I live an hour south of Door Co.
Let me know when you are riding.
When you get about 1 mile north of the bridge in Surgeon Bay take HY T (not TT) you will be riding along Lake Michigan going north it will hook up to HY 57 then 42 you can ride that to the tip. Then you have to make a U turn or take the Ferry to Washington Island. Stay on 42 south (there are lots of roads along the Bay but a lot are dead ends). Then take HY G to B and you will end up back in Sturgeon Bay. It is a Beautiful drive lots of curvy roads great looking homes and the fall colors should be perfect.
Weather does not sound the greatest but you never know.