Thanks for everyone's input. As for the trailer- I just spent serious cash to replace the tongue, the tires/rims and springs so they had better be ok!
I sort of consider it this way- as Jake said.. the entire wieght of the trailer/boat probably doesn't exceed 1000lbs. Then I think of 3 "big" dudes in the back seat (not comfy, but car should handle it ok) and it is almost equivalent.