Tradewind is a top-notch organization. We have flown with them almost every year since they began servicing St. Barth. Have never been disappointed with the service, avoidance of long security lines, etc. They were certainly instrumental to the early relief effort for the island! Kudos!
The Tradewind flights are expensive but we budget accordingly. The selection of flights to and from SJU was a main driver in our decision to switch from SXM. Plus, the ease of going through customs in San Juan vs. airports such as Miami or JFK. I think St. Barth Commuter and Winair are fine, too, and we flew on them for many years. Each of us has to decide based on many factors. Besides cost, the negative to choosing Tradewind is that it is the only option from SJU---no ferry as a backstop!