I love that you’re thinking of the train!
Be advised that the mainest, most basic thing to know is if you’re a type A (which generally I am) do not hesitate to avoid the train.
It’s a land cruise with all sorts and any amounts of delays possible and then some. Under no circumstances do you want to book any activity within say, oh . . . 24 hrs of your official (estimated) arrival time.
Really and truly I love train travel and will go out of my way to spend countless extra hours riding in trains. Definitely a laid back approach is best.
Along with the ability to be flexible in your plans.
Train stations are generally only staffed right before a train is due. Some stations in warmer climates haven’t even an inside. Many temporarily abandoned train stations are awesome places to park your car, completely unsecured, because trains are so beneath most folks’ radars. Some bigger city stations are in awful parts of town. I generally don’t park there or on purpose go there unless I’ve started somewhere small and am switching to another train going somewhere small.
I would definitely book for Kissimmee rather than Orlando. Always. Been to both.
Train cars are different south of DC due to having to travel thru a tunnel to leave DC. Cars are one level, kinda noisy, bit more motion, however I’ve been on the Silver Star plenty.
If you’re lucky enough to travel west, the train cars are double decker, better to see the countryside, seem quieter (less track noise) and have more bathrooms.
The seats are the main difference between planes, buses, and trains - lots of legroom, seats are wider, there is a foot rest, sometimes a leg rest. Tray table. Should be electric outlets by windows - bring long cords.
Dress in layers - sometimes the [older] rolling stock has HVAC difficulties. I have a small fan with usb plug in that I bring as well as a small lightweight blanket.
I have shelled out the dough for sleeper accommodations but also have been comfortable overnight in my seat. Neck pillow helps. My niece brings eye shade and my sister brings ear plugs. Some passengers bring full size pillows and blankets. I don’t care to carry that much.
Luggage goes in racks above seats. In western trains there are luggage racks on the lower level. One brings a small duffel or back pack to the seat with your stuff, which includes snacks and a book to “read” whilst you nap or gaze mesmerized out the window at the passing scenery. Or perhaps the passing freight train what often has the right of way.
Thanks for reading this far! I’m incapable of being brief where trains are concerned.