As the Canadian guy on the on10 team I'm excited to have on10 as part of this great expedition happening right here in Canada. Larry has a great video interview with James Coleridge talking about the upcoming expedition to Mt. Logan and the technology that they will be using. Larry mentions Live Search Maps in the interview, so with nothing more than your browser you will be able to follow the climb at http://www.summitsofcanada.ca/canatrek/expedition/followtheclimbs.html and http://www.summitsofcanada.ca/canatrek/expedition/FTC/Frameset-VE.htm.
So sit back, relax, watch the introductory video (fly the route) and then take a look at the planned route and track the expedition once they set off.
Lastly, if you want to learn how to build these types of maps into your website, take a look at the Virtual Earth interactive SDK at https://dev.live.com/virtualearth/sdk/ to see exactly what code you need to insert into your webpage. I got this up and running on my website relatively quickly, so think about how you might add this to your website.