I had a slightly aborted attempt at migrating this site to a WordPress installation a few months ago.
A theme was done and I tried doing an import of the contents, but somewhere along the way got sidetracked. I guess it is time to start again.
It took a little work, but I have recreated a local testing WordPress setup again and actually documented this time what I should do when setting up the real server. Basically it should be ready to go, if not exactly pretty. But in any case I think I’ll try doing an attempt at migration before installing anything to the real server.
Something else to consider is how to keep regular backups of the WordPress contents and database now that they will actually live on the server and not my local machine. WordPress does have a bit of a reputation for not surviving long on the net…