Very good question. The very good answer is, it depends.
Personally, I have never liked the sound of digital media. It has always sounded flat to me. Some SACD's come close to being good, but imo nothing can equal analog sound.
But, and that's a Big Butt (that's what ... somebody said), it depends heavily on the equipment, *and* on the specific media. I've been a huge Pink Floyd fan for a long time (bought
Ummagumma about the time it came out, remember DSOTM being released and saw them on the DSOTM tour). I'm pretty picky about the sound quality with Floyd. I have most of their LP's on 180 or 200 gram reissues, some in the originals, and variations. (IMO the heavy discs are usually no better than the originals, sometimes worse due to inferior modern pressing issues - I have clients in the vinyl industry and it's a constant problem.) Like many people, my way of "testing" a sound system is with a good, clean, clear copy of DSOTM on vinyl.
But it is very hard to get your hands on a perfect copy. I don't know how many copies I presently have, for a while there I was on a mission to find a perfect one. You mostly have to settle for "close". That said, I'd rather listen to a "close" copy of DSOTM (or anything for that matter) on vinyl than a "perfect" digital version, regardless of the system it is played through. There's just no depth with digital. You're about my age, right? I remember when CD's came out - no one, I mean *no one* even dared to suggest that they would produce the quality of sound of vinyl or tape. It was all about convenience. Yet, here they came. And then the iPods and the "streaming services" etc. (I understand some of the streaming services are impressive, and I know one long-time analog aficionado (and tech) who swears by them; but I have never been moved by any of it.)
While I understand your perspective on blues and soul on vinyl, I have a different view. I've got good ole country on vinyl, classic rock, pop music, musical theatre, opera, ballet etc., it's amazing stuff. I have Wagner's
Ring in at least three or four different media, including good CD's, I'll take my original 1950s Solti on vinyl *any time*.
Kind of Blue or
Sketches of Spain, same. I could go on (at horrendous length

).
My home system is down right now, I'm integrating some new pieces and trying to replace all the cords with homemade. But when it's back up, we'll have to have a sit-down in the Man Cave and let me demonstrate.
Sorry you asked?