Why would you want to go outboard?? The way you want to do it, means making 2. and 3. generation D/A/D conversion. I dont want to sound negative, but you'd better have some serious outboard gear to justify this signal degration. Plugins are getting better and better+cheaper.
And dont forget to do the absolute best you can when tracking, thus minimizing the need for later processing.

I like and use a lot of plug ins now instead of my pile of effects and proccessor, but I still hate digital reverb. If you're going to be going out to a digital reverb box, I would suggest sticking with the plugins. But, if you're crazy like me and only use spring reverbs and echo chambers then I would should Record useing the Out In Out In method with the reverb full on "wet". Then use that track as an additive to the original. That way you retain the full flavor of the dry track and still get to add a little spice. I don't know why I'm speaking in food terms, I usually don't do that.