Unfortunately the parameters the car uses for that "Beta Trip Planner" function uses the worst possible preferences and gives awful recommendations.
The priority it uses is to take the longest possible charging stops to make the least possible number of stops--including skipping over Supercharger locations and everything else be damned! That is about the worst way to travel in a Tesla, and I try to let new Tesla owners know about this as often as possible so they can not have the Trip Planner screw them over like this. These things of 50 and 55+ minutes waiting to charge, going well into the slow range of charging over 90% and then white knuckling to arrive at 6% or 7% is just a terrible way to travel, but that's the type of plan that the car comes up with.
"Splash and Dash" is generally more comfortable. Take the stops every couple of hours, and if that's running from 20% up to about 60 or 70%, that is going to stay in the very fast charging section of the battery and only take like 20-ish minutes, where you can go grab a coffee and leave, without feeling really bored.
And the corollary on that is to alternate short stop, long stop. If you're doing stops about every 2 hours apart, make every other stop a meal break. That will be about 4 hours apart--sit down, get some food. The car will charge up a bit extra over what you need while you're still eating (so you aren't spending any time waiting for the car). And then on the in between ones, you'll have a bit more leftover charge, so they can be short ones like 10-15 minutes, which are easy to kill a little bit of time.