For each tool, I had prepared 3 exercises, the first one was to contribute to a virtual farewell present for the colleague who left the organisation, the second one to set up your own blog, wiki, or photogroup. The last one was to experiment with some additions like images, feeds, or cartoons.
What worked well is the fact that I set up a dummy account for all to use. By setting up one dummy account, you avoid the hassle of helping each one to set up an account. The boring part of the experience in my opinion, and if this would go wrong you get people discouraged by the 'IT stuff' . When I set up the dummy account I discovered that you are now forced to open a google account to use blogger. And to open a yahoo account to use Flickr. That's definitely much less user-friendly then it was in the past.
What also worked well is that in every group there were one or several people who were handy enough to insert images, and play around. I also learned that you might as well upload images directly from your camera, without uploading them first to your computer (as used to be my habit somehow).
One thing that I would do differently is that I had put up personal pages in the wiki to write anecdotes for the colleague who left. I noticed it would be more fun to do that as a group and to write a group story. So next time I would set up pages for groups rather than individual pages.The brilliant thing about combining the introduction of new tools with a farewell party is that you get people in a mood to play around with tool and see that it can be easy and fun.