The Best Boat Rentals Near Old Saybrook

Charter 36ft Sloop In Westbrook, Connecticut

We had a fantastic 2-hour sail out of Westbrook! The boat was in great shape, and Captain Joy was a Joy to sail with: she was professional, friendly, and very experienced. She made us feel safe and relaxed the entire time, and even shared some interesting local facts and recommendations along the way. The views were beautiful and the whole trip was smooth and enjoyable. Highly recommend booking with this captain – we’ll definitely be back!

Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York

Captain Alan and his boat are incredible!! We brought a group of girls for a bachelorette trip and spending the day out on the water was SO much fun. Captain Alan was so communicative and helpful throughout the process and leading up to the day of our charter. He had everything we could have needed on board and was so helpful the whole trip!! His deckie was also so incredibly helpful - we could not have asked for a better time!!! He even had floats and a paddleboard to use which was awesome. Highly recommend to anyone looking for a fun day on the water!! 10/10, no notes!!

Overspray in Old Saybrook | 37ft Silverton Yacht

We had a beautiful day out on the CT river for my sister’s birthday! Pick up/drop off was incredibly easy, boat was in great condition, and the crew was very accommodating - would definitely recommend!

Classic Motor Yacht in Hampton's, Long Island

This boat was perfect for a girls day on the water! John is a great communicator and captain brandon was amazing! We couldn’t have asked for a better time on the water.

Classic Motor Yacht in Hampton's, Long Island

John was incredibly easy to work with. The boat is beautiful and has so much character - highly recommend!

32' 2020 Sundancer + Seabob Yacht Rental in Sag Harbor, New York

Great communication, everything went perfectly. Would rent again.