We did it last year for the first time and liked it. It was a pretty run along the shoreline of Door county. The people at the yacht club did a nice job and the club setup was good. The downside this year is we are having difficulty finding a slip. The poker run is scheduled the same time as another event from 2 marinas in the area and slips are hard to find in the area of the yacht club.
Not sure yet whether we will do it again this year or not.