Charles1dad,
I am like you, mostly in the low-powered camp. I own three tube amps, the most powerful being the Audio Note Kageki, which is rated at 6.5 watts per channel. My current favorite is a 5 watt pushpull amp that runs the 349 tube. If I had the need for more power, the first place I would be looking is at OTL amps (or quasi OTL amps, like the Berning); I find their liveliness quite compelling.
I too have heard very nice setups with the kind of electronics I usually don't like, so I agree that matching is more important than particular choices and types. I have heard nice setups using Momentum amps, for example, and a system with Spectral gear that, while not precisely my taste, I could at least understand the appeal (there are lots of expensive systems I heard where I had no clue as to what anyone liked about them).

