Bullsnake,
I am new to this myself, and really know where you are coming from.
My son and I just got back from Fiesta Island Boy Scout camp in San Diego. While there, he took the 'Flying Hull' course, where they teach the boys to sail Hobie16's in just a few days. By the 3rd day, the four Hobies, with their crews of 3 boys (ages 14-17) set sail out of Mission Bay and out into the open ocean. I must state at this point that there were NO adults on the Hobie Cats. The adults were trying to keep up in a motorboat, and not having much luck.
The boys sailed 28 miles down the coast, camped in San Diego Bay, and sailed back to Mission Bay in the morning. These boys, some who have never sailed before, managed to sail 56 miles in the Pacific. WOW! I was so impressed that I checked ebay to see what a used hobie would go for (big mistake).
Found (and bought) one for only $330, complete with trailer, sails, and all the stuff that goes with it. I already know that I will have to fix some delamination on the top of the hulls, but the rest of the boat is sound.
I cant wait to get it going and get out on one of our local lakes!!
My advice is..... GO FOR IT!!!!