How Early is Too Early

So I'm itching to get my boat in the water. Its sitting in the caves in KC right now. Looking at the weather report we only have 3 days in the next 3 weeks that it will drop to or below freezing levels. Supposed to be 27 on Monday the 25th then 29 on the 26th and 32 for a low on the 27th. Then there arent any projected lows under 32. I know i've heard some of the northerners give some pretty good advice on when you absolutely need to winterize... Once my boat goes in it sits on an uncovered lift til november. Will i need to pull my drain plugs or put a heater in during this stretch?