Welcome to the forum, but are you on the right forum?
Music Maker 5 is not a Cakewalk Product.
Yes. You can do multitracking with both Magix Music Maker and Cakewalk Music Creator.
No. I don't think there is any software that creates guitar tabs automatically from audio (but I may be wrong :o)).
SONAR PE 8.5.3, Asus P5B, 2,4 Ghz Dual Core, 4 Gb RAM, GF 7300, EMU 1820, Bluetube Pre - Kontakt4, Ozone, Addictive Drums, PSP Mixpack2, Melda Creative Pack, Melodyne Plugin etc.
The benefit of being a middle aged amateur is the low number of years of frustration ahead of you.