OP, I too blame flyer talk. Well, Mr. P1 blames them for my obsession, I thank them for my enlightenment.
The biggest question here is how much you love flying. As you probably escape from the island periodically, you know e demands of flight. Do you love it? Because that will be necessary for this. Tolerating flights in the back of the plane only go so far, and what you are suggesting goes lightyears beyond that.
I knew I reached my limit when, after doing 22 segments in 2 1/2 months I whimpered on boarding my next flight. That reluctance didn't last long, as I am eagerly awaiting 11 segments over 2 weeks right after Thanksgiving. I love to fly. Read, listen to music, nap, watch movies,nap. No laundry, essay grading, housework, conference calls, meetings.
If you love to fly, go for it! But watch out..... You will be hooked! The benes are especially nice on the longer trips ^