Simplest way to update from 10.4?

I currently have an OS X Server 10.4 running, with a couple of sites and emails located on some domains.
The question is; What is the easiest way to update a Mac OS X Server 10.4 to 10.6?
I tried to update to 10.6 (on a cloned drive) to see what happened. It looked to me that most of the settings were maintained, except for the hosted sites. Because of that not much worked of course, and I didn't have the time to have more downtime on the server than this, to try more things out.
I am running SQL, Web, FTP (that worked after update) and Mail. All in all there are about 10 different domains and maybe 50 different email accounts.
Any good ideas?

A good option would be to pick up the Mac Box Set (cheaper than the prices for Leopard on other retailers -- esp for what you get). It will upgrade you to Snow Leopard and give you iLife & iWork. (From what I recall from Apple a single Snow Leopard disc wont upgrade from TIger to Snow Leopard).
That way you can install the latest iTunes and sync your iPhone 4.
a cheaper cost effective investment instead of buying a whole new Mac.

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