Today's 1500's are NOT the 1500's of the past. They don't have the payload or axle ratings required to pull fifth wheels unless you get a stripped-down model or are comfortable being at or over on all your weights. There are very, VERY few fifth wheels I'd put behind a half-ton truck built after 2000. And I say this as someone who, as a kid, sat on my mom's lap while my dad pulled a fifth wheel behind his '78 regular cab F150 with the 300 straight six, with my older sister sitting between them.
If you want to pull a fifth wheel, get at minimum a 3/4 ton. First off, they're built heavier duty, and share a LOT of parts with the 1-ton of the same OEM. They will often have a larger, more powerful motor than what you can get in a half ton. They'll have bigger brakes and more cooling capacity. They'll have more payload and axle ratings than a half ton (with a few exceptions - Power Wagon comes to mind). It sounds like it's just you and the missus, so you likely won't upgrade to a larger fifth wheel, and you'd be okay sticking with the 2500. If you were looking to go bigger, I'd recommend a 3500.
You're going to lose some unloaded ride comfort, but that's the trade-off going up to an HD truck. You gain a lot more capability than you lose in ride quality.
My suggestion would be to look for a 2017 or later truck, 2019+ would be preferred. The 6-speed is a solid transmission, but it WILL hunt a bit under certain conditions when towing. By 2017, Ram had figured out most of the issues with the lifters on the 6.4 - mine went to 110k miles with zero issues until the MAP sensor went out and didn't throw any code (first thing that was checked was the oil and lifters, and they looked flawless - it took a month to learn it was the MAP). With a 2019+, you get the 8-speed, which has proven to be a pretty solid transmission as well...and nets a bit better mileage than the 6 speed did, at least unloaded. Look for something with minimum 3.73 gears, 4.10s will tow better but will net slightly worse mileage unloaded (towing mileage will be slightly better though).
As for trim...it's up to you, but remember that the higher your trim package, the more the truck weighs unloaded, and the less payload you'll have. Shop around, I'm sure you'll find something you'll like.