Sailsquare | N°1 in Europe for sailing and catamaran holidays

Giovanni & Matteo

Super!

Provider type:

Organisation

City:

Messina

Member since:

2021

520 Sailsquare travellers have been on board my experiences

My experiences

4.8

Super!

ENJOY: in the blue painted blue of the Aeolian Islands

Italy: Aeolian Islands

6 days - 7 nights

6 departures available

August - October

Starting from

€530

€504

Per person

4.8

Super!

Enjoy: in the blue painted blue of the Aeolian Islands

Italy: Aeolian Islands

6 days - 6 nights

4 departures available

August - October

Starting from

€530

€504

Per person

4.8

Super!

ENJOY: from the Aeolian Islands to Portorosa

Italy: Aeolian Islands

6 days - 6 nights

One departure available

August

€720

Per person

4.8

Super!

Enjoy: in the blue painted blue of the Aeolian Islands

Italy: Aeolian Islands

6 days - 6 nights

One departure available

August

€720

Per person

4.8

Super!

ENJOY: in the blue painted blue of the Aeolian Islands

Italy: Aeolian Islands

6 days - 6 nights

One departure available

August

€850

Per person

About us

I am originally from a fishing village on the Strait of Messina and since I was a child I grew up in close contact with the sea and boats. It is not easy to convey with simple words what I feel when I surf. The energy of the volcanoes, the intense blue of the water, the scent of the islands, which with their remoteness and timelessness surprise and excite me every day.

My sailing areas

Aeolian Islands

Italy

Seychelles

Indian Ocean

Pontine Islands

Italy

Aeolian Islands

Italy

Seychelles

Indian Ocean

Pontine Islands

Italy

My boats

Type

Sailboat

Length

15.5 m.

Toilets

Cabins

Show all

Travel with peace of mind

Total transparency

Want to avoid surprises? Find out before you book who your skipper and fellow travellers will be. Do you have questions or doubts? Send a message to the skipper!

Flexible cancellation

Cancel within 30 days of departure for any reason and receive a full refund. Want even more? Purchase the extension to cancel your booking until your departure.

Constant support

Our dedicated multilingual support team is always ready to assist you, before and during your holiday, and is always in touch with the skippers we work with.

Reviews

4.8/5

out of

reviews

Skipper

Boat

Destination

ENJOY: in the blue painted blue of the Aeolian Islands

07/29/2025

Giulia Maria T.

Italy

Wonderful holiday. Highly recommended Aeolian Islands seen both from the sea and from the land! Experienced, reliable and super organized skippers being veterans of these islands. Great meals on board and guaranteed fun! Boat with ample space and well cared for. Definitely an experience to recommend ⛵️

ENJOY: in the blue painted blue of the Aeolian Islands

07/17/2025

Ellis M.

Germany

A fantastic experience and trip, thanks to the wonderful skipper/chef Matteo!

Enjoy: in the blue painted blue of the Aeolian Islands

07/2/2025

Loris C.

Italy

Giovanni is a person who has found his inner peace in the sea and is able once on board his boat to convey his passion and transport you through his freedom and quiet in a comfortable navigation among the wonders of unspoiled nature. Thank you captain.

Seychelles 2025 - Easter & April 25 with FLIGHTS BLOCKED FROM ROME

04/27/2025

Marcello P.

Italy

Excellent organization and management of the stages at sea. The catamaran was in very good condition and with the right extra accessories. Skipper always available and prepared