What was your wh/m during the trip? That is the key factor. To get the EPA rated range you need to be averaging around 300 wh/m if I recall correctly for the S. You can see the rated number to aim for on the energy page: it is the dotted line labeled “rated”.
Other things that are factors: temperature, tire size (the 21” have much worse efficiency), the rain would have been a pretty big hit, jackrabbit starts off of lights (many new Tesla owners are heavy on the pedal), etc.
My guess based on your location is this is all weather related. In the summer you will do much better and in the winter worse. Our P85D is very seasonal and gets its worse efficiency this time of year even on dry roads. Always use the navigation on longer trips until you get a feel for it, and even then we still use the navigation because it is so much more accurate.
Different performance in different seasons makes sense. Will the car adjust automatically based on recent driving? Will it learn? For example, my trip calculator was dead on this time, will it know in the summer to extend the range based on recent summer driving stats?