I also avoided the "antique" tags [here in NJ they are called "Historic"] for many years out of fear for the "restrictions" that youmention. Then I started noticing all sorts of wild machines – including Pro-Street beasts – with the antique plates. I decided that an enforcement issue was unlikely, so I made the switch a while back .It is a much better deal, you only pay 1 time, then free renewals every 3 years.
The insurance is another issue. I have been with Condon & Skelly for about 25 years. They have always been good to deal with. The previous actual insurance company used to have an in-depth questionaire, I always indicated that the car would be driven for "exercize" in addition to shows, cruises, and club events. There was never an issue. I just had a claim with them, and they took care of everything 100%. I do not do any "daily driving" with the Tiger.
You could always call and tell them your intent, then they can tell you their position. Try a few(?) Tiger Tom has some experience with "daily driving" – and some claims – not sure what type insurance he has. There are a bunch of good insurance co.s out there… I have a friend that swears by Grundys.
Good luck.
Mark
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