There are lots of guide books
Van Sandt and Steve Pavlidis each have written several.
I find a lot of information from reading the online logs
of pople who are doing or have done the trip. there are several on this site including Chuck's travels in Sea Treck.
You can try searching cruising in whatever area you are interested in and find more of these.
I am hoping to make the trip down the islands to Puerto Rico
& VIs leaving in 2010 planning 18 to 24 months for the trip.