The thing that drives me nuts about our boat is deciding where to go next. I could go over to Minnesota with the 10,000 lakes or stay in Wisconsin with over 12,000. Then the north border is Lake Superior (where I grew up, but makes my wife nervous) or the east with Lake Michigan, or the west with the St. Croix and Mississippi rivers.
I have not had ours out on lake Michigan, yet. Maybe that will be next. Might be easier to go see an old pal that runs a charter out of Sturgeon Bay, though. He would make it fun, for sure.
Bit of advice, though. Take the safety course if your state offers one. Good stuff in the class I took. Even though I had 6 years in the Navy, there was stuff I didn't even think about.