Buffett didn't make up the name Kinja, or the island for that matter. He adapted a Herman Wouk book, Don't Stop the Carnival.
My wife and I moved to St Thomas for a job in '05. During orientation it was suggested that I get and read "Don't stop the Carnival". St Thomas is the real setting for the book. I can say from first hand experience that it was unbelievable how accurate the book still was at that time in describing the locals and their attitudes.
Don't worry if you are going there on a cruise you will NEVER see the real St Thomas.
So far as doing a bottom job on your boat in summer in S Fla..... We lived in Cape Coral and did our Mainship haulouts in Ft Myers. Get to the boatyard before daylight, have everything set-up and ready to paint as soon as you can see enough to not miss any spots. Dump any pooled water out of Biminis/awnings, mop up and standing water on decks etc that might run over the side and into your fresh paint. If hull is wet from dew or from your ponding removal efforts, give it a quick once over with a windshield squeegee and start rolling. Don't sweat (pun) any small amounts of moisture on the hull. That should give you plenty of time to get a full coat of paint on her, tinker with any thru-hulls, re-install props, etc and then give another coat along the waterline and any corners and be outta there by 11:00am latest! Ample time for the paint to bake before the 3pm thunderstorms. Be sure to secure all your supplies before leaving the yard or you may find the 40-50 mph winds will have redistributed them.
We'd usually go back when the sun set enough to start casting shadows enough to let things begin to cool and replace anodes etc that didn't require a fine eye for detail.
If your boat takes on water from rain be sure to allow for a way for the water to get out (bilge pumps or drain plug). I've seen several boats damaged over the years due to rain water accumulation and ground softening during a haulout.
I agree that Gatorade and other sport drinks can be hard to take. I found that mixing it 1/2-n-1/2 with water makes it much more palatable and with the amount you should be drinking, you'll still get plenty of electrolytes.
PS always start working on the side that will be hit with sunlight first!
If you are looking for bottom paint, I highly recommend SuperShipBottom right there in Ft Myers. I had excellent experiences with it on my 26 Shamrock as well as the 34 Mainship. I have no connection with the company.