I have 16,000 miles on my X now and 3/4th of that is roadtripping. 95%+ of that roadtripping is with Auto-Steer and Traffic Aware (Adaptive) Cruise Control (TACC) (aka AutoPilot Suite).
Charging every couple hours works great with stretch breaks, bathroom, snacks, lunch, dinner. Hardly changes my roadtripping at all (except of course I need to follow the supercharger railroad and northern MT is not quite there yet but soon (Great Falls and Shelby for Canada access))
I've found that 70-75 MPH works well so that I can charge from a low battery SOC (10%ish) to a about 80%-85% SOC. That is where the SuperChargers can add the kWhs the fastest before it really tapers down. I generally only have to charge 20-30 minutes.
As well driving those speeds let the AutoPilot suite have good reaction time
on roads with curves, hills, and other cars. It is outstanding overall but you need to keep your hands on the wheel because it can fail and you can die (or kill others).
Using EVTripPlanner you can play with the speed multiplier to see how it affects your over all combined travel time. Not sure if it accounts in the charging time very well with the tapers at 85% SOC and higher.
Glad it works for you. Personally, that's way too much unnecessary dwell time for me on my typical road trips. I've played with Evtripplanner a lot, and the minimum capability I'd accept (i.e. less than I want) would be the ability to get from home to Truckee via I-80 (197 miles & 7,200' of climb/1,400 of descent, in winter) or Lee Vining via S.R. 120 (206 miles and 9,900+ feet of climb, 3,160 descent, in fall) non-stop, driving and using HVAC as normal, for a minimum of a decade. There'd also have to be an SC in Lee Vining, because no Model S can make Mammoth Lakes from home non-stop, except the S90D in ideal conditions when new, and even it is in the yellow. This is only a bit over half the capability of my ICE (I can easily make Lone Pine, another 125 miles south of Lee Vining, non-stop in it via 120/395, and include the round trip 4,000' up/down to Whitney Portal, with range left over) , but I could live with it. Unfortunately, only the S90D can make Lee Vining in the green zone under ideal conditions (speed 1.0, 72 deg.) when brand new, and at my typical speed factor (for that trip based on time) of 1.07 it's in the yellow zone. All smaller battery Model S' are either in the yellow (might not make if conditions are unexpectedly bad) or red (almost certainly won't make) zones in ideal conditions, and the S60-70D are in the red all the time. I"m assuming the S will be similar in drag/rolling resistance to a Model Y.
Realistically, I would charge to only 90% at home for battery longevity purposes, and keep at least a 10% emergency reserve (lower than I'd like, especially in winter), and the lower temps I typically encounter (it was 33 passing through Tuolumne Meadows at 6:40 a.m. on my trip last month, and it will typically average 10-15 deg. colder at any given hour in mid-October) would mean heater use, reducing the range even more. By my calcs it would take at least 120kWh usable
when new to make that trip for 10 years, and that's assuming a much lower amount (15%) of degradation over that period than anyone has yet demonstrated. As I typically keep a car for 15-20 years, only ten years of effective use without a major cash outlay would be a considerable negative.