Bill in Houston from Houston on 10/6/2022 6:47:22 PM:
Depending where you start and end, you can probably rent a van one way cheaper than Amtrak. Anonymous also makes a good point about Amtrak not allowing trailers. Also, Amtrak may cancel you the week before your trip for no reason. Ask me how I know. :)
I'm guessing you will be driving to MO. Another idea might be to get a place in Windsor, and ride out and back from there - Clinton, Sedalia, and Rock Island Trail. Maybe do the same at Easley and hit Rocheport and Jeff City. And if you are going to Boonville, Rocheport or Pilot Grove could be good rides. I know a through-ride is so much cooler than an out and back, though.
I know your kids are pretty tough if they did the NETT, but I don't want anyone to have a bad time. Multi-day trips with hotel reservations really put you in a tight spot as far as having to cover a certain distance every day, and if you have a day of rain or bad wind, folks might not be happy about having to be on the saddle for 6 hours.
Your backpacking instincts will serve you well if you do decide to bikepack. Go light, but be ready for rain, and make sure you don't run out of food or water.
If you did drive, parents could take turns driving the car and providing SAG. That might work out pretty great in case of bad weather. And, it avoids Amtrak.
For example:
Start in Clinton.
Dad drives to Windsor, parks the car, and rides toward Clinton.
Meets family, they all head to Windsor.
Lunch at Wagon Wheel.
Everybody but mom rides out for Sedalia.
Mom drives to Sedalia, checks into the hotel, rides out toward Windsor.
Mom rejoins fam, they all ride to Sedalia.
Repeat until you get to the end of the trip.
If a day is a total rainout, you just drive to the next accomodations and take a rest day.