The only thing I generally stick to is my cruising direction. In other words, if I'm sailing counter-clockwise around the islands, I'm not likely to reverse course, unless something unusual comes up.

Also, if you're making slip reservations in advance, you may want to stick to those, unless you can contact the marina and make the change. But for me, it's easier to pin those and then work around them.

Virtually everyone in these forums has their favorite destinations. You can peruse the other chats and see lots of them. Create a float plan that hits the highlights and be flexible about the rest.