The Best Boat Tours Near Middletown

Sailing NYC aboard 34' Catalina

Ian provided us with a fantastic sailing experience for our wedding anniversary. It was absolutely lovely—truly beyond our expectations. His communication and instructions were clear and outstanding from start to finish. On the day of our sail, Ian even reached out to offer an earlier time slot when one became available, which we appreciated. The boat was perfect, and we had an unforgettable time on the water. Thank you, Ian, for making our special day even more memorable!

NYC’s #1 Luxury Yacht. See NYC like never before! NO HIDDEN FEES!

Italo and Mariann were incredible hosts! Prior to departure, they were very responsive and communicative when I had questions. They easily accommodated my request for certain gluten free mixers due to one of the guests having a celiac allergy. We had a phenomenal night sailing on the Hudson while taking in the Statue of Liberty and NYC skyline. The boat has a great party space with a fire table on the top deck and nice lounge area downstairs. Mariann and Italo were very attentive throughout the night to make sure we had everything we needed. I would absolutely book again!

The Only 40ft Hinckley Sailboat in Manhattan

Captain Andy is one of the best hosts and extremely skilled at what he does. I was planning a proposal for my girlfriend and he went above in beyond in helping us out. He gets back quickly regarding any queries and makes sure you have a memorable experience. I have nothing but good this to say about our experience. Definitely recommend Captain Andy if you are looking for a good time on a sail boat.

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.

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.

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.