I had a crazy idea ages ago that it would be cool to cycle all the way around the coast of Britain, as close as you can manage it. I've not planned an exact route, but it should be somewhere in the region of 5000 miles. That should be possible in 6 weeks of the school summer holiday (I'm a teacher) riding 6 days a week and about 140 miles a day. Which sounds feasible - I'm pretty good naturally at endurance stuff, and have no problem maintaining 15+mph for a long period. I would do it to raise money for a charity, though I don't know which one yet, and given the amount of organising would probably aim for Summer 2006. Perhaps to cut down on the time commitment, it would be possible to chop the route up into stages and have multiple cyclists completing it in a relay. Anyone else here that potentially insane?
Some guys at University of Texas are cycling from Austin to Alaska. Sorry I, uh, can't be of any help, just thought I'd add that though.
I always wondered how charities get money from that sort of thing. Do people just chuck money in a basket on your bike or something?
You ask everyone you know (and usually a load of people you don't know) to sponsor you - promise to give you money either for completing the whole distance, or per amount completed. I raised £1400 for Macmillan Cancer Relief in the 1999 London Marathon this way....