Our recommendations for sending anonymous email:
AnonymousSpeech: Free, versatile web-based system for sending anonymous email. Quick anonymous registration is required — includes SSL encryption and an anonymous IP address. The free system has the ability to attach files and set a time delay. Upgrade your account to get a host of very useful anonymity tools.
Anonymous Remailers Tutorial: Easy steps walk you through using a Cypherpunk anonymous remailer.

