From 2003 - 2009 I did it six more times (summer 2003, summer 2004, fall 2004, summer 2006, summer 2007, winter 2008/9). That coincided with leaving the world of full time sysadmin work for a few years of campaign volunteering, campaign work, then part time & contract computergeekery + campaign work. But then in May 2009 I took a full time computergeekery job again, the kind where I have a set number of vacation days a year. A good job that I like and don't plan to leave anytime soon.
My shortest round-the-country trip was just over 3 weeks, but the rest were 4-6 weeks, and 4 weeks seems like the minimum for a comfortable trip where I get to actually see friends in a variety of places. My current job has 3 weeks of vacation a year - some of which I use for other things.
So now it's almost two years since the last time I embarked on one of these rounds of the country, to go to Berkeley & San Francisco for New Years*. That's the longest break since 2003. And I probably won't be able to go in 2011.
I miss it. I miss people and places.
P.S. where should I go for New Years this time? I can't go to half the country, but I could go to a specific place.