The difference between a 5" SC and a 12" dob (for deep sky) is night and day.
However... my preference would be for a 16" ultralight.
Things start to get interesting around that aperture and it's small enough such that you shouldn't need a ladder to get to the eyepiece.
If you are a purist though, nothing beats the 'gosh-wow' factor of looking through a pair of large Newtonian binoculars.
2c
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