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130 boat rentals in Old Greenwich, Greenwich, CT, USA


1 - 18 of 130 boats

Old Greenwich, CT Boat Charters from Sailo

Just one hour train ride from the busy Grand Central Terminal, NYC, the charming little Old Greenwich welcomes you with a small town-America like atmosphere. Escape the city noise and pollution on one of Sailo’s Old Greenwich boat charters! Enjoy a day out in the sun exploring the Long Island Sound: dock at Delamar Harbor and have lunch with a view at L’escale, take a harbor cruise to see the beautiful old and new mansions, or go for an exciting fishing trip. For more inspiration about things to do on your boat rental in Greenwich, CT, check out our destination guides: Things to do in Oyster Bay, New York, or The Hamptons.

We also recommend you to explore the nearby locations. Choose one of our boats in  Stamford, Port Chester, or South Norwalk and get ready for a memorable sailing adventure! Check out our beautiful sailboats and yacht charters in New York, and the best Montauk fishing charters.
If you want to find out more details about your boat rental in Greenwich, CT, send a direct message to the boat representative, or start a conversation with our concierge team via live chat. We are here to make sure that you’ll have one of your best days on the water on a Sailo boat!