The Best Boat Tours Near Sag Harbor

50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing, optional Waverunner

My daughter and her friends had a 16th birthday party on the boat and they had an amazing time. Jeffrey was a wonderful host and the boat was incredible. Everything was exactly as described and it was a amazing experience for everyone.

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.

34' Mainship Pilot Power Boat for charter with Captain in Newport, Rhode Island

Charlie and his wife were fantastic. Very professional, very knowledgeable and incredibly warm and inviting. They were especially awesome with our two little girls, with lots of extras for the girls to enjoy. The boat was great. Spacious and even bigger with more seating than in pictures. Would 100% book with them again!

34' Mainship Pilot Power Boat for charter with Captain in Newport, Rhode Island

Captain Charles is THE BEST!! My husband, 3 children and I booked this and it was hands down the highlight of vacation for each one of us. Captain Charles (or Uncle CC as my oldest has now named him) went above and beyond to make sure the kids had fun, felt comfortable and we’re safe. He had numerous life jacket to choose from and let them jump off the boat AND had a huge raft he tied out there for the kids. We had no idea about this and the kids cannot stop talking about it. We all loved touring through the harbor and hearing so many interesting bits from Charles about places, boats and homes we were seeing. It was fascinating. Captain Charles could not have been nicer to work with and meet. His communication was top notch from days before our ride together. Once on the boat, he has a natural way of making you feel like you’ve been friends for years. I cannot say enough wonderful things about our time with Captain Charles on his boat, which was beautiful and the cleanest boat.

34' Mainship Pilot Power Boat for charter with Captain in Newport, Rhode Island

Family of four had a fantastic time boating with Captain Charles! Harbor tour was fun and informative and dropping anchor in Mackerel Cove to swim and have lunch was perfect! Boat was roomy, very clean and had shade and sun so everyone was happy! Best day ever… we all highly recommend!