You will get by pulling the small trailer, the passes will be a PITA but nothing you couldn't live with. Is it a tent trailer or a pop-up(solid trailer where the the top half lifts up)? The weight of the trailer when loaded with gear should also be considered.

The $2800 sounds about right depending on where you live and the condition it is in. If the body is straight, no rust, average mileage, and the interior is in good shape, $2500 is a good deal. You might offer $2000 and see if she goes for it. Check Craigslist.com for used Toys in your area/region and see what others are asking for them.