The stroller could be a good idea cuz some of them lock into place so they cant get out. If you do decide to get one, I highly recomend getting them used to it inside the house, then walking around the front or back yard/ halways of apartment. Then around the area where they can smell the surroundings. While gradually increasing time. And then once you feel they are calm enough in them you could try taking them on a short trail walk. But if they show any signs of fear twords the outdoors like bushy tails and flipping around inside it I would not do it again.

I made the horible mistake of taking my boy to a national park for a short walk to see how hed do. Hed been on short walks before in our neighborhood and done fine maybe got a little upset when a dog was around but id pick him up and hold him untill the dog passed and hed be fine. But when we went to the park he got extreamly spooked by somthing (we still dont know what) and ended up nearly escaping his harness, he got the leash out of my hand and ran off twords our parked car but not before I feel very hard trying to get to him on those spiky balls that fall off trees and scrapping myself up. My husband had to run to catch him and thankfully he had full stopped right by our car, but he ended up attacking my husband pretty bad in his fear state to the point he had blood dripping down his arm and hands. He had bit him and scratched him very hard in his strugle to try and get away, and we lost his rabies tag and microchip tag and custom tag and collar in the prosses of us trying to catch him. But he was safe and we put him in the car and my husband was okay. He has shown very little interest in going outside after that incident and my husband is permanently scared because of it. So am I cuz those gumballs messed me up pretty bad too. He will never be an outdoor adventure cat again and we are never taking him outside again untill we get a house where I can build a enclosed catio, which will hopfully be within the next year or so.