Had a similar issue when we would take motorcycle trips with someone along, driving a support SUV. The Harleys did best stopping every 200 miles for fuel and for the riders to stretch, get some water and use the restroom. The people in the SUV always wanted to drive 500 miles at a clip.
We always used the bikes to set the pace and when to stop.
Same thing when driving a ICE vehicle and an EV. The EV will set the pace and determine when and where to stop. Trying to match stops with a SUV will put you at the extreme range of your capability and induce significant stress.
Best to plan your trip to the capabilities of your EV and tell the ICE when and where you will be stopping.
Some times, traveling at around 70 mph and stopping at around 15% reserve, and charging back up to 80-85%, in an EV will get you to your destination much faster than traveling at 85 mph, traveling to 2% range and charging up to 100%.
Your computer and display will show you the prefered time to stop, and how long you should charge to optimize your trave efficiency.
Frequent short stops for juice will usually result in a very pleasant and relaxing journey.
When towing a trailer, this is also a good time to put your hand on the trailer wheel bearings. Small wheels, running at high speeds and under load often will have one hub or the other running pretty hot. Good to check at every stop in case one is overheating.