(1) you check out of BVI, check in at Cruz. ROAM app doesn't work for you unless the boat itself is registered, ask your charter company, but I'm assuming no. I love to be surprised, though. You may request ( have some coin change for this purchase) the form you need to fill out on return.

(2)your crew arrives and ferries to Cruz, I think the last passenger ferry leaves Red Hook @ 11 pm. Car ferries stop way earlier than that.

(3) you leave the US when you want, there is no check-out

(4)you check back into the the BVI at Jost or West End. Make sure you have ALL your former BVI paperwork so any fees are calculated correctly based on the new crew only. The charter company paperwork will show what you paid for the assorted cruising fees based on the original arriving crew. Many folks have said that this process goes easier at Jost.