I have found a number of threads that address the upgrading using the live DVD but they seem to be all desktop centred.
Can I boot from the 14.04.05 LTS SERVER live CD/DVD to perform an upgrade in the same way as desktop? After that the same with 16.04.02 LTS server?
The only service on the server in question is SAMBA (3.6.3).
11 Answer
You boot from the cd to reinstall. If you want to upgrade, you use do-release-upgrade. If you happen to have the new server cd you can use apt-cdrom to add it as a package source to avoid downloading any packages that are already on the cd. If you mean that thing the desktop cd does where it deletes the system files, keeps your home directory, and then installs the new release, no, the server cd does not do that as far as I know.