A friend and I are trying to find an old book series, probably by a Christian author, that we read in the late 90s or early 2000s. It takes place after the "Water Wars," and fresh water is super scarce. Manhattan has been turned into a giant prison/slum, all the metal has been stripped from crumbling buildings and they get a very small ration of water from the main land. A guy convinces a board of trustees on the mainland to take a guy from the island to determine if they should continue to get water by testing his virtue and bravery. He gets stuck in this cyber-world where he relives events in history from Egypt, Rome, the Crusades, etc. and eventually encounters Jesus or God (in the machine, literally). We have no idea what the name of these books are except that we're pretty sure that the name "Cyber-" is in the title. Also, if I remember rightly, each individual book is pretty thin (just a couple hundred pages) but the anthology is a pretty decent-sized novel. Anyone have any thoughts?
EDIT: I am 28 (was 15 in 2000), but tend to read genre fic from above and below my reading level. I feel like this series was about at my intended level (even though I was reading above it).