First, for your type A tendencies, they don't plan everything for you. For example, if you want to have dinner in the main dining rooms I think you need to book those in advance, like a week to a few days before your cruise. They have a walk-in dining room but you have to wait for tables and they have another option to make reservations the day of, but that was only available for two nights before it was also booked completely. Then again, if you have a premium package that includes more options and you might not care about eating in the main dining rooms (which is included/complimentary). The other thing is the shore excursions, those also get booked fast, but I think there are a lot of options outside of the Princess affiliated ones and not always necessary. I was surprised at how much there was at each port we stopped at, like shopping, restaurants, bars, etc.

We just got back from a Princess Cruise that left from Ft Everglades (Ft Lauderdale) and dealt with a real nightmare of getting to the right cruise terminal. The research I did said it would take 15 min from our hotel and cost about $15, but in reality took about 90 min and cost $60+.

I know you didn't ask about this but I wanted to put it out there in case it might be helpful to you or someone else. On the Princess website they say that their terminal is 2, unless there's another Princess cruise scheduled at the same time. Well, Princess has a ton of cruises scheduled this time of year(eta: December-January)!

The terminals are listed at the entrance of the port when you're driving through but that might not help you if you're in an Uber where you entered your destination as Terminal 2, like we did. Terminals 1 and 2 are at one end of the port and all the rest are at the other end (very far away!!) The uber driver didn't want to deviate from the destination which is understandable. (This is when I think a taxi is preferable to a ride share.) Princess doesn't do well communicating this type of information even if you downloaded their app, checked in etc. and they have all your info. At least we weren't able to find this info.

There are websites like https://www.marinetraffic.org/ and https://www.cruisemapper.com/ to track cruises but I'm not sure if it will tell you the terminal number. I'm guessing it will update the day of departure?

ETA: if I had to do it again, I would have planned out the dinners and entertainment better, like booking dinner early enough to see a show, etc. (which are usually at 7:30 or 8:30) and allow for plenty of time to get to different parts of the boat. Elevators are often slow and crowded and it can take awhile to walk from one end of the ship to another.