You should be able to arrange to do some practice anchoring and docking with the captain until you get the hang of it. If you're on a budget do some shopping around on boats.

Sunsail is in the same marina with Moorings and Footloose. Riteway is a short walk away but you can order online and have them deliver to the boat then do some last minute shopping when you arrive.

That's a very good arrival time and fare into EIS from the Midwest!