The couples that I know who recently got rid of their 5th wheel trailers, both went to motorhomes and part of the reason was to get away from the steps, both the entry steps and the steps up to the sleeping area
The comment about the backup camera was dead on. With the backup camera on the tailgate of my truck I can get within 2 inches of the trailer tongue in one pass. It makes the process a great deal easier.
With a TT and a cap for the truck you have the option of putting gear in the bed of the truck and this includes bikes and extra gear and your inflatable kayaks and with a roof rack on the camper shell you can carry standard kayaks or Canoes. In the west where ATV's are popular people will have one or two in the bed of the truck and naturally be pulling a TT.
Different people are going to have different priorities. Suggest also going to nearby campgrounds and talking to people who have both types and seeing how they have them setup for travel and what they like and dislike. Much more informative than going to dealer's lots.
Even with a 5th wheel the length is something to consider. I have spoken with people who love their huge 5th wheels and friends who went from a 28' to a 35' and regretted having done so as it was more limited for getting into public campgrounds.