While you were out...
It took me a year minus a week, but I just put a new semi-official version of the Whileyouwereout iPhoto-Tumblr export plugin online. For now it’s called version 0.1.9 and it has photo sets and tagging included.
Didn’t pay too much attention to the plugin until getting some unexpected requests for support in the last 2 weeks and I’ll try to be more attentive again in the future.
I’ll take out the, broken, auto-update, for the next release so people can see for themselves which version works for them. For now this has been tested with OSX Super-Mega Lion and iPhoto ‘11.
If you have any problems with it don’t hesitate to send me an email.