header cover
logo

Log in

Vento di Sicilia: from the Aeolian Islands to Trapani

Italy:

Aegadian islands

Duration:

7 days - 7 nights

Max number of passengers:

12 people

Available:

August

Suitable for travellers:

5 - 70 years

Boarding from:

Lipari (Aeolian)

What's included

Cancellation policy

avatar image

Organised by:

Stefano M.

Member since 2019 -

Private

Italian

English

Spanish

This experience, in a nutshell

A sailing trip through the wonders of the Tyrrhenian Sea, from the volcanic islands of the Aeolian Islands to the west coast of Sicily.


It starts from Lipari with boarding at sunset and a welcome aperitif, and then sets sail towards the wild atmospheres of Vulcano and Filicudi, among pristine coves, crystal clear waters and unforgettable sunsets. After the charm of the Aeolian Islands, the route points towards the Sicilian coast with a pleasant sail to Cefalù, a Norman pearl overlooking the sea.


We continue towards Palermo, with a stop in the turquoise waters of Mondello and below Capo Gallo, between regenerating baths and evenings in the historic center. The navigation continues along the spectacular coast of the Zingaro Reserve, with stops in its most evocative coves, up to San Vito lo Capo.


The last stage still offers crystal clear sea between Macari and the Bay of Santa Margherita, before arriving in Trapani.

A week of nature, sailing, seaside villages, Sicilian flavors and breathtaking views, perfect for those who want to experience the sea in freedom, between relaxation and discovery.


The itinerary is indicative and may vary according to weather and sea conditions, to always ensure the best possible experience in total safety.

€920

7 days - 7 nights

experience image 0experience image 1
experience image 2
experience image 3

7+

Show all

Boat & Classes of Service

Beneteau Cyclades 50.5 - 2008

Type

Sailboat

Length

16 m.

Toilets

4

Cabins

6

boat image 0boat image 1
boat image 2
boat image 3

15+

Show all

Our itinerary

Our trip starts here:

Lipari (Aeolian).

Check-in: 5:00 PM

Our trip ends here:

Trapani.

Check-out: 8:00 AM

Leg 1

Saturday – Lipari

Boarding from 18:00 at the port of Lipari. Welcome drink, on-board briefing and accommodation in the cabins. Free time for the galley and for a walk in the historic center of Lipari. Dinner on your own and overnight in port.

Leg 2

Sunday – Vulcano

We cast off the moorings to head towards Vulcano, stopping in the neighboring coves. In the afternoon arrival in Vulcano with the possibility of visiting the cellars with an aperitif at sunset. Dinner and overnight in port.

Leg 3

Monday – Filicudi

We will sail to Filicudi (20 miles), the wildest of the Aeolian Islands. Between pristine seabeds and breathtaking seabeds, we will make a stop at Capo Graziano for an unforgettable swim. In the evening we will be in Pecorini a Mare, a charming fishing village, where the Saloon will welcome us with Malvasia and Sicilian delicacies prepared by the villagers.

Leg 4

Tuesday – Cefalù

Relaxed sailing towards Cefalù (40 miles): swim in front of the promontory and afternoon between the Duomo and alleys. Night at anchor or in port.

Leg 5

Wednesday - Mondello

Navigation to Palermo (35 miles) with a swim stop in front of Mondello or under Capo Gallo. Arrival in the port in the afternoon, street food and evening tour between the historic center and the marina

Leg 6

Thursday - San Vito

Coastal route to the Zingaro Reserve (40 miles): swimming stops in front of the most beautiful coves, Cala Mazzo di Sciacca – Tonnarella dell'Uzzo area. In the afternoon Scopello and / or Castellammare del Golfo. In the late afternoon arrival in San Vito lo Capo. Night in port.

Leg 7

Friday – Trapani

Sail to Macari / Santa Margherita Bay: swim in transparent waters and lunch at anchor. In the afternoon we head for Trapani, with arrival expected around 18:00. Dinner and night in port.

Leg 8

Saturday - Trapani

Disembarkation by 9.00 a.m.

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

Meals and beverages

    Food for the crew

Onboard staff

    Skipper

    Sailor

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

€200 - €350 Per person

The costs of the common fund depend heavily on what you buy for the galley and whether you decide to sleep at anchor or at buoys/ports.

    Galley

    Food for the skipper

    Alcoholic drinks

    Mooring fees

    Access and/or stay in parks and marine protected areas

    Fuel (boat/tender)

Starter Pack

€80 Per person

The starter pack includes the first and last night in port, membership card with accident insurance, bed linen and towel kit, water supply in the ports, gas consumption

    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

Frequent questions

The organiser reviews

avatar image

Organised by:

Stefano M.

Member since 2019 -

Private

Italian

English

Spanish

5.0/5

out of

136

reviews

Skipper

Boat

Destination

avatar image

Relaxing weekend in the Pontine Islands

05/11/2026

Flavia F.

-

IT

Great experience! Stefano and Adriano welcomed us as great hosts in their beautiful "family boat". This made our holiday serene, pleasant and constructive p.s. with a group that we did not know before! All together they supported us in making the first sailing experience of our children aged 8 and 11 unforgettable... they would already like to come back! 😊 Thank you Antonietta and Remo, thank you Daniela and Paolo. Fair winds Commander!
avatar image

Relaxing weekend in the Pontine Islands

05/4/2026

Paolo C.

-

IT

Beautiful experience thanks to the great skills of Stefano and Adriano: the places they made us discover, the way and the climate on board with the crew made this long weekend in the Pontine Islands unforgettable.
avatar image

4 weekdays in the Pontine Islands

07/13/2025

Nadine P.

-

IT

Stefano is a captain with a lot of experience, kind, caring and helpful, as well as very nice! He took us to wonderful places despite the mistral that prevented us from sailing distantly. His son Adriano always cute and sweet. The boat is very comfortable and spacious, the kitchen is fully equipped, the cabins large and clean. I will definitely be back!!

4 weekdays in the Pontine Islands

07/3/2025

Danilo S.

-

IT

Unforgettable holiday! Everything was wonderful, practically perfect! The skipper Stefano and the sailor Adriano made us feel at home from the first to the last moment. We felt free, but we were guided with great safety and knowledge of the places. We were also very lucky with the group. Beautiful places, incredible sea, very beautiful and comfortable boat. For us it was the first time... certainly not the last.

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

© 2025 Sailsquare Srl SB • All rights reserved - VAT IT07860990964