Great sailboat rentals near Boston, Massachusetts.

Sailing Reviews in Boston

1. 

   Jen

   Cal 36 Sailboat Rental in Marblehead, Massachusetts

   My sister and I had a wonderful time with Captain Allan and we had perfect weather all day. He was very knowledgable about the local area and a very skilled captain, making us feel comfortable throughout the whole experience. We played music and had such a great time talking with him. Would absolutely recommend and definitely use Captain Allan again.

2. CM

   Charneyee

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

   One word! Amazing. Hospitality, equipment. Boat, just beautiful. Me and my family enjoyed every moment. Thank you Capt. Lu 20/10

3. 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!

4. 

   Brad

   Cal 36 Sailboat Rental in Marblehead, Massachusetts

   We had a great day on the water with Captain Alan. Highly recommend this charter. Captain Alan is a knowledgeable and affable sailor. The trip consisted of myself and my wife, our twenty two year old daughter, and her two friends; the boat was easily accommodated all of us, Captain Alan and his first mate. Highly recommend Marblehead and the North Shore area for convenient and scenic sailing. We were even able to swim off the boat. Great day!

5. WF

   William

   Cal 36 Sailboat Rental in Marblehead, Massachusetts

   Outstanding captain, flexible schedule, based on wind conditions. Knowledgeable captain, plan b to view the seals during calm wind conditions, that kept my grandsons (8,10) entertained. First mate Mable , very helpful, both with the boat and the boys.

6. KB

   Kerry

   Cal 36 Sailboat Rental in Marblehead, Massachusetts

   My sisters and I had a wonderful experience with Captain Allan Waldman. We rented the Emma Rose to take our mother’s ashes and scatter them in the ocean out of Marblehead Harbor, where the boat is conveniently located. We were transported to and from the boat by independent launch from Commercial Street Wharf. The weather was luckily beautiful and the trip was made quite memorable by Captain Allan’s sensitivity to our needs. He is comfortable with people and gave us the time to absorb the experience we had and also enjoy the beauty of the afternoon.