I just found out about Star-Alliance, which lets you book long plane itineraries around the world and in theory saves you a bunch of money somehow. This site gave me the basic info, so off I went to plan my perfect trip for when I have tonnes of time off and money (ha!). My result? Toronto to Marrakech, Morocco, to Barcelona, Spain, to Istanbul, Turkey, to Damascus, Syria, to Bangkok, Thailand, to Beijing, China, to Osaka, Japan, to Vancouver, Canada, and back to Toronto. I kept it under 26,000 kilometers. Total cost for two people: $14,641.00 (for flights alone).
Where would you go?
Oh, yeah- here's the linkto the actual travel site.