I would say wait for the new one if you plan on keeping it for a while. I like to drive the latest and greatest, so your choice may vary.

Many will tell you to buy now, but I can almost guarantee you that when you buy now, you will almost certainly regret it after the new one comes out if you plan on keeping it for a while.

Either way, look at your budget, if the deep discount is the only way you can afford a Cayman, then stay with it, since they will evaporate on the new design, otherwise, I would wait.

The new redesign takes care of a lot of shortcomings with the current Cayman. After about driving my car for two weeks, I named about 90% of what will be changed in the new Cayman, it is that obvious.