First, one of the things that I think would be useful is to complete a
permaculture designer's client questionnaire for each site. At the beginning of the document is a section about "Client Needs". This is a good way to get all of your thoughts and ideas of what you want to be able to do on paper. The questionnaire addresses many different aspects of a site to consider.
Weather
WeatherSpark and
Weather Underground contain a wealth of information about conditions in an area.
Soil
In the USA, the
Web Soil Survey is a great tool for finding soil data and water table depth when you are not on the site.
Elevation/Contours
The USA
National Map Viewer and
MyTopo are good sources of general topographic data. On the National Map Viewer, it automatically opens in topographic view, but MyTopo does not. I advise using the regular setting first and then activating the topographic filter once you have honed in on the site.
Plants and Animals
The
LadyBird Johnson Database will give you an idea of what native plants may exist in your area. More specific information can be found from a local expert, college, or local Wildlife, Parks, and Recreation website or center. After choosing a site, the
Plants For a Future Database may come in handy for finding what will grow in your area.