The Best Boat Rentals in Massachusetts

43' Sailboat, Bristol RI & Beyond

We had a delightful afternoon sail with Captain Francis! He was skilled and easygoing and his boat was very well equipped. Two of us were experienced sailors and he graciously allowed us to help crew and take the helm as much as we wished. We all shared stories of past adventures and had a wonderful day in Bristol and Narragansett Bay. Highly recommended!

43' Sailboat, Bristol RI & Beyond

We had a wonderufl afternoon sailing on the bay with Captain Francis! Our kids had some prior sailing experience, and he was kind enough to let them crew a bit. He was personable and knowledgeable, we had a great time, and would definitely book through him again!

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!

26ft Classic Passenger Boat for Charter! Up to 15 passengers!

We had our experience with Alyssa, and she was the best captain we could have asked for. She was funny, understanding, and open to making our experience better than we could have anticipated. If this company was smart they would utilize Alyssa in a strategic way!

34ft Sea Ray Motor Yacht in Boston for Rent

I spent my birthday with my friends on this boat and everything was great! My friends and I were able to enjoy the weather and swim in the water! The captain was very kind and very good communication.. the music, the atmosphere and everything!!

Private Charters for up to 36 Guests — Birthdays & Special Events

Cannot recommend enough!!! Our crew booked out The Beacon from Kevin’s fleet for a 25th birthday and couldn’t have had a better time. Kevin arranged for us to get picked up in seaport and came so well prepared with the table set up, and a cooler with ice for us to put drinks on. Iris was so kind and it was such a plus having some extra hands to help us out.