Re: Can I make this trip as a novice
First of all, let me tell you that your estimate of a 100 mile trip may be true if you went as the crow flies, but by water it is over 200 miles!!
I have made this trip going both north and south at least 10 times in different boats, at different times of the year, but I would not want do it solo.
My advice would be to find someone with some experience to help you, check out the boat, the gear, the engine, the filters, the sails, the safety stuff, the charts, nav stuff etc.etc. Then take it one step at a time, and don't get locked into a tight schedule.
All that said, it can be a great trip. but not to be taken lightly! I wish I was still in Michigan, to go with you.