At some point you just have to pull the trigger, or you'll never get a boat. Not saying this is the right one, just sayin. Don't overthink this too much. If you were going to buy a used car for a few grand, you go out and buy it. You don't spend months upon months test driving and looking at cars.
We decided last July that we wanted a boat. Bought the second boat we looked at--a Seafarer 26 for $6,300--on August 3. Sailed her away that day and spent nearly every weekend on the boat up through September, and all this summer as well. I did a lot of legwork online and basically knew what I wanted. Best purchase ever for our family.
Good luck -- and have fun!