Homepage cover
logo

Log in

avatar image

Alessandro D.

Provider type:

Organisation

City:

Roma

Member since:

2016

avatar image
avatar image
avatar image
avatar image
avatar image

658 Sailsquare travellers have been on board my experiences

Gallery

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

20+

Show all

My sailing areas

Tuscany

Italy

Northern Sardinia

Italy

Pontine Islands

Italy

Corsica

France

Aeolian Islands

Italy

The Balearic Islands

Spain

My boats

Type

Catamaran

Length

12 m.

Toilets

2

Cabins

4

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

11+

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

4.9/5

out of

66

reviews

Skipper

Boat

Destination

avatar image

Catamaran between Costa Smeralda, Maddalena and Bonifacio!

08/9/2026

Monica P.

-

NL

Highly recommended, and I would do it again! What an amazing week with Alessandro in the Maddalena archipelago! Alessandro is a very good skipper, I felt safe throughout the journey. But then he is also an amazing person and every day had a surprise that made the vacations even better and unforgettable. The boat is very comfortable and clean. Lots of space to cook, eat or sunbathe. The destinations and places we went were just mind blowingly beautiful. Alessandro also made sure we would not miss great attractions such as towers, forts, beaches or natural swimming pools along the way. Finally the people in the boat were all very nice, we had great conversations, game nights, and easily shared tasks like cooking and cleaning. On top of it I got an intensive week of Italian lessons. Loved every part of it. Grazie a tutti, sono 300% felice <3
avatar image

Catamaran between Costa Smeralda, Maddalena and Bonifacio!

07/14/2026

Simone T.

-

IT

We had a fantastic week sailing through the Maddalena Archipelago. Alessandro is an excellent skipper who creates a relaxed and enjoyable atmosphere for everyone on board. Although we weren’t able to dock in Bonifacio as originally planned, and the catamaran could offer a few more features for its class, the overall experience was outstanding.
avatar image

Sailing among the Myths: The Pontine Islands by Catamaran

05/10/2026

DANIELA A.

-

IT

Alessandro is a topppp!! Take care of everything, I would do it again tomorrow! I didn't know Palmarola, too beautiful from the boat
avatar image

Sailing among the Myths: The Pontine Islands by Catamaran

05/9/2026

Giorgio D.

-

IT

Beautiful weekend, but much of the credit certainly goes to Alessandro, a skipper capable of transforming a simple experience at sea into something that stays with you. Professional when needed, but above all human, genuine and capable of creating a group without ever forcing anything. He made us all feel at ease from the first moment, with that intelligent lightness that is rare to find today. Always attentive, helpful and with a calm that conveys safety even to those who may not be used to life on a boat. Between laughter, sunsets, chats and simple moments, he managed to create that atmosphere that really makes you disconnect from the routine. Super recommended experience... and skipper who really makes a difference. Thank you Ale, because the sea is beautiful... But the right people make it unforgettable

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

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