Massachusetts, US Boat Rentals & Yacht Charters

Massachusetts Reviews

1. BH

   Betsy

   Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston

   Oh what a night! We had a fantastic time on our sailing trip with Jake and his crew. They picked us up right on time, we had a perfect sale, and they even gave us some extra time at the end. The views of Boston were perfection, the sale was smooth and we felt very well taken care of by the entire crew the whole time! It really could not have been any more perfect. We highly recommend!

2. AD

   Alice

   Sail Gloucester Harbor and Beyond on a Private 36ft Sailing Catamarant!!

   Captain Lu is THE MAN ! We had an amazing time with him, he’s very nice and extremely knowledgeable. He adjusted the course of the cruise to an easier swell when our friend that is easily seasick started to feel dizzy, and she felt great the entire time! I can only recommend cruising with Captain Lu and will surely be back again !

3. TI

   Tony

   Fairhaven/New Bedford Escape – Sail Buzzards Bay in a Classic Sloop

   I recently had the pleasure of sailing with Captain Freddie on his boat for a surprise two-hour cruise with my girlfriend, and it was an unforgettable experience. From the moment we stepped aboard, we were treated to breathtaking views of Buzzard's Bay and a sense of tranquility that only the open water can offer. The scenic beauty of the surroundings was truly stunning, and we found ourselves captivated by the serene atmosphere that only a sailboat can provide. Freddie was an absolute delight and contributed significantly to the enjoyment of our trip. His friendly and attentive personality put us at ease, and his passion for sailing was evident throughout the journey. He told us all about his restoration of his boat and made sure we were comfortable and well taken care of. We knew nothing about sailing, and he explained all about how the sails work, answered my endless questions, and his expertise and seamanship were evident. We felt completely safe under his guidance. The overall experience was nothing short of magical. From the sunshine and fresh air to laughing and relaxing on the deck while Freddie told us all about the area and his tales of trips to Martha's Vineyard and beyond. I scored some serious romance points with my lady by booking this trip. I would 100% sail with Captain Freddie again without hesitation.

4. 

   Barbara

   28ft Whitewater Center Console Rental in Mashpee, Massachusetts

   We were very impressed with Capt Mike! His communication was impeccable! Incredibly responsive! His boat was very clean! He was very kind and understanding. He took us on a lovely tour out of Mashpee! We couldn't have asked for a better experience. Would HIGHLY recommend hiring Capt Mike for your charter. Seriously an amazing afternoon.

5. BF

   Brianna

   Large Group Experience : Private Events in Gloucester, Massachusetts

   Best captain/host ever! The boat was beautiful, sound system great, and the people made our night. Everything went so smoothly. Barbara and Jeff were a great time and we can’t wait to hit the water with them again!

6. MR

   MV Landmarks

   Private Sailing Charter on Martha's Vineyard

   We really enjoyed sailing on the Miss Marilyn in Vineyard Sound. The sail was amazing and the captain was so knowledgeable and engaging. We most highly recommend the experience!