While kinda mundane, LHR-LCA on BA is probably my most unique recent earnings; I'm flying SIN-HKT on SQ in a few weeks.

My most interesting flight earning AS points was on an Era Aviation flight from Anchorage to Kenai a few years past 9/11. The plane departed from a terminal at Ted Stevens that lacked airport security, and the plane itself was open to the cockpit! Felt like flying private, although TBH most private planes I've taken have been bigger.