PROs

If you live in the US, STT is easier and cheaper to get to.

It's not really all that far to the BVI - From CA it's a 2.5-hour sail to Jost to clear-in. An hour closer from Red Hook.

No ferry rides required to get to your boat!

Fewer luggage transfers (read opportunity to lose luggage).

You can cruise the USVI for free.

You can cruise the SVI for free.


CONs

You're farther from the charter base, so you might be more on your own if you have a boat problem.

It looks like it's going to cost more than it used to for a USVI boat to cruise the BVI, than a BVI-based boat. Rates just changed, and I have not chartered since the rate change. Maybe others can help out here.