19 TRD Slide in camper AND trailer

I am hoping I can pick the towing God's brain here.
So in a few weeks, I will be making the trip from Coloardo back home to Wisconsin (just over 1,000 miles) In my 19 TRD (4 door 5ft box with dobinsons stage 2 leaf packs, rough country 3.5" lift struts, 33" Wrangler Druratracs, and an OTT tune)I figured its about time to get the 94 Palomino slide in truck camper (750ish lbs) out to the Rockies and do a little exploring. I also have a friend that needs a 6x12 uhaul trailer (3k-3.5klbs) out here too. I had towed a little 76 Chevy Monza (5,300lbs loaded) when I initially moved... not fun, but I felt confident...The truck was also stock at that point. Assuming that the camper and trailer clear eachother, how far into the danger zone am I sending it here?

 

None. Go slow, go below the limit. Your GVW is below and your tow is below. Go slow, go 55 and you will be fine.

 

That will be a lot of weight on the rear axle.

 

Wow, first post? Welcome to TW. As long as the trailer is properly loaded you should be fine going a reasonable speed. Probably not the most fun you'll have driving, but 2 trips would be less fun.

 

will it even fit (or stay) in a 5 foot bed? Box length listed is 7'4". Maybe I am looking at this correctly.
Even if it fits, it's not gonna be fun,,,, at all. Plan LOTS of time for rest breaks and a slow drive.