Classic Sail Boston

"Captain David (and Catie!) are truly one in a million. We did a 2 hour afternoon cruise with another couple and it couldn’t have been more perfect and special. David went out of his way to get to know us, show us the sights, and tell us a little bit about the city (We’re out of towners!) His sail boat is just beautiful, maintained so well and clean! You can tell David takes good care of her and his clients. We’ll be raving about our afternoon for months to come! One of the best memories of the year, hands down. A big thanks to David and Catie for such a magical fall day on the harbor!"

"Booked a sunset cruise with Captain Dave for my proposal. Only great things to say, he was very patient and accommodating as we ran into a bit of rain just before the cruise. Would highly recommend!"

"We had a great time on the sail boat! Our captain was very knowledgeable and the views were amazing! Would definitely book again!!"

"We had blast with Captain Dave! We did a 2 hour sunset sail to celebrate our 10 year anniversary. Dave was very personable and made it really great experience. We had a beautiful evening with good wind. I have an interest in learning to sail and he talked to me about it and was very helpful. He showed us the sites of Boston and helped take some great photos. A great experience all around and we will be back!"

"We had an excellent time sailing around Boston Harbor for a couple hours. Everyone was great! Katie was wonderful to work with over the phone answering questions and making sure we found the dock. Captain Dave and Kim took care of us on the sailboat, made sure we were having fun and we’re great to visit with. We saw great views of the city and harbor. Will definitely return for another trip!"