Incredible sailboat rentals in Massachusetts, United States.

Sailing Reviews in Massachusetts

1. SS

   Stephanie

   Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

   Mason and Lynne were amazing captains on a private sail charter! So easy to communicate with throughout my planning process and amazing people overall! Had a great time being on the boat with them! Would absolutely recommend them and this experience!

2. JS

   Jonathan

   Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

   An afternoon on the water aboard the Our Passion is like an afternoon in paradise. The sailboat is gorgeous and comfortable, the skipper and crew more like instant old friends, and there’s no better place to sail than Martha’s Vineyard. An 11 out of 10 experience.

3. AD

   Alice

   Sail Gloucester Harbor and Beyond Aboard Catalina 36 MKI Sailing Yacht!!

   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 !

4. 

   Irene

   Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.

   Nina is a fantastic person, fantastic captain and a fantastic company. 2 of us and a doggie went on a short adventure with her and it couldn’t have been a better experience. We had so much fun, laughter and comfort with her on her boat that i can barely put this in words. We will definitely do this over and over again. Highly recommend!

5. CL

   Cong

   Elegant 43ft Catamaran: Experience Boston Harbor in Style!

   I had a fantastic evening on this beautiful catamaran with a successful proposal to my now fiancee with sunset. Alex was so professional and accommodating, which led to the success. He was fast to respond, accommodating my date change request due to the weather forecast change even though it was within five days. Alex also coordinated well with my photographer, allowing him to board early before picking us up, which kept the proposal a surprise.

6. 

   Mike

   Elegant 43ft Catamaran: Experience Boston Harbor in Style!

   Perfect way to spend a day in Boston Harbor. The crew was so incredible and took amazing care of us. They had everything we would need, including snacks and towels (we usually bring our own, but totally didn't need to!). Would 100% recommend for a relaxing time on the water!