Apologize for the delay in my update... But I did make the trip! It was a success! I only had a few issues. I will summarize my trip and takeaways.
I used ABRP for pre-trip planning, but realized that allowing for a headwind painted a bad picture for the whole trip. The reality is when your driving like that, sometimes the headwind is less or worse... I generally arrived with more SOC then the ABRP stated. After the first day, I quickly realized that using the cars trip planner, worked just fine! I did not use ABRP on the way home at all.
We enjoyed the stops and arrived rested and ready to go. As the driver, I only experienced the "in a car for days" feeling... not the normal exhaustion due to driving fatigue. The car was generally ready before we were to continue our trip. Only waited on the car a few times.
I did learn a valuable lesson: Our first day we arrived in Ft. Stockton, TX in the evening with about 10% SOC. I chose to check-in to our hotel and call it a night and planned to charge in the morning @ the Supercharger. Well.. the cold of the night significantly impacted the rate of charge and we waited A LOT longer to charge the next morning. This was despite my plugging the car in via the travel charger on 120v. The next time I had these opportunities, I charged to 80% before calling it a night. When we stayed at hotels with Destination Chargers, we didn't have this concern. We also changed and stayed at a few hotels that had Superchargers in the parking lot. Made it super easy!
ICE'd: I did have a few times where ICE vehicles where parked in Supercharger spots, but there were always additional open stalls. There was also a night that a Destination Charger was ICE'd.
Enjoyed the trip. Would do it again! My wife and kids enjoyed it as well.