Incredible sailboat rentals in Connecticut, United States.
11 listings
Charter Sailboat Cruiser in Stamford, Connecticut
Charter on 50ft Beneteau Sailing Yacht in Greenport, New York
Sail or Cruise! Classic Schooner/ Stable/ Comfortable & Fun!
Rent or charter a sailboat for a memorable experience in Connecticut.
Are you ready for a fun adventure out on the open water onboard a sailboat in 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. Connecticut is a wonderful sailboat rental destination.
Using GetMyBoat to book your next sailing experience.
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 Connecticut.
- JL
Jean
Charter Sailboat Cruiser in Stamford, Connecticut
Marco is a great captain - really knowledgeable and generous with sharing stories of his experiences. Know this is a tour on a sailing cruiser - sails will not go up. It’s a great circular tour around Stamford Harbor under motor.
- ND
Natasha
Charter Sailboat Cruiser in Stamford, Connecticut
Marco was such a gracious captain. We were a group of four adults just relaxing on the boat cruising around. Marco was very polite, accommodating and knowledgeable. I highly recommend booking his boat.
- EC
Ethan
Beneteau 57' Luxury Sailing in Sag Harbor
the team had a great time, we really enjoyed our experience and will def be coming back!! def recommend!
- NS
Nicholas
Charter Sailboat Cruiser in Stamford, Connecticut
Marco was a wonderful captain and we had a great time watching fireworks from Todd's Point on the water. He piloted the ship safely and got us "front row seats" for the show. He also was mindful of other boaters in the area and got us out before the show ended so we weren't stuck or in danger. This was a surprise for my partner and Marco made it so worth the wait to reveal that we were going on an adventure in this beautifully renovated, fully equipped and well maintained ship. Would do this trip over 100 times! I highly recommend Marco for anyone that wants a safe, comfortable, and truly special time on the water.
- VW
VICKI
Charter Sailboat Cruiser in Stamford, Connecticut
our family had an amazing time and Marco went above and beyond to make our experience memorable he is super sweet and professional as well
- JR
JACLYN
Charter Sailboat Cruiser in Stamford, Connecticut
Great experience on the water. Communication leading up to depature was great. Highly recommened for a great time.