My ride with RoR hasn't been smooth so far. Far from having my first web app running within minutes. Instant Rails didn't work at all, and I spent hours trying to find a database driver for MySQL for Ruby. It's all very confusing. I suspect there is already a database driver bundled with RoR, but how would I know (documentation, where are you)? Googling only led me to some strange page where you could compile your own driver from C source code (and with what compiler, if I am on windows), which presumably was in some kind of alpha stage.
At least with Java I know that there usually exists a stable and proven solution... The training wheel analogy was maybe not so bad at all: Java applications just tend to be more stable than the scripting stuff. And other than bikes with training wheels in the real life, Java is also faster.
You're moving from a verbose, bloated, over-engineered system to a terse and simple system. I think you're looking for something that doesn't exist because it's not how Ruby programmers work -- they use a language small enough to actually keep in your head and that's a huge part of the productivity to be had.