Traveling by Map
What I mostly try to do is concoct the longest trip possible, and I think I've got a new high score -- walking directions from "Cape Town, Western Cape, South Africa" to "Mataram, Indonesia." Total of 18,120 miles.
For those who like cheating, Google currently has a glitch (or hack, or feature -- take your pick) that allows "kayak across the Pacific" from the US West Coast, so I also worked out a trip from St. John's in Newfoundland to the furthest point in China I could find. (The cross-Pacific hack works for locations in China, but not for anything further West -- I tried to use Beijing as the mid-point of a Kansas City-to-London trip, and Google denied me.)
Oh, like your hobbies are so productive!