how to decide on buying a trailer - the dream vs reality

We always buy used. If you really want to finance, many dealers can offer half decent financing on clean used trailers, and you can probably get a nice clean used passenger van for about what your Jeep is worth - the van will have plenty of room for kids, friends, and stuff. You do have to make the family decision on what weekend activities everybody is going to do - lots of families seem to try to do everything and end up not enjoying anything .....