Great sailboat rentals near Greenwich, Connecticut.

Average of 6 reviews in this area.
1 listing

Step onboard a sailboat for an unforgettable experience in Greenwich, Connecticut.

Get ready for a fun adventure when you hit the open water onboard a sailboat in Greenwich, Connecticut. Rent or charter a sailboat with or without a captain and experience the joy of exploring the water by wind power. From hourly, half-day, full-day or multi-day sailing excursions, you are sure to create memories that will last a lifetime. Greenwich, Connecticut is a wonderful sailboat rental destination.

Using GetMyBoat to rent your next sailboat.

Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to quickly search, compare prices, submit rental inquiries, and pay for your rental or charter from the convenience of your phone or computer. We offer a secure platform for renters to facilitate a seamless rental transaction. For boat owners, we connect millions of renters to their boat and provide the security and safe checks on each rental transaction.

Search for the perfect experience now and book your dream day out on the water.

GetMyBoat customer reviews for Sailing in Greenwich.

  1. LB
    Laura
    Catatonic 500, Luxury 51' Catamaran for Long Island Sound

    Fabulous vessel! A wonderful 1/2 day sailing and swimming was a truly relaxing mini-vacay. Terrific crew - Captain Dirk and first mate Olivia, so welcoming and professional! Laura and Scott - Greenwich, CT.

  2. WG
    Wenjing
    Catatonic 500, Luxury 51' Catamaran for Long Island Sound

    It was such a fun afternoon for our family. Captain Drik and His crew member are super professional and friendly! And the Catatonic is so beautiful and well maintained. Would definitely book again with them!

  3. KC
    Keith
    Catatonic 500, Luxury 51' Catamaran for Long Island Sound

    Our group had an amazing time on the Catatonic. Dirk and the crew were fantastic.

  4. CO
    Clayton
    Catatonic 500, Luxury 51' Catamaran for Long Island Sound

    Dirk and Sandy provided a great experience. They were great with our kids, 8 & 5, and knew when to engage or step back and allow family time. The boat was beautiful and spacious. We look forward to going back.

  5. SO
    Steve
    Catatonic 500, Luxury 51' Catamaran for Long Island Sound

    Fantastic day out on the water! Dirk and Sandy could not have been more accommodating or friendly. Highest recommendation!

  6. LP
    Lauren
    Catatonic 500, Luxury 51' Catamaran for Long Island Sound