Tell the charter company in advance you plan to leave the BVI. Anytime you charter you should make sure the reservations office and the base operators know you are going to leave the country and return. Not all the boats in all the locations have that paperwork. The further away you get from Tortola the larger the challenge.
We usually spend at least one night somewhere in the USVI. Our prefered spot for a dinner and night aboard is Waterlemon Cay / Leinster Bay
That location works for us. You could easily spend a week just moving from St. John to St. John anchorages. Every group is different. I would recommend you read your cruising guides carefully with the needs of your crew in mind. St. John is packed with beauty. Some of the incredible spots lack the compact mooring field coupled with a beach bar and dining ashore many think they must have each day. There are some great St. John beaches. Some of our guests have enjoyed climbing up the steps to the unique Eco Resort at above Moho Bay. When the food service is open the breakfast can be a very reasonable offering after a morning beach walk and climb up the hill. Yes, Go to St. John and the USVI. Do your homework on where you will stop.
Food Service Moho Bay Eco-Resort The dinghy ride from Caneel has proven too wet for some of our crew.