I was very, very worried about riding the Skyliner when we were there in June. We stayed at AoA and I knew we'd be using it frequently during our stay. I have claustrophobia, acrophobia, and agoraphobia so on paper, the Skyliner was a disaster for me. I knew I had other options (driving, Uber/Lyft, very roundabout and time-consuming bus transportation, etc.) but I wanted to be an adult and at least try the Skyliner because I knew it would be the most efficient mode of transportation to DHS & EP. So I planned to go to EP on our arrival day so that I could see how I would handle things and if I had a panic attack and needed to exit at CBR, I wouldn't be ruining a full day in a park. I took my anxiety meds about an hour before we were leaving for EP. I won't lie, that first leg from AoA to CBR was super stressful for me. I clung to the bench, begged my family members not to move an inch, and stared straight out the window looking off into the distance so I wasn't tempted to look down. (Side note: I found out very quickly that closing my eyes -- part of my original plan for dealing with the acrophobia -- made things a million times worse. I needed to keep my eyes open because when they were closed, I felt every tiny motion of the car.) I was tempted to abort the mission at CBR on that first ride, but I forced myself to get on the next leg of the trip and made it to EP. The ride back AoA that evening was also stressful for me but at least I knew what to expect. The next morning we were rope-dropping DHS. Again, I took my meds about an hour before riding. Things were a bit better on this ride -- I didn't need to cling to the bench, and the ride back to AoA was a little better than that. We made another round trip later that day. And that's when I realized that riding it at night was much less stressful for me than riding during the day. But I also started to realize that I really liked using it and actually preferred it to riding a bus. On our last day at Disney, we went out of our way to take one last ride on the Skyliner before we left. On our arrival day, I never would have imagined myself *wanting* to ride it. My goal was to find it tolerable.
I think it's important to remember that this is a form of transportation (it's used all over the world) and not a ride. It felt much more "solid" (for lack of a better word) than any amusement park skyride I've ever been on. I found it to be a very smooth ride/flight. I don't remember it being very bumpy when going over the support poles. There's a bit of a sway when you first pull out of the station but it smooths out very quickly. And you will think you're going to smash into the car in front of you when you come in to the stations, but you won't.

If your schedule allows, I highly recommend doing a practice/no pressure ride if you can for those who are uneasy about riding it. It alleviated a little bit of the stress for me by knowing that we weren't under any time constraints that first ride. I knew if I got to CBR and couldn't get on the next leg, I had plenty of time to take a bus to one of the non-Skyliner parks and then transfer to EP (and obviously I would have had to do that same thing in reverse to get back to AoA later that evening). And I had my back-up plans ready for the next day, just in case. Thankfully I never needed to use the back-up plans. I totally understand the apprehension towards riding it but in reading message boards and blogs, it seems like 99% of the people who think it's going to be awful and they will hate riding it, end up being ok with it...and some people actually find it enjoyable.