The Best Boat Rentals Near Oak Bluffs

Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht

Captain Dave is awesome. He’s knowledgeable, accommodating, friendly and down to earth. My 5 friends and I had an amazing time sailing in Newport as part of a Bachelorette party, but we all agreed we would do it again any time because it was so fun! I’d highly recommend this experience to anyone!

Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

Highly recommend if you’re looking for something different to do than what all the other tourists are doing when visiting Martha’s Vineyard, you might want to consider contacting Mason for a peaceful & relaxing sailboat ride to see the beautiful coastline of MV that most don’t get to experience while on land. We’ll definitely be back next year to do another trip

Yamaha 195S Wakeboat in Sandwich MA

If this is the only review you read, all you need to know is that you wont find a better boat or boat renter. The 195s is an insanely fun ride and very beginner friendly (rare combination) and Caleb has excellent communication and is super accommodating. Youd be hard pressed to find things that could have made our experience better.

42ft J Boat Sailing Yacht in Newport, Rhode Island

Anthony was kind enough to take us out on super short notice when a different boat canceled us. We were traveling for the sole purpose of an afternoon sail and had nonrefundable travel and hotel. i am so grateful the other boat canceled because Anthony and his J42 were simply the best! i recommend him highly to anyone who wants to sail. He appeals to all levels of sailors and has great knowledge of the area and is willing to share. We got some history lessons as well as the sail. Fantastic!

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

We booked this boat for my bachelorette trip, and it could not have been more perfect! From the moment we stepped onboard, everything was clean, spacious, and exactly as advertised. The captain was friendly, professional, and made sure we had the best experience—he even knew all the best spots for swimming, cruising, etc. The boat had plenty of room for our group to relax, dance, and enjoy the sunshine. The sound system was amazing (a must for a bachelorette party!), and there was a cooler/fridge ready for our drinks and snacks. We loved that we could customize our day—whether we wanted to anchor and swim, explore the area, or just cruise around with music and laughter. It was the highlight of our trip, and every single person in our group said they’d do it again in a heartbeat. If you’re looking for the perfect mix of fun, relaxation, and gorgeous views, this is 100% the way to go. Highly recommend for any bachelorette or special celebration!

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!!!