You start on one end, with a pocketful of money, and make your way around.
We did it a couple of years ago; we attempted to eat AND drink in each; which wore us out quickly =) I will say that I think the best thing to do is try not to plan every last detail but instead choose what looks/sounds good at the time. There are very few things in the WS that are "musts" as far as I'm concerned. I tried the school bread and thought it was terrible; my DH got a great looking pastry that looked good to him and I was very jealous. I wish that I had done what *I* wanted and not what people hyped on this board =) Lesson learned - we all have different tastes!
This is what we did:
Mexico - Dos Equis & nachos
Norway - Schoolbread, other pastry, beer
Germany - pretzel & beer
Italy - wine flight
Japan - bought a small bottle of sake as I couldn't drink one more thing
Morocco - combo plate at Tangierine Cafe because they're too good to pass up
China - plum wine, beer, eggrolls
Canada - nothing, as there is no CS location
Italy - wine flight
France - beer, wine, cheese plate, pastries (the cheese plate is excellent)
USA - nothing, as it's a waste of tummy room =)
I think that's all! Have fun!