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

Different Sailing

Provider type:

Organisation

City:

Roma

Member since:

2016

1280 Sailsquare travellers have been on board my experiences

Gallery

20+

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My sailing areas

Aeolian Islands

Italy

Pontine Islands

Italy

Grenadines & Martinique

Caribbean

Northern Sardinia

Italy

Aeolian Islands

Italy

Pontine Islands

Italy

Grenadines & Martinique

Caribbean

Northern Sardinia

Italy

My boats

Type

Sailboat

Length

13 m.

Toilets

Cabins

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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

4.6/5

out of

263

reviews

Skipper

Boat

Destination

Different Flotilla: Party and new friends in the Aeolian Islands

09/11/2025

Eleonora N.

United Kingdom

It's not the first holiday with Different Sailing, and it never disappoints! Mix of fun and relaxation! Everything organized great, as always! Super recommended holiday!

Different Flotilla: Party and new friends in the Aeolian Islands

09/1/2025

Stefania S.

Italy

Fantastic week! Wonderful group of people... the fantastic crew of Maelle! Spectacular places experienced in a beautiful atmosphere both human and fun, relaxation and leisure. The Different organization of the moments of navigation, party and tours between islands is absolutely valid. Special mention for our skipper Bruno and our co-skiper Cinzia who were absolutely impeccable and wonderful. I go home with a beautiful memory of the week spent on Maelle and with the desire to start again!!

Different Flotilla: Party and new friends in the Aeolian Islands

09/1/2025

laura d.

Italy

Amazing holiday, Roberto and Nicolò, who made us travel on Nereo, super prepared, sociable and helpful... A must-try experience

Different Flotilla: Party and new friends in the Aeolian Islands

08/31/2025

Stefano F.

Italy

I have had other experiences in the sailing bay, but never in the flotilla and I had a lot of fun. The excellent skipper Karim led us around the islands with competence, safety and sympathy. Beautiful and well-organized itinerary with many moments of sharing, music and party both on the boat and on land. See you next year!! .... or maybe before 😀