I have to second Larry's experience. I have been making orchestral and chamber music recordings to tape, DSD and PCM in parallel for years. While monitoring, switching between live mic feed and off the recorders, DSD sounds closest to live. On playback at home, I would say it is hard to pick whether DSD or tape is better. I prefer both to PCM. I use a Nagra IV-S for recording and Nagra T Audio for playback.
If you compare an analogue recording on master tape with the commercial vinyl derived from the tape, there is really no comparison. If you are using second generation tapes, the quality of the copy is of course very important. A professionally copied second generation tape using properly aligned and maintained machines should be pretty much indistinguishable from the source tape. I have over 90 titles on both LPs and master tape copies. I use the same preamp design for phono and tape head, so I can do direct comparisons. I have yet to find one title where the LP is better. The tape almost always have more density, for lack of a better word. It just sounds more transparent, weightier, fuller, the soundstage is usually wider and deeper and dynamics is better. The sound is often more natural on tape, and it gives more of the "you are there" illusion. Many LP reissues have been Eq'd, and often not for the better. The tone is often off. In my next article for the Copper magazine, I will show a spectrum analysis of a Nathan Milstein LP, comparing the original issue with an Analogphonic reissue. The amount of high frequency boost on the reissue is just unbelievable; +5dB at 4kHz, +12dB at 12 kHz. The tone of the violin has been totally changed.
For me, there is no reason to transfer a DSD recording to vinyl. You need to mono the bass, and often need to apply compression for highly dynamic passages in order to cut the lacquer. In some cases, such manipulations can sound better on some systems, but they are still unnecessary compromises.