we are only taking a carry-on with enough clothes for the 2 of us. it is small enough to be okay for the inches they want for it to go into a compartment. so we will have his medicene going on the plane with us.
I cannot believe how much has changed in 20 years since my last flight.

He also has blood pressure medicenes and asprin he needs to take but the blood pressure meds do have prescription information on the bottle and with his name. I do think we will go ahead and get the letter just to hopefully skip any issues with the airport people.

We are just taking very few clothes, his electric razor and medicenes in the carry-on. Thats it. When we get to the hotel we will buy toiletries and then throw them away before coming home. I cannot believe how much goes into making sure all sizes are small enough or that all personal care items have to have entire life histories attached to it.
My main concern was for his insulin. I can handle going without most anything but that.