22' Express bay boat, I usually don't tow over 68mph, my oil temps will reach 250-254. The computer sensors will drop my coolant temp drastically when oil temp gets up to 250. My coolant when not towing will run 216 - 224, but I have seen it drop coolant temps to 197 to get oil temps back down.
Oil temps when not towing and at highway speeds (75-80) usually run around 244 with the coolant regulating it down when it gets close to 250. I have never had oil temps over 255.
The highest I have seen trans temps was 202 and that was in Houston idling in traffic for long periods of time.
2021 3.0.