Van,
We didn't make it to Tolchester last year, but we usually overnight there at least once per summer. There are usually some sailboats there, so there should be enough water. Entertainment is quite limited. They've got the tiki bar, pool, beach, and the restaurant on weekends, but there's not much else to do. The slipholders tend to drive into Rock Hall for entertainment. But we always enjoy ourselves. The sunsets can be quite beautiful.
Let me know when you're going and we may meet you there.