Sounds like a great trip. I can only take week-long trips right now. We're attempting to USVI - St Croix - SVI loop in about a month. Couldn't get into BVI right now if we wanted since we'll be on a USVI- flagged cat. Although, it does sound like Waypoints is working hard on the paperwork.

Wrote about our recent Exumas trip at the link below if you want to get a feel for it. We like how easy the travel is, direct flight from Houston. Fishing, secluded anchorages, and that turquoise water are other reasons we love it. There are a handful of bars and restaurants, but nothing like BVI.

https://yachtwarriors.com/exumas-bahamas-sailing-trip-in-december/