The insurance rep I used to have would let me "bind" coverage for a weekend:

She would remove coverage from my daily driver, insure one of my old cars for a few days, and then switch it back. I'd never get a bill for it.

I looked into Hagerty, and geez, do they ever know how to charge! My regular insurance company is discouraging me from using them even with my appraisals and is pushing to go with a specialty "market" ( "market", love it when they use that word ).

I'm at a crossroads: keep my cheap rates with regular insurance and hope for the best in the event of a total loss, or pay through the nose to Hagerty for several cars that have secure storage, no chance of fire, and I only drive them a 100 miles in 10 years.