Hey, I’m still stuck in that camp too. The third party application we have to support is FINALLY going to 2K5, so we’re almost out of the wood. But I feel your pain 8^D
That said, from everything I heard from our DBA, the key is to convert the database to 8.0 format first, and then go to 2005. I believe they used the built in migration/upgrade tools for this. There are some big steps between 6.5 and 8.0 that are better solved there than going from 6.5 to 2005 directly.
Your BIGGEST pain, if you didn’t know already, is that DTS is gone in favor of SSIS. There is a shell type module that will run your existing DTS packages, but you’re going to want to manually recreate them all in SSIS. Ease of this will depend on the complexity of the packages themselves, but I’ve done a few at work so far and they’ve been pretty smooth.