Nothing wrong with trying a DSLR to begin with! As long as you don't expect Hubble-like results you might be pleasantly surprised what you can manage. The below image was taken with the base-model Nikon DSLR through a perfectly ordinary 8" f/5 Newt.
Don't use DSS for this sort of thing. Use Registax (also free). There are loads of tutorials on how to use it but it's fairly basic. Shoot 1 min of video on a clear night, keeping the planet right in the centre of the viewfinder, and plug the resultant video straight into Registax.
You're actually lucky with Canons as they have a great crop mode that Nikon doesn't have - basically it shoots 1920 x 1080 video using the native sensor resolution, ie a smaller section of the sensor, so you'll get much better resolution.
Give it a shot, let us know how you go.
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