The Best Sailboat Rentals Near Boothbay

Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

My family and I had a spectacular sailing adventure. Mason and Lynn are friendly and professional and really made us feel welcome. They gave us an experience that we will never forget. The boat had plenty of room for all of us to enjoy sightseeing and even allowed some on board fishing. We had never sailed before and after our time with Mason and Lynn, we can’t wait to sail with them again. If you’re looking for an unforgettable time on the water, I recommend sailing with them. ⭐️⭐️⭐️⭐️

Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

Capt Ken was fantastic - highly recommended for small groups especially with kids. Ken was super communicative leading up to the trip, and provided a custom experience (finding a good spot to swim), he even let the kids steer the boat. The Mariah is a beautiful vessel with comfortable seating as well as roomy and shady as needed. I would book with Ken again no questions. Thank you, Ken!!

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!

Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

From start to finish, Kenneth was incredibly friendly and engaging, making the entire experience unforgettable. He truly made us feel like part of the sailing adventure, sharing his knowledge and ensuring we had the best time possible. I would rate this experience a 10 out of 10 and would gladly book with him again next time we're in town. Highly recommend!

Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

My husband and I booked this excursion with Mason and Lynn for the 4th of July weekend, and it was the best part of the entire weekend! Mason and Lynn were incredibly hospitable and caring, communicative, and thoughtful. Mason suggested taking the day to go to Cuttyhunk and it was worth it. We had the best lobster rolls of our lives and walked around the town. It was a magical day. The boat was beautiful and Mason and Lynn went out of their way to make sure we had a great day. Highly highly recommend!

Sail the Maine Archipeligo - Muscongus Bay or the Entire Coast

Ralph made bareboating a great experience end to end. His Morgan 36-5 Nelson Marek was just right, in working order and easy to sail for just my wife who does not sail and me. The equipment was all good, including a new and simple to use chart plotter mounted right at the helm. Beautiful location, conditions and waters made for great sailing. Convenient getting answers in advance, getting started and finished. All good. Highly recommendation. And there’s a super lobster place right nearby.