffs overlooking the sea of Capo Faro. In the afternoon we will sail towards Santa Marina, after a swim we will get ready to visit the town, colored by caper flowers and typical Aeolian houses, for those who wish, it will be possible to visit one of the many wine cellars on the island. You can return by boat for dinner if you want or for those with a sweet tooth instead it is time to go to Lingua where cunzatu bread and granita at Alfredo's await you!

Leg 6

THURSDAY - VULCANO

Once we set sail from Lipari, we will take a swim in the beautiful bay of the Spiaggia Praia di Vinci is located at the southern end of the island. After a short stop we will have lunch in the picturesque ant bay on the west side of the island.

In the afternoon we will set sail for Vulcano, western bay to prepare for an eventful evening in the village for lovers of nightlife or for a nice evening of chat and company in the tranquility of the protected bay waiting for one of the most evocative sunsets in the Aeolian Islands.

Leg 7

FRIDAY - PORTOROSA

the day of the return to Portorosa. But the cruise is not over yet. For those who want, early morning is the ideal time to climb the volcano, or you can take advantage of a tour of the narrow streets of the town and a breakfast with granita and brioche at Isla bonita which is always a great satisfaction. Today we will move to the south side of Vulcano, after admiring the Grotta del Cavallo, here there are two beautiful bays: Baia di Gelso and Baia della spiaggia del Cannitello, also of black sand. In the bay of Cannitello beach, a bar is open for a happy hour or aperitif on the beach accompanied by dancing music. A last swim in the bay of Tindari (if there is time) is the worthy conclusion of this wonderful week spent together. Back in port, the cruise is not over yet because we will console ourselves with an excellent dinner all together in one of the restaurants in Portorosa, to best honor this beautiful week spent together.


The itinerary may be subject to changes due to weather conditions and/or technical or logistical reasons, in order to ensure safety and a pleasant sailing experience for all participants.

What's included in the price

•

Boat equipment and facilities

    Final cleaning

    Tender and outboard

•

Onboard staff

    Skipper

•

Taxes, fees and moorings

    Embarkation and disembarkation mooring fees

What you'll have to pay during the experience

Below are the additional expenses you will incur during the experience.

Common Fund

€80 - €200 Per person

The common fund will be collected at the time of boarding after your arrival and will be managed among all participants. The per capita share depends on the expenses incurred and the number of people on board.

    Galley

    Food for the skipper

    Alcoholic drinks

    Mooring fees

    Fuel (boat/tender)

Starter Pack

€100 Per person

The Starter pack fee will be paid on the day of boarding.

    Bedding kit

    Towels kit

    Association/Membership card

What's NOT included in the price

Below are the services that are not included in the price of the experience, including any available optional services that you may pay directly to the organiser (we advise you to inform the organiser prior to departure in case you wish to purchase such services and arrange the payment terms directly with him).

Excluded

    Meals/drinks consumed ashore

Optional Services

    Hostess • €1,000 per boat

    Chef • €1,000 per boat

    Transfers from/to the airport • €50 per person

    Travel cancellation insurance • €100 per person

Frequent questions

The organiser reviews

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Organised by:

Giovanni & Matteo

Member since 2021 -

Organisation

Italian

English

4.6/5

out of

52

reviews

Skipper

Boat

Destination

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ENJOY: in the blue painted blue of the Aeolian Islands

09/2/2025

Marino O.

-

Italy

Would you do a sailing holiday again? Well this is the question that I am repeating to myself already during my first experience and to this day it continues to spin in my head, despite my feet on the ground. Yes and no! Here's the answer! Of course, it was my first experience and honestly if I had to think of approaching the organization of a boat holiday, as it was, I would certainly opt for something else. I really love clarity, especially of costs, transparency and empathy in all those technical-organizational aspects that must be preventive rather than in itinere, which leave no alternative but to ruin and make the traveler uncomfortable even before setting sail. I can say that I had a nice motor trip on a sailboat that was born with considerable sailing potential (according to the experts), but that I was able to appreciate only for a couple of hours out of seven days despite the fact that many other boats were sailing around me. I found insistent indications of frequent ashore descents for dinners and parties even though the group wanted to remain gathered in friendship and sobriety on the boat. Rules are rules and in certain environments they must be respected but in common certain moments for example "galley" which I have heard of as one of the most "exclusive and fun", but which I found and lived with heaviness and frustration. But beyond all this, the group has made a common front and this sense of sharing lived in a small living space, which makes everything amplified, has brought souls together in an incredible unity of purpose. So will I go back to choosing a sailing holiday? I don't know yet, certainly if I can I choose the group, the Friends and the places visited.
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ENJOY: in the blue painted blue of the Aeolian Islands

09/1/2025

Manuela P.

-

Italy

The holiday was enjoyable thanks to our well-established crew of friends, new people added who were meant to stay in my heart, very friendly and helpful staff members, and lovely places seen. Unfortunately, I have to give a negative evaluation to the skippers/organizers who, despite having high qualifications and having been informed several times of the kind of holiday appreciated by all present (sailing holiday) gave priority to motor navigation more to reach pre-established destinations and restaurants to offer rather than to listen to our needs for freedom from time and space, to sail listening to the sounds of the wind and the sea and to relax in nature. The sails were hoisted only once in the whole week despite the fact that the opportunities had also presented themselves other times to our great disappointment given the beautiful boat we were on!! To fill a now full vase was added the lack of clarity and average values much higher than the costs (fuel and general) which led the holiday in the end to be more expensive than we expected. This will certainly teach us to ask for much more precise and detailed information before booking other trips on sailsquare.
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Enjoy: in the blue painted blue of the Aeolian Islands

08/31/2025

Cristina C.

-

Italy

Very prepared skipper, excellent itinerary, nice group and many beautiful vibes!
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ENJOY: in the blue painted blue of the Aeolian Islands

08/31/2025

Eva G.

-

Germany

I recommend this sailing holiday to those looking above all for authentic human relationships and friendships that can become infinite: from this point of view the experience is truly unforgettable. The staff was friendly and attentive. In our case the skipper did not act as a supplement, but it was not a problem because we were already a group. However, it is essential to have clear expectations. If you want to spend the week sailing mainly in advance, it is advisable to find out well in advance: in my case, I only found out after departure that we would only use the sails for a short moment in a single day. Similarly, I didn't know that the skipper/organization was predominantly aiming to eat at local restaurants or kiosks instead of on board. With this information I would definitely have chosen another option or destination.

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