You definitely need to be technically savvy to get it all set up on your Mac. I consider myself very technical, and still got a bit of a headache doing it all. What I did first is make sure that all the automatic syncing worked with my iPod Touch. I had to change all my settings there so that it didn't rely at all on syncing via iTunes or MobileMe. (Not contacts, though -- I don't think the Touch/iPhone has a way to sync from Google.)
In plainer terms:
1) Set up a Google account with gmail
2) Create a calendar there, and figure out how to export/import your iCal events so that Google is now your "master" calendar
3) Change your iCal setting to read from that Google calendar. Stop using any local (On My Mac) calendars
4) Get you iPhone to use your Google calendar -- google instructions
5) Google instructions for syncing your Address Book with Google; when you make changes on your Mac, there will be a sync button on your toolbar that you can press to sync with Google
6) Find out if your email provider supports "IMAP" mail in addition to "POP". If so, follow their instructions on setting up IMAP mail on your Mac AND iPhone. If you get that working, then you'll do a similar setup on a droid.
Unfortunately, if this still sounds like jargon, then a droid phone probably isn't the right choice for you...
I kind of disagree about having to be tech savvy, but I think you broke it down to as about as simple as it can be and totally agree with you. If the OP thinks that's a bit much then this phone simply is not for them.