Seattle.rb, the Seattle Ruby Brigade, has a homepage here:
http://www.zenspider.com/seattle.rb
We have a fairly low bandwidth mailing list, and an event calendar that we are trying to fill out. Our meetings are at the very-cool digs of the OmniGroup (who write very cool Mac OS X software). Everyone is welcome to come to the meetings or the hacking sessions).
P.S. Ruby rocks in many of the ways that Python rocks.
It does rock. We're fringe-language positive here at SeaPIG... after all, every Python module is a Ruby module, and we wish it went the other way too. 
Would you say more about how Ruby rocks here? --AdamFeuer
Mmmm... how it rocks? That's one of those intangible things that is hard to define... I'd just say that it has a lot of the feel of SmallTalk in it, and that is enough to make me happy. Other than that, I've put a bit of my brain on the topic here: --RyanDavis