My first car was a 1969 Type III. I moved to 1965 bug with a 1600 in it later. I liked many aspects of the bug, but they had their faults. New engines every 5 years (at $800 a pop... no big deal), poor brakes, poor heat/defrost, horrible understeer with an occasional sudden occurrence of rapid oversteer, as well as being virtual deathtraps in an accident. I preferred the early 80s rabbit/jetta by a long shot.
As for the trailer, it's neat to look at but trying to pull something that heavy with 60hp would prove fun on any kind of incline.