Tails running specially configured Tor (five hop circuit, permanent guard nodes, and routes through countries unlikely to cooperate with one another), GPG for email, OTR for IM, Signal for mobile, and True Crypt + Apple disk encryption.
Funny thing is, I don't even have any particular use for it other than kicking around vulnerability and security discussions with friends and colleagues that I highly doubt anyone is even trying to intercept. But it is very comforting to know that it's the same set of tools relied upon by those with something highly significant at stake.