We do not have a specific date although we will both need to give adequate notice to our employers. Our real goal is financial. We have a cruising budget and plan to leave once we accumulate enough to be out for years. As of today we are 2/3 there and expect to be tossing the lines
The other goal is boat experience. Our 1997 Caliber was actively cruising when we bought her and could have gone cruising immediately. Except I did not know the boat and it's systems. I have done lots of work to make her the way I like and also add redundancy for many systems; engine, navigation, power, comfort, etc.
The last upgrade I anticipate is replacing the 2 AGM 8D batteries.