Check out CYOA Yacht Charters on St Thomas. They are offering 15% off 10+ day charters during the summer. They also have very skilled and personable captains that you'll actually pick up some sailing skills from.

We routinely fly from Pittsburgh and find flights to be $400~$500 cheaper per person flying to STT instead of EIS, and you arrive mid-afternoon instead of mid-evening.

Flying into STT and chartering from a St Thomas base versus BVI base you avoid the BVI ferry cost ($70 roundtrip x 8 persons) and BVI departure tax ($20 x 8) for $720 savings. For a 1 week charter with 8 persons I can provision for about $240 less in St Thomas than in BVI so total savings of nearly $1000. Add another $1000 savings if you would otherwise use a water taxi.

Also, you're on the boat at least 3-5 hours earlier and you avoid the physical & mental stress of standing in numerous lines (ferry, C&I), less loading/unloading bags onto ferry/taxis, additional taxi rides, worrying about whether BVI ferries will run or not, racing back to Roadtown on the last day to make the 10 am ferry, etc.