Have you always wanted to sail away into crystal clear waters? What about sitting at anchor on a boat, gently rocked by the breeze after a refreshing swim?
You will have the opportunity to experience this, living on board with ease during one of our cruising events. 

You could also have the thrill of helming when the winds grow stronger, or simply catch up to the boat in front of you. All this while visiting both secluded locations and popular bays, living on board in harmony with nature according to our Sustainability at Sea principles, both in the Tuscan Archipelago or the Caribbean Islands.

Our programs span from daysails to weekends on board, to week-long cruises among the islands, or you can design your own trip with our bespoke options, including:

– Chartering a boat with our skipper and crew, who will allow you to relax completely and just enjoy being aboard

– Chartering a boat with our skipper, and if you have previous sailing experience, crewing and participating in the full sailing adventure

– At Second Star Sailing don’t provide bare boat charters