[Frodo2968thewhite]

1. Radagast helped in the capture of Gandalf and the escape, so oddly enough, it if possible, but not at all likely.
2. My thoughts are that Gandalf would have stayed west of the Misty Mountains until the Gap of Rohan, and then headed down towards Edoras. From there, they would probably go east across Nen Hithoel to Emyn Muil, across to the Dead Marshes area. And finally, make a pass north of Cirith Ungol, near Morgai, because it's closest to Oroduin, yet out of any orc's sight.