We bought our TiW card Nov'08 and it's good through 12/31/09. It just about paid for itself with one really nice meal/drinks for 4 at Calif Grill and we've used it a ton since we got it. It went up from $60 to $75 this year for AP holders, but we'll probably still get one next year.
Nice thing is that it covers alcohol too - even if you order drinks from Crocketts!
You can also use it on take out from Trails End although not at Meadows snack bar.
Just remember that 18% tip IS included - the last time I got drinks on the porch of Crocketts I forgot and tipped. Lucky CM!
ETA: just remembered that it isn't good at Paradiso 37 at DTD. At least not yet. Our server said they have to be in operation for 6 mos. min. and then Disney reviews them. I think that may included
DDP too, as you can't use that there yet either. Same was true when Yak and Yeti opened - not sure if that's changed?