The longest I was without internet was for about 10 days. I didn't miss it at all. I was visiting my relatives in Serbia. 
The thing is, I had all these activities laid out for me there, like visiting people, going on a food market, building etc., so I think it would be harder to stay offline while being at home. It's even worse when I think that most of my hobbies and work are computer related (web dev, fl studio via midi keys, writing...). I guess it's better to focus on more important things than just staying up to date. 
Well i too am making slow progress, I had my FB account disabled for a year now, i just check it once a month and then disable it quickly because I quickly remember how boring it is. My tumblr and twitter account password have been changed to obscure passwords, so that I cant login that easily (have to use password recovery). It's been a month now since i've logged in... And I've erased every single feed from my google reader and Now i'm using just plain ol' bookmarks so I check up only on a few of the important sites.
I've also done a jetpack plugin for myself to see how many times i've visited a particular site that day. The count shows up in each firefox tab.Because it's easy to go in circles without knowing it...