I did!
Went great. Researched the specs I wanted and price range and happened to be right on it when it hit Craigslist. Had a phone conversation with the guy, and he sounded legit and cool. Brought a (pilot) friend who's not a techie but has an iPad.
Went to the seller's nearby house. Perfect situation - he was an early adopter and had three iPads laying around. This one, 18 months old, was getting cycled out. The charger was still wrapped in plastic, and he included a couple accessories. Nice guy, good price, so I made a half-hearted effort to bargain. He dropped the price $25. I bought coffee for my friend.
It's worked out very well. Got a good cheap case/cover off Ebay $6, an expensive well-recommended glare guard $15, and a big external battery/recharger that will also power the Dual GPS and/or phone $35.
Like most Craiglist ads, a lot of it is "gut feel" for the other party. This guy had me to his house, explained some stuff, and showed me the home renovations he was doing.
I buy and sell a lot on Craigslist. It's about trusting your gut, and not getting into a dangerous situation.
To recap -
1. Know the specs for what you want.
2. Know your price range.
3. Move fast for good stuff on Craigslist.
4. Try to get a feel for the other person - does it feel sketchy?