So here is a representation of Dash and Jason's route (taken from the chapter A bit of Familiarity) · 8:39pm Dec 18th, 2014
I went ahead and made a map with the points of interest marked, so you guys could kinda see how the route looks.
Where they started, following Market Street to the Eastern Coast of the Peninsula.
Crossing the bay, with the bridges labeled and the general split off route marked in the upper right as they head for Berkley.