PGP was broken by some guys in Israel a few years back. But no matter what you do, you take a chance. You just want to drop your chances of the baddies getting it to as close to zero as you can -- and most crackers aren't going to have the facilities to break PGP or any other GOOD encryption program.

Governments, on the other hand, do have such facilities...so don't send anything of national security interest.

I generally send files as a PDF attachment and don't worry about encryption. Of course, I don't send passwords, logins, social security numbers or bank information that way!