It worked better with WinOnX than WineBottler, when a window went behind it was stuck.
RealBand on Win can be very frustrating at times with crashing, might not be worth the trouble.
You can Midi Sync MacBB with REAPER, though not as good as ReWire works.
If they have to come up with a 64bit MacBB with Apple going to 64bit only apps, that might be worth waiting for, should have ReWire hopefully, we are all hoping for a Mac/Win BBvst to do away with RealBand, so you could generate tracks, Multiriffs directly in any DAW.