I live in the Traverse City area of Northern Lake Michigan. I would encourage you to begin your charter here.
Lake Michigan is about 300 miles long and 70 miles wide. I believe the Northeast portion is best suited for the visiting cruiser. You will find beautiful sandy beaches, quaint villages, interesting islands, lots of natural beauty, and historical sites. You will never be more than 30 miles from a safe harbour. You will often have the choice to anchor
or take a marina slip.
You should find the weather, winds, and seas to be very variable. Daytime temperatures will range from high 60's F to high 80's F. Water temperatures will be from mid 60's to low 70's and can change 10 degrees very quickly depending on where you are and which way the wind blows. If there is such a thing as prevailing winds here, it is from the west, 5 to 15 knots. Seas are commonly flat to 4ft, waves are steep with short periods. There are no tides to deal with. The weather can change very quickly here.
You could spend the whole 10 days just in Grand Traverse Bay itself. Outside of the bay, places I would recommend would be Manitou Island, Beaver Island, Macinaw Island, and Les Cheneaux.
Please feel free to contact me publically or privately at any time with questions or concerns or the need for more information. I will be sailing in the Leeward Islands in the Caribbean in December.