I wouldn't give up on RhinoCAM if I were you. It seems like you're comfortable with Rhino and just need to figure out how to use the Turn module. Instead of using the "Hole machining and boring" dialogue, for what you're talking about doing, you should probably use Turn Roughing/Turn Finishing, and set the approach type to ID (internal diameter). That will let you expand your hole with your insert tool, which you can define in the Tools panel, including various insert types, etc. Here's a video to help you get started with it:
If you decide to purchase the program, let me know - we offer good pricing on all the Mecsoft products, including RhinoCAM and the Turn module.
Andrew Werby
computersculpture.com