Hi Control lissues,
Welcome aboard, fellow Ribcraft owner. They're great boats, I'm guessing you picked up one of the Ribcraft 585, it's a real nice boat. You will enjoy it for a long time. We've had ours since 2006, and I still get a thrill out of it.
I'd love to use the boat later into the fall, but as things begin to cool it gets tougher and tougher to get my first mate to agree, so there you have it. Also, if you wait too long to winterize, you find yourself doing it in the freezing cold, wishing you a done it a couple of weeks earlier.
As far as destinations to go to, depending on where you live, here are a few we've done, Block Island, Newport RI, Plum Gut, Greenport NY area to name a few.
We'll connect next year with LTF and have an outing.