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I say load up the trailer and go on a trip. Take note of the things you like, dislike about the setup and go from there. I have met lots of people on the road with trailers that like em fine. A higher spoke count wheel is always a good idea for city and country riding.
Thanks for all the good input!!!
Here's a couple of things to add about my current setup:
I have a Dura Ace 7800 triple drivetrain...so it's a 10-speed cassette in the rear (which tend to be geared more for racing than for hauling). The biggest 10-speed cassette I've found is a 12-27 tooth. Combined with the triple ring in front, that may give me adequate low gears for climbing...but true touring bikes seem to have 34t cogs in the back.
With fenders, my frame is supposed to take on 700x28c tires. Without, I think it can take 700x32c (but I would rather keep the fenders).
Axiom and Jandd make low rider racks that I can clamp onto my forks (my forks lack eyelets). I already own a rear rack that I clamp on to the rear triangle.
And yes, I have been considering a high-spoke-count wheelset for general purpose use, saving my fancy wheelset for centuries and training rides.
For now, I think I am likely to go with Salvo's advice...try a few shorter trips with the setup I have and see if it works.
You'll probably need a lower range than a dura-ace triple can support. I think that a 1:1 ratio is the minimum. The lowest gear ratio on my touring bike is 22:28, and i've used it many times. Bailout gears come in handy on a 60mile day full of hills.
IRD and Sram both make wide range 10 speed cassettes (11-34) that are shimano compatible. Get one of those with a xt derailleur and you're set.
I'd say that you'd at least need a new wheel set, cassette, and mtb derailleur to go with option (A).
Trailers are hard to stop, park, and secure.
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