Simultaneous Audio and MIDI output from Cakewalk Midi files

Dear Friends:
 
This is a request from a home-grown self taught musician from India, who is into electronic music and Hymns / Songs for Church Programmes.
 
1. I have recorded Midi Song Files including Auto-Accompaniment / Melody / Rhythm, using a variety of Yamaha Keyboards as follows :
1.1. using the built-in record function (PSR 630 [size=2 font="courier new"][size=2 font="courier new"]– on floppy disk)
1.2. using the built-in record function (PSR 900 [size=2 font="courier new"][size=2 font="courier new"]– on USB)
1.3. on a Laptop using the MIDI input / output via a UM1 MIDI interface cable, using Cakewalk Music Software, from a PSR 48, PSR 500 and other Yamaha Keyboards.
1.4 All the songs have then been edited on Cakewalk Music Software, and "cleaned up".
 
2. All the songs, recorded as above, when played back through the SAME CAKEWALK software, produce the following output :
2.1. If the Midi Output is set to "Microsoft GS Wavetable SW Synth" then the entire range of the recorded tracks is reproduced through the speaker/headphone outputs
2.2. If the Midi Output is set to "EDIROL UM1", then the tracks play true only if the MIDI OUT cable is connected to the original keyboard on which it was recorded. i.e., a song recorded on the PSR 48 produces some discordance if the UM1 is connected to any other keyboard. The commonest problem is that the MIDI output triggers a sync-start of whatever Rhythm is currently set on the playback keyboard to. There are other problems too.
 
3. My query
3.1. Can I obtain the AUDIO signal through the Wavetable, AND the MIDI signal through the "Midi Out" port SIMULTANEOUSLY.? Right now this does not seem to be possible. It is either this or that.
 
4. Rationale for the requirement
4.1. I would like to do stage performances using the recorded sound as Karaoke Backing Sound Tracks, being played on Cakewalk, through the Wavetable Synth output port.
4.2. If I can then simultaneously send the MIDI signal to a DIGITECH VHM-5 Vocal Harmonizer, through the UM1 cable MIDI-OUT port, set the Harmoniser to produce harmonies based on the chords played, I will be in 4-part harmony bliss.
4.3. If there is more recent Cakewalk, or other alternate software that can produce these dual outputs simultaneously, please let me have the details, to enable me to buy and familiarise myself with the same.
 
Thanking you in advance
Sammy
 
Dr Samuel Solomon
Consultant Surgeon and Head, Training,
Schieffelin Leprosy Hospital, Karigiri
India 632106.
sammy@karigiri.org

Sorry - could not understand your response in German!