I have pulled a 5000lb 28 foot TT for many years with 3 different dodge rams. 2 were V8 1500s and a V10 2500 Ram. On the flatlands of Texas both my 98 and 01 Rams pulled the TT fully loaded both truck and ram without any problems at all and I used a Equalizer WDH.
I used my V10 2500 fully loaded to pull same trailer fully loaded thru the rockies and thru the west coast mountains of Oregon, California and Nevada.
My present 2014 Ram V8 hemi 1500 would also pull the same trailer in the west without any problems. You will need a bunkhouse mode TT for your size family or a heavier toy hauler TT that may be too much for a 1500 in the mountains.