The Best Sailboat Rentals in Boston

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.

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!

Elegant 43ft Catamaran: Experience Boston Harbor in Style!

We had the best time on the boat with Alex, the boat was perfect, plenty of room to move around. The views were stunning, everything went so smooth from the pickup to departure. They accommodated us with everything we needed. Alex and his mate were super knowledgeable and friendly. We had the best time with them and can’t wait to book again’

Elegant 43ft Catamaran: Experience Boston Harbor in Style!

We had a fantastic time cruising the harbor with Alex and Rich. They were so kind and welcoming as well as attentive to all of our needs. The absolute highlight of our trip to Boston my friends and I were so impressed to hear that Alex had refurbished the boat himself. She is a boat made beautiful from the care and attention of her crew and I highly recommend this catamaran for anyone interested.

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!

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.