If you are in the USVI, you are definitely NOT
already in the US. St Thomas is a duty free port and as such it is not
If you want to avoid clearing into the US when you arrive, stop in PR
and clear in there, which will make it a coast-wise voyage.
As for pulling in anywhere between PR
and the US for a quick night's sleep without clearing in (I believe all those countries are closed), the consequences are extremely severe if you are caught, including prison and forfeiture of the vessel. While you might get away with it in normal times, every country has extra patrols out to catch folks who might be trying to enter illegally to avoid the pandemic. We've had the Grenada CG boat here checking papers twice in the last three days and it's normally more like twice every couple of months.
If you are lucky, and it is pretty early in the season to get lucky, you could make the trip very easily. At any rate the best route would be east of Silver Bank, T&C and the Bahamas to the Northeast/Northwest Passage, through that to the Gulfstream off of Palm Beach. Plenty of sea room if the weather goes bad!
That way you ride the Antilles Current up outside the islands, giving you a pretty nice push, then in the Stream which is an even better push. If you get too tired to sail on, you can practice heaving to, and sleep for a few hours as you run up from St.T. to the NE/NW Passage as there is little traffic out there. It also should be a reach, not a run, as the southern route is, which is much easier sailing course for most boats.
The run from PR
to the Gulfstream staying just offshore of PR
, the DR and Cuba is pretty much dead down wind and the seas are often 12 to 15 feet and close together. Should a norther blow in, you will have a lee shore and clawing off could be a real hassle. The Old Bahama Channel between Cuba and the Bahamas is very narrow, 90 miles long and can have quite a bit of traffic, right at the time you'll probably be the most tired.
I've done the trip both ways numerous times and the outside run is definitely the easiest and safest.