If I decide to try a new route I drive it in the car first nice and slow so I can get the feel for it. If it is full of mad dogs or something like that I try some other route. Driving it first helps me to feel a little better prepared as I cycle on my own. Having said that it is nice to just wander and find new views etc. The other day I ventured down a long hill which I normally turn at the top of and found a whole new area to ride with amazing mountain views. Hmm the down side was the climb back up the hill.
The most effective way to do it, is to do it.
Amelia Earhart
2005 Trek 5000 road/Avocet 02 40W
2006 Colnago C50 road/SSM Atola
2005 SC Juliana SL mtb/WTB Laser V