i would go with anything yamaha. More reliable than most.
I have a Yamaha Superjet which are always a good time
don't mind the shocker freestyle sticker haha...i ripped that off first thing
the stand ups are like motorcycles in that there is a bit of a learning curve on how to turn and keep it stable...but the couches (sit downs) they are pretty much just sit and go...just have to realize they won't turn if you aren't giving it some throttle
trailers, it all depends on the condition and if it comes with the paperwork and are ready to go...try to find a package deal with a jet ski AND a trailer...best way to go usually