While the trip on the Ship from Boston Harbor was fine, I think there are probably better options elsewhere. We did the Boston Tea Party re-enactment cruise since we had 3 kids, but they were quite bored during the trip out. There was a lot of dead space where they really could have taken the opportunity to talk about things in and around the harbor to educate us about Boston's rich history. The tea party re-enactment was fine and the kept the kids interested, but that only lasted about 15 minutes. We also did one of the duck tours during our stay in Boston and that was so much better (for less $$). The driver there was so much more engaged and really kept our interest and was very informative. I feel at Tall Ships, they really miss out on this opportunity. I would not recommend this unless you really just want to sail one of these big sailboats for the sake of doing so.