Trailer in excess of 8k, not counting the stuff in the truck bed and your family? Your in 2500 territory my friend..in my opinion.
There are those that can do it safely at those weights like crash and verndiesel, but those guys really know what they are doing, are very experienced and vern is hot shotting his delivering new RVs, not fully loaded with a family and the bed packed for a camping trip.
Everyone is different and 2500s are not for everyone. (Tall entry height, weigh 7k plus, hard on fuel) but so long as I can afford and manage it, I will have a 2500 (or 3500) truck going forward. I love mine now as much as the day I drove it off the lot.
To me, a 1500 series truck is a car with a bed on it, similar in chassis component sizing to a 1970s full size sedan. A 2500 is a piece of equipment. For anyone who has never looked, go crawl around under both and you'll quickly see.what I mean.
Properly set up, you can tow heavy safely with a half ton, no question. I did it for many years. I simply prefer more margin than most.
Good luck in your decision.