DealJumbo just released a Christmas Graphics and Fonts Bundle and when I started looking closely at it I discovered to my delight that all but one of the fonts is already in what I consider to be a crafter friendly configuration (and that one holdout, Whartillax is soon to be).
Update: Cricut people please see this updated post. Silhouette Studio Designer Edition Plus or Business Edition users now have a Conical Warp feature to curve text and images automatically. I have shared these files in various forums over the years but never got around to putting them on my blog. If you are cutting vinyl for a standard 16 oz double wall tumbler then this template will let you curve