The Best Boat Rentals Near Tisbury

Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

By far the best part of our trip to Martha’s Vineyard and the highlight of my girlfriend’s birthday was our time on Captain Mason and Captain Lynne’s boat. They thought of every detail, including birthday decorations and helping me with multiple surprises, took us to the most beautiful spots along the coast and harbor, and even let us partake in a super unique light show boat parade experience. This is by far the best value for money and most unique and relaxing / beautiful experience you could have in the Vineyard. Please trust me and book! Mason and Lynne are also wonderful people who really try to make your experience as amazing as possible. Thank you so much for everything!!!

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

Charles was an excellent captain! Made the experience very enjoyable and fun, very knowledgeable about the area and its history and provided a lovely evening cruise for us. The boat was fantastic and provided multiple seating areas and beverages, would gladly book with Charles again on another visit.

Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

I don’t usually write detailed reviews, but this experience definitely deserves a shoutout. Capt. Mason and Capt. Lynne were incredibly responsive from the moment I submitted the reservation request. I was planning to propose to my girlfriend of 10 years during the sail, and they went above and beyond to help make it perfect. We now have an extremely loved memory that we will cherish for our whole life. Even when I had to make some last minute changes, they were super flexible and understanding. To anyone reading this—if you’re looking for an unforgettable experience with your loved one, this is it. Book it!

36' Classic Powerboat Rental In Newport, Rhode Island

Absolutely perfect evening on the water! The short sunset cruise was the highlight of our trip—smooth sailing, stunning views, and a relaxed vibe. The captain was knowledgeable and friendly, and the deckhand made sure everyone was comfortable and had what they needed. Truly a five-star experience—we’d book again in a heartbeat!

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. ⭐️⭐️⭐️⭐️

Spend a day of sun and fun aboard our 42’ Silverton Motor Yacht

Chris was awesome! That boat had everything you could want and imagine. It was clean, and comfortably was able to have 10+ people on board. Definitely would recommend him, he was also very professional and easy to communicate with.