I think I'm in the same boat as you, OP. I'm not using Outlook with Exchange Server, and appointments don't dominate my calendar, so a peek into my free/busy situation isn't very useful.

This isn't a great solution but it's what I've been doing lately so my SP (Sweet Pea) knows what's on my calendar: before I go on a trip or begin somthing calendar-intensive, I print the month's Outlook calendar to a PDF file, save it somewhere in the Shared Documents directory, and send him an email telling him there's a new version of my Outlook calendar in that directory. That way if he does want to see my calendar while I'm gone he can refer to the email and see where I posted the latest version.

It is a bite that Outlook doesn't allow calendar sharing for users who aren't using Exchange Server. If anyone knows of a better workaround than my PDF approach described above, I'm all ears.