You don’t have to cover every square inch under water with new paint. If you are on blocks, you have two blocks at the transom, a couple more midship, and a few under the keel. A planing hull, that gets any use, is in the water for six months at the temperatures we get in these parts isn’t getting any growth on a painted keel, even if the biocide is gone. Would be nice to get the other spots where the blocks are - on a new hull might be worth worrying about. But if there’s paint on it, I would not be concerned. Worst case, the paint fails, and you have a few inches that need to be scraped. Not a big problem.
Now if you are in Florida, and about to drop your boat in for a year or two, by all means let in hang in the slip a few hours after you hit the final spots. That being said, if you have no interest in crawling around under the trailer, pay a yard to paint the bottom. Unless you are going to block it yourself, which is pretty easy for a little boat but I imagine is a bit of work for a 27 footer, pay the man.