As tempting as it is to have a flask nicely wrapped in lather, I think it would need to be shipped empty for a couple of reasons. First would be carrier regulations, second would be different people have different beverages of choice. Even within scotch, we all have our likes and dislikes. Then there is the fact that many stops on it's way will be at kilt nights held in bars and restaurants, who usually take a dim view of bringing your own in.

So I think a quaich is a better idea, in that it can be filled with whatever, either one's own or from the location. It can be washed (possibly easier than a flask) and sent on it's way without violating any shipping regulations.

I like the idea of a set goal, if we also understand that once that goal is met, a new goal can be set and a new mission can begin with the quaich going back out. For that matter the goal could be really big like circling the globe five times.