This will be a pretty easy trip. I wouldn't worry about it too much. The superchargers are all pretty close together and I don't think you'll have any trouble.
Use the car's trip planner to get an idea of where to stop. I'd even let it handle the navigation. But if it starts going crazy, don't be afraid to override it. When you know what your next supercharger stop will be, you can just tell the car to navigate directly there. If it tries to direct you to a different stop, then you can tell it to remove charging stops, and it will just navigate directly to your destination. When you pick up the car, spend some time using the navigation system at delivery and seeing how it works. Tell it to navigate to Boston, see the charging stops it picks, see how it works to cancel the full trip and put in the next supercharger directly as your destination, remove intermediate charging stops, etc. The delivery person should be able to walk you through it all.
While on the road, the key thing to watch is the Trip tab of the Energy app. This displays a graph of your estimated charge level when you arrive at your destination (which should be your next charging stop). The main thing is to look at it every so often to see if the estimate is going up or down. If it's going up, you're in good shape! If it's going down, you may need to slow down a bit. Obviously, it all depends on how fast it's going down and what the estimate is. If your estimated charge state is 40% and it drops to 39% over 15 minutes, don't panic. If your estimated arrival is 5% and it goes 5-4-3-2-1 over a few minutes, slow down.
Give yourself a good buffer for getting to the next charger. I'd say an estimated 20% charge at arrival would be comfortable. As you learn the car you can start to shave that as your comfort level dictates. If that feels too low, you can charge more.
Get the PlugShare app on your phone. This can be used to find emergency L2 charging stops if you end up being unable to make it to the next supercharger. I doubt that will happen here, since there are so many superchargers along your route, but it's nice to have a backup plan.
Have a great trip. Keep in mind it's getting colder, so you will use more energy than expected (another reason to not stop charging just because the trip planner thinks you have enough).
