I wouldn't worry about it at all. We took out the Moorings 5800 (actually the first to take it out bareboat) and they had a friendly captain go with us. We were Moorings owners at the time and had taken out every other cat they had in the fleet. The process was very simple though, but also good we did it. We discovered the main winch wasn't working, so we actually came back in. I think they realized we were good after I initially took it out of the slip and also docked it when we came back in to fix the winch. So we just headed back out after, raised the sails, did one tack and that was it.

I imagine this is to protect themselves from those that have no business being at the helm. Likely they've probably made up there mind before you've even gone outside the marina.