For a while I had some fruit trees and bushes before I had the jam maker or juice maker. I held on to a few of them so I'd be ready to start jamming and juicing as soon as I got the machines, and I sold some. I also left some of the the trees with fruit on them ready to pick for when I needed more. When I have a bunch of trees or berry bushes, and now the cacao trees, I try to pick them in a rotation so that at any given time there are always some trees which are ready to be picked or which will be ready in the next few hours. That way if a boat asks for more than I have, I can get more without searching the newspaper. Although now that they have the berry achievement, it seems there are always a lot of fruits in the newspaper.