Is operating a 66' boom lift something that a non-construction type homeowner could likely manage?
A snork lift is something that you could rent, and it is not that hard to use, as long as you are comfortable.  With large equipment, it is always better to hire someone.  If something goes wrong they will have insurance to cover it :).  I am sure you are capable of doing it yourself, but sometimes the feeling of hiring a professional is better then the feeling of screwing up.  I have operated this type of equipment, and I have to say, for jobs that require heavy machinery, hire a professional.  It will be better in the long run.