I've heard both with SS and tube gear. The Rockports just aren't my cup of tea, however they are loved by many. I'm not a Magico guy for the money either. Personally, I've heard far less expensive speakers sound better IMHO, but again, it's all about what YOU like, listen to, room and what you feed them.
Personally, in that 30k under range I'm giving strong consideration to the Vandersteen 5CT's...Like Rockport, they use carbon extensively, but the difference is that they also use it for their tweeter. That opens them up and makes them more dynamic and musical. I have yet to hear a BE, diamond or metal tweeter sound as good as Vandy's carbon tweeter. It just sings for me and I've heard them on the same equipment for the most part as the Rockport and Magico's.
I've learned a lot about audio since 69 and I assumed by now folks would want a more realistic presentation of their music, however I've noticed from various audio groups as well as stores that people still seem to want the tipped up highs that they associate with 'more open' etc...There are many of the 'name' brand high end speakers that I personally can't listen to without getting a headache from fatigue. For some reason I'm very susceptible to that while many others don't seem to be. I remember listening with a few guys to an expensive 'major name' set of speakers. I've heard the rest of the system a fair amount with a few other top speakers and I hated the big name speakers we were hearing. I left the room and about ten minutes later everyone was talking and getting up and moving around. They lost interest in what they were hearing. I think they heard what I did, but didn't even realize it. How many demos do you go to and you end up talking through them or just not engaged? I recently ended up with Vandy's after a long search because I was always engaged. From the 7's to the Treo's they just sounded closer to what I heard at live venues (we go a lot). They weren't the most exciting in the stores, but they were the ones I wanted to live with.
I also love the Avalons and the NEW (not the old) Legacy Aeris speakers, but they are so big and didn't go in my room. They would have been a push for me, but in the end, they didn't beat the Vandy's for me.
What is it that you like to listen to? What does your room sound like? Are you sold on only these two speakers or are you open to a bunch of the others ones in this price range (so many choices). What equipment do you have now and what other upgrades may you do?
You ask what direction you should go......(serious question). Shouldn't you go in the direction of what you can listen to and tap your toes or sign along? At this price range every speaker better get out of it's own way and be fast and as detailed as the signal you send it's way. The carbon tweeter and mids on the Vandy 5CT's have been as detailed and extended as I've ever heard when fed a great signal, but they were still musical. Are your speakers the problem right now or is it what you are feeding them? Just another way to look at it.