2-in-1 Travel Painting Series: "Savannah"

i'm working on a new painting series that spans my 40 years of world travels, a 15 year career in video game art and advertising, a digital media communications degree, and a life-long creative passion for everything zombie.
 
each painting with have a digital and an analogue version (actual hang-on-your-wall-and -gawk-at type canvas)...
 
...the process (simplified):
step 1: location shot (as I can't realistically afford to revisit many of the locations in person, i'm relying on the advances of Google Earth and Social Media for the leg up).
step 2: draw the full color animated gif (pen, paper and Photoshop work famously for this one).
step 3: paint the background on the canvas (using acrylics, for some reason oils make me hurl), and sculpt the character into the foreground.

as I now live in Savannah, GA, it'll naturally be my first pick - the scene is Factors Walk (our local semi-underground) with a view of City Hall.  the character (a zombie - refer to paragraph 1) in local garb, in this case, the ever so abundant tourist...

here you can see the rough (coloring should take a couple days)...

...i'm still on the fence of using the black outlines in the final or going for a more free-flowing approach without...

thoughts?