There are a few tall ships that run the West Coast
, Lady Washington
comes to mind. There are also similar programs on the east coast
. Not sure if there is anything in the Great Lakes
, but these ships might be able to provide what you are searching for. As for basic seatime, look into some of the Sea Scout programs. Not allot of them around, and active, but a few are, and many have sailing vessels. The Scouts are responsible for the upkeep, and operation of these vessels. We had such a program out here, and my step son benefitted greatly from it. Unfortunately, lack of participation brought that group to an end. If you are close enough to one of the lakes, you might find a yacht club with a youth sailing program. Undoubtedly, they would welcome a participant that was willing to help maintain the boats. Hope this gets you started.