Waukegan, IL to Door County, WI
(The 50 NMiles a day is listed by a faster 36ft Boat). You will be sailing and docking in the dark. Worst of all, Navigating in the Dark. Dangerous,really frustrating.
*Many days you will be lucky to make 25 miles.
Also, getting into a harbor,dock, or just plain getting into a harbor without grounding,hitting,navigating, or Figuring out the LIGHTS and which side of lights can be very,very difficult.
From the water, every thing can look,appear different.
--Just wait till you go sailing a few times to determine your cruising abilities -- CREW. Depending if you have one and who it is will make an impact on you and them.
If you have a wife or girlfriend, the FIRST CRUISE EXPERIENCES will tell them if they will go with you again or ever !
This will sound stupid, but ---in addition to GPS-- (Also, take a Road Map so when you know what Town you are off of you will have a Better idea of distances you need to go and your location). (on shoreline of Lake Mich)