The car is a 2019 Touring. I love the car, Car Play not so much.
This is what's gone on to date. At about 3 months after purchase Car Play froze up while Garmin Maps was running. It would not restart after shutting down the car. I plugged the wife's Android phone in and Android Auto worked. A trip to the local Apple store confirmed that it was the car's problem. The Honda dealer where it was purchased was just 2 miles away, so that was the next stop. They pulled the 12 volt battery negative cable off, let it sit 10 minutes, then reconnected the battery to cold boot all the electronic systems. That fixed it, and it's not done that again. The Honda dealer told that taking the 12 volt power off the system is the only way to completely reboot the entertainment software. It's an easy fix if you have a 10 mm socket.
However, it's done other things.
Right after iOS 13 came out in June 2019 more Car Play problems started. The sound would quit randomly while playing music. If I got a phone call the Car Play music played only on the one speaker in the center of the dash. Killing Pandora on the phone and restarting would fix it. After a few iOS 13 updates those issues diminished. The sound disconnects became rare, but never went entirely away. Sometime before the next chapter, iOS 14, Honda issued an entertainment system software update. That seemed to have no effect in Car Play,
Then along came iOS 14. It has been a Car Play disaster for me. I rarely get more than 10 minutes after startup until music stops playing. I have tried Pandora and Spotify, no difference. The fix is to unplug the phone and plug it back in. After that I have not seen sound stop again, but I have not taken any long trips in the car either - COVID.
Another problem HAS popped up. About 5 times since iOS 14 the entire entertainment system has spontaneously beeped loudly and rebooted. I got a new, Apple certified, USB cable. I cold booted the Honda system several times. I deleted the phone from the Honda system to reset its connection. I replaced my iPhone 6s with a SE 2020 (for other reasons, not Car Play). All of my apps are up-to-date. It's still happening, last time just a week ago.
And, at times when the sound stops and I unplug the USB cable the system says "USB connection error" when I plug it back in. To fix that I have to shut the car down and restart.
Needless to say this has been a VERY disappointing experience. Car Play was one of the motivations behind trading my 2015 Civic for the Insight and converting from Android to Apple phones.
I hope Honda and Apple can get this fixed, but am not hopeful in the short run. Any further hints from other Insight owners are welcomed.