Sounds like it is time to get around to it, or hire someone to do it for you.
First make a backup of your data using SSMS or SQLCMD into App_Data (preventing the file from being served by browser requests). Then copy the entire dnn web application folder (or export the application with IIS 7/7.5) to your development machine. Restore the data locally and start testing.
I use an automated script using winzip and ftp to syncchronize my development machine to my production server. It takes less than 5 minutes to start debugging DNN locally with an exact copy of my production website (2 GB) and data (250 MB).
One way to examine css is to press F12 in Internet Explorer. You can adjust the css and see the results immediately.
You can also run your css files using http://csslint.net/ although you may find the results overwhelming.