Is it safe to email an encrypted wallet to myself? I'd like to setup an automated process to email my encrypted wallet to myself, so that if, for instance, my house burns down, I've got easy access to a recent copy of my wallet stored off-site.

I've seen this mentioned in a couple places as a method for backing up a wallet, but none of the more thorough security guides I've read mention this as either a good or bad thing to do. 

So, is this a stupidly insecure thing to do, or a reasonable means of keeping a regular automated off-site backup of a wallet?
You can trust encryption

If you encrypt anything using a strong key and a strong algorithm (e.g. GPG) then you can be sure that it will be beyond economical reach for anyone for a long time.

So, the general procedure would be


Encrypt wallet.dat with your long and complex passphrase (which you keep safe)
Attach the ciphertext output to your email
Enjoy the free offline backup service


Do not just attach wallet.dat to the email since it will reveal your transaction history and bind your public addresses directly to you thereby removing your anonymity.