B) When we go for 7-10 days trips that's when we go to places like Washington etc. When going to those places, we like to visit a few cities, stop for coffee etc. Maneuvering a trailer in downtown Seattle sounds like a nightmare. It sounds like a nightmare anywhere actually. On the other hand, maneuvering a short bed F-150 with a light aluminum camper sounds doable even in large cities (I mean it better be, because it will be our daily driver as I said in my first message, which is one of the concern of going full size).
Am I missing something?
Well, yes and no.
1. Yes, you're right, a trailer is definitely a pain in any moderate sized city and up. There is a tradeoff between payload/camping convenience/flexibility and having to drag the thing around. However I feel hauling a trailer, even a small one, often points to a full size still anyways. Towing much past 2k pounds with many midsize trucks in hilly and mountainous terrain can be pretty miserable unless it's really low profile. Doing it with an SUV that isn't pickup truck based is even worse - less about horsepower and wheelbase and more about how the transmission is set up.
Two young kids here. We've run a mid size truck for a decade - since before the kids - and added a converted cargo trailer a couple of years ago. The truck will pull the 1700lb trailer with 500 lbs of crap in it without killing itself if driven right; it'll do it on very rough terrain (trailer is on 32's and has a pintle). It's just that it'll do it with abysmal gas mileage and speed (dropping from 18-20 highway at 70mph to 12-13 at 65mph).
You sort of need to take the towing capacity #'s on a given truck and cut them in half for what you can
comfortably tow, and anything 1/2 ton or smaller is going to be flirting with door sticker payload capacity if you're adding offroad mods/recovery/extra supplies for remote travel. As such we've added an HD truck and likely will add another in the next year or two, leaving the smaller rigs for daily driving and ground tent camping when we really need the smaller size for tighter trails.
There is a dividing line between "these trucks can be realistically parked almost anywhere, and these other ones cannot". The real split at last for crew cabs (and you'll want a crew cab with a family, most likely) isn't between 1/2 tons and bigger, it's between crew cab short beds and everything bigger. Many of the CCSB's will fit completely within a normal parking spot, albeit barely. But for a daily driver many have to live with cutting it close on payload for fuel efficiency reasons and roll with either a half ton or a midsize with serious suspension upgrades.
2. The bigger thing that I think you're missing is that if you keep taking a road trip/overlanding rig into places like Seattle, sooner or later you
will get smash and grabbed if you park. Period, full stop. You need an honest appraisal of whether stopping for coffee is worth it.