header cover
sailsquare logo

Sicily to Calabria

Italy:

Sicily

Duration:

6 days - 6 nights

Max number of passengers:

2 people

Available:

-

Suitable for travellers:

30 - 70 years

Boarding from:

Syracuse

What's included

Cancellation policy

avatar image

Organised by:

Tommaso P.

Member since 2016 -

Private

English

Italian

This experience, in a nutshell

Sailing cruise between eastern Sicily and southern Calabria


A journey full of emotions, nature and culture


A splendid sailing cruise along eastern Sicily and the southern coast of Calabria, designed for those who want to experience the sea in an authentic, active and engaging way. A unique itinerary that combines the pleasure of sailing with the discovery of territories rich in history, breathtaking landscapes and crystal clear waters.


On board, in addition to enjoying the relaxation of life on the boat, you will be able to participate in a real sailing school, led by experienced and passionate skippers, learning the basics of navigation or perfecting your skills, all immersed in a spectacular setting.


Every day you can go ashore to explore the coast with hiking along scenic paths overlooking the sea, between cliffs, hidden beaches and charming villages. There will be no shortage of moments dedicated to fun and contact with nature: you will have kayaks, snorkeling equipment and plenty of time to relax in the roadstead or in the quieter bays.

Along the way there are also guided tours of cities of art and historical locations, which will allow you to discover the cultural richness of these two regions: from the liveliness of the Sicilian towns overlooking the Ionian Sea, to the small towns of Ionian Calabria, custodians of millenary traditions and often little-known beauties.


A complete experience, including sailing, nature, culture and relaxation. Perfect for those who want to unplug and let themselves be carried away by the wind, to discover two of the most fascinating coasts of the Mediterranean.


No Departures available

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

Boat & Classes of Service

Beneteau Oceanis Clipper 411 - 1998

Type

Sailboat

Length

12.7 m.

Toilets

2

Cabins

3

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

5+

Show all

Our itinerary

Our trip starts here:

Syracuse.

Check-in: 8:00 AM

Our trip ends here:

Crotone.

Check-out: 12:00 PM

Our itinerary

An experience between sailing, nature and culture

Sailing and sailing school

Sail through the clear waters of the Ionian Sea, with the opportunity to learn the basics of sailing or improve your technique together with the skipper.

Hiking on the coast

Panoramic walks through promontories, villages and paths overlooking the sea, immersed in the landscapes of eastern Sicily and Ionian Calabria.

Stops at anchor and relaxation in unspoilt bays

Baths, sun and tranquility in sheltered coves, away from mass tourism.



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.

Frequent questions

The organiser reviews

avatar image

Organised by:

Tommaso P.

Member since 2016 -

Private

English

Italian

5.0/5

out of

6

reviews

Skipper

avatar placeholder

Alghero to the Costa Smeralda

09/26/2023

Bruno T.

-

France

We spent a very good week with Tommaso on his beautiful sailboat. The weather was not always ideal for sailing, and the program could not be realized, but our skipper found us visits, restaurants and nice walks to console us. We discovered life on board and learned how to ride the boat. Too bad for the Maddalena, we just have to start again. With Tommaso maybe!
avatar placeholder

Alghero and Emerald Coast

08/20/2023

Tamara M.

Truly adventurous but also relaxing experience! Great company! Tommaso, the best! Very experienced in navigation and available to transfer nautical advice and technicalities. Highly recommended!!
avatar image

Alghero and Emerald Coast

07/10/2023

Elisa B.

-

Italy

Great all super recommended holiday!!
avatar placeholder

Palma and Menorca

07/21/2022

Luca I.

We enjoyed a very pleasant sailing week leaving from Palma de Mallorca , coasting the eastern side of Mallorca, crossing to Menorca and reaching Mahon from the northern side of the island. Tommaso has been a very relaxed and competent skipper, always attentive to our requests and keen to discuss with us the best route to take on a daily basis. A memorable experience.

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

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