One of my potential tag lines is: "I can barely run my own life, so why would I try to run someone else's?" With that in mind, I can't criticize the concept of full-time cruising. Many posts here sum up my feelings on the subject. IOW it's NOT for me.
Now, having said that, I've "toyed" with the idea of living full time in a hotel? Realistically, I could move to the mainland, pick a 2nd tier sized city (Knoxville, Cincinnati, Lexington, Indianapolis, Columbus, etc.) and find a nice hotel that would cost LESS than my current digs (on a realistic daily basis.) I'm guessing rates would be negotiable with an "independent" hotel (not a chain.)
I could go the "Innsuites" route but, more likely for me, an older, established, downtown hotel. Service would be key as I also see such a living arrangement as a potential substitution (or at least a delaying action) for assisted living. A "good" service oriented hotel is likely "better" than assisted living in many cases though I've never tried either (but MIL used assisted living with mixed results.)
If you have seen the movie "That Thing You Do" you will recall the character "Lamarr" played by Obba Babatundé. Hotel staff with his impeccable qualities MUST still exist in some small/medium-sized independent hotel. With a service oriented "friend" such as Lamarr looking after your every need, I think the only issue would be the total cost. I could live that way, I think. I'd have to look for a while to find my "Lamarr" and his hotel, but I think he/they must still exist somewhere.
I really enjoyed the TV movie "Always at The Carlyle" which showed a NYC hotel and discussed its service. I think it would be a BIT out of my price range with rooms starting at (IIRC) around $4K! But the concept - translated to Omaha, just might work in leu of a ship on the ocean (or, more practically) an assisted living complex. YMMV