My bad - I don't know how the Enterprise would look like these days, and your friend aboard could probably be more precise than the stuff you find on the web. But Tilley is right, she did carry solid numbers at some point of her career:
This is how she looked in the middle of the 90s:
http://www.navsource.org/archives/02/026546.jpg
...but now she seems to be carrying outlined numbers indeed:
http://www.navsource.org/archives/02/026563.jpg
As for the island numbers, this is how she looked like in 1994 (note the shaded numbers on the island)
This more recent pic shows her in the Atlantic Ocean, November 3rd, 2005, still with shaded numbers
http://www.navsource.org/archives/02/026570.jpg
I know, I know, msfob only needed replacement decals for the flight deck. I would suggest to look for custom decals if making them yourself is too much trouble - there are lots of companies who do that for a reasonable price...
Good luck anyways, and try to post some pictures when your model is finished!