The Best Boat Rentals Near Provincetown

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!

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!!

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. ⭐️⭐️⭐️⭐️

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.

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

Kevin and Emily are the best! Our group had a total blast on the water, and the route was a perfect combination of the Harbor and the Charles River. The boat is so nice, and having Kevin and Emily there to help us set up and clean up was super helpful! Definitely recommend using the boat sound system vs. the bluetooth speaker. All around an amazing experience and super worth it!!!

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!