In a twist of luck, I found what appears to be a viable solution for those wanting a dependable method of Online calender generation. The program involved here is called Web Cal Plus and it is Shareware. You can take keep this puppy for good for the cost of $49.95.

Web Cal Plus is an HTML Calendar Generation system, that creates attractive multi-color online calendars, including 12-month year calendars, single month and daily calendars. The program works just like a regular desktop calendar program and with the click of a button, you can generate the set of HTML pages for your calendar, optionally with custom header/footer. You can include recurring events, custom icons, holidays, filter the output based on custom criteria and more. The program is easy to use and creates nice looking calendar pages, however it cannot upload the files to the web (unless you pay an additional $250)- so you ll need to gather all files from a list and do it yourself.