if you are going to stay, don't update to 8. Update to 9. Any 'significant' fixes you need fixed for 8 wont be possible in this stage of life and only 9 fits that requirement.
possible good news is that we'd been forced to use more machines a few years ago due to some IT policy about databases not being colocated on the same physical instance as the application(s) accessing it, which forced multiple servers when fewer were needed. I was told that's not a hard requirement any longer, which may allow us to consolidate some pieces during a rebuild.