WinZip AES-256 vs PGP If I use the AES-256 option in WinZip to encrypt a file, is it any less safe or less secure than using PGP encryption?
WinZip allows enumeration of the file names contained within.  Try WinRAR or 7zip instead. WinZip AES-256 also uses CTR mode.

Both PGP and AES-256 in CTR mode are both currently considered "strong."  

Can you provide more details about what exactly you're looking to do, or in what context you are evaluating safety and security?