Google your nearest "Silver Wheels" agency. It's a program underwritten by Hagerty (although it may be under Aviva Elite) for collectible cars 25 years or older. I have my '86 GT insured through them with $1M liability, and $100 deductible on collision and comp for a whopping $90 a year. You need to get an appraisal from a recognized appraisal service and you're insured against that value. For comparison's sake, my thoroughly restored '86 GT is valued at $12.5K. There is no better deal out there.
I have regular plates & insurance so there are no restrictions on when, where & why I drive any of my cars. CUMIS Mississauga 1-800-810-2847 Annual rates: '84 SE $578 (worthless: 364,500 km) '86 Coupe $575 (~$2500 121,000 km) '88 Formula $646 ($10,000 agreed value 25,000 km)