You're on the right track now mate!
I can take the Valiant on a "test run" one day, then the van the next. When I get one of the Toranas on Historic rego, I can then effectively drive every day in different cars. This works better if you live rurally, as the "test run" is defined as "a short run or to the nearest place of relevant repair" or words to that effect. When it's a 25km drive to the nearest place of repair (or parts, or petrol for that matter) it gives you a bit more freedom in your travels. Weekends are a breeze, as all you need to do is email the club to tell them you are attending a show at (wherever) and you can drive almost anywhere.
I guess the big answer is not to drive like an idiot and draw attention to yourself and you should get away with normal trips.
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