I've been through this before and it's not an issue. I had a classic tag on my 1985 Nissan 720 4x4 and drove it all the time, while hauling things, which isn't allowed and I never had a problem. Basically a cop has to be stalking you to keep track, and besides, I only drive it 2-3 times a week anyway.
"Permitted use shall be limited to participation in club activities, exhibits, tours, parades, occasional transportation and similar uses.” Occasional transportation and similar uses is defined as one day a week."
"Well yes officer, you did see me yesterday, but that was my one day of occasional use. Today I'm on my way to a club meeting and tomorrow I'm going on a tour. See you then!"
If you don't abuse privilege and/or make a spectacle of yourself you won't have a problem.