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If I wanted to port an existing project from Javascript to Coffeescript (in my case, within a Rails application), would I need to convert existing Javascript files? I’m worried about converting really large and CDN hosted files like jQuery and jQueryUI. How would I work around that?
As @asawyer stated, you do not need to port existing JavaScript libraries and such to CoffeeScript.
CoffeeScript exists to add convenience for writing your own custom code. Because the CoffeeScript compiles into JavaScript, it plays nicely with other JavaScript libraries like jQuery without your needing to convert those libraries into CoffeeScript.
If you have your own code that you want to convert into CoffeeScript, I’ve found js2coffee.org very helpful. It also serves as a great learning tool for “thinking in JavaScript” and seeing how it would be done in CoffeeScript.