Giddyup said "I just got back from Cuba yesterday with Sunwing. Your personal item has to be fairly small…. Think purse, small backpack (like kid size basically), laptop bag… etc. It has to fit under the seat or they will charge you $25 to put overhead. The size on the website is a little inaccurate though. Mine was slightly bigger and I noticed people had ones bigger than mine… but still small enough to go under the seat. I didn’t see them measure.
On a side note our trip was amazing and there were no travel issues. We couldn’t have asked it to go any smoother. It was one of the best trips I’ve ever taken. Have a great trip !! (Feel free to DM if you have any other questions) "
it's great to hear from someone that had a great trip, and experience. There are lots of good stories, but they don't make the news.