Incredible sailboat rentals in Connecticut, United States.

Sailing Reviews in Connecticut

1. MB

   Mark

   41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

   Extraordinary experience on a comfortable and beautiful catamaran, with an excellent itinerary from Sag Harbor to Shelter Island for lunch and back. Captain Brian was super professional as was first Mate Erin in implementing and serving our extensive wines and hors d’oeuvres. The vibe of the team was fun, efficient but still chill. I highly recommend this as one of my best summer experiences and I’ve been in here my whole life and I’m in the hospitality business as a boutique hotel owner.

2. ML

   Margaux

   A Fully Crewed Luxurious Schooner Perfect for Sails and Events 12 - 41 Guests

   We had such a fabulous time on this beautiful boat. Our captain, JM, and the crew Liz and Andrew were so friendly and attentive and amazing with all the kids we had. It was a wonderful afternoon and we can’t wait to do it again!

3. 

   Chris

   Sail from Norwalk/Westport, CT - $200/Hour - $33.33/Person

   Mark did a wonderful job of taking care of us. It was truly a joy!

4. SB

   Scott

   41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

   What a day on the water! Our Group of 7 people had an awesome time Captain Brian & Erin. The Catamaran was huge! The sun deck and the interior were clean and full of amenities. The Sailing around Sag Harbor and Shelter Island was something that we will never forget.

5. NS

   Nicholas

   Charter Sailboat Cruiser Motorsail Yacht, 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.

6. BS

   Bonnie

   Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

   Marco is the perfect captain. Extremely knowledgeable about boats, navigates the waterways with great confidence, and truly loves what he does. The boat is very clean, maintained beautifully, and the day was perfect. I would definitely sail with Marco again. Great experience!