Something along those lines might be possible, but how about making it worthwhile with at least two stops...one before and one after lunch. It might be worth getting a shot at Rock Tunnel WB from Antonito, then in the afternoon someplace between Osier and Cumbres. If it was limited to 20 people you could do those tight spots, and keep the stops down in time cause loading and unloading would be shorter.
Maybe charge $20.00 per runby and throw in a free soft drink for each person. Thus if you did two runbys that would be $40.00 per person, and 20 riders makes a total of $800.00 additional dollars!!! Offer it 3 days a week one direction, and the alternating days the other direction. Some folks might do two days in a row to get the other opportunities. The schedule is pretty padded so some time would have to be built in for this
however. Maybe have a minimum of 10 per trip otherwise its void, and not worth the time to do the stops. I would think that some of the other riders would consider doing it the next time if they see it done on their trip. I would pay it, and in fact it might prompt me to ride in the first place if I knew I had a crack at a couple of remote photo spots!!!
Greg