I have an old Garmin to which I can only upload routes and waypoints; no mapping capability. For planning I use a combination of an early version of Street Atlas and Maptech's Terrain Navigator. The latter has some fun features that Topo doesn't have. My recommendation is to drop by Map World and play with all of these products to see for yourself which suits your needs. None have all the features you would like in a product, but you will find some are better than others. AND, they all have warts!