I have one year great lake sailing on a 33 keel boat. Certification similar to ASA 103 (?). I've been told I'm pretty much good to go.
Although here's a question. And this will surely wrinkle a few feathers, lol! I have only used a furling main. How hard will it be to learn to raise and reef a traditional sail? From the looks of it, most charter boats have traditional mains.