My experience is that the customs and other fees coming into BVI about offset what you saved avoiding the ferry from STT to BVI. It's a wash.

With regard to the furling main....
Once you get the hang of it - what angle you need to the wind and a little tension on the outhaul - it works great. The CYOA guys will take you on a check out cruise in the harbor and will show you how it's done and let you practice it until you get comfortable. It seems a little fiddly at first - definitely a little bit of a learning curve.
I believe all three of CYOA's new mono hulls - which includes mine - all have traditional mains. Probably to avoid some of the fiddly factor?