You can have a wonderful time in early October. Less crowded due to concerns for potential tropical weather. There are places open and sometimes that means missing places you typically go, as they are not open. But places will be open on Anegada, North Sound, Virgin Gorda, Tortola(Cane Garden Bay,, Trellis, Sopers Hole), JVD, and Scrub.I have been every month of the year and enjoy them all. During Covid, I hunkered down for a tropical storm in the USVI in Megan's bay for 2 1/2 days and it was a great memory with the crew and the storm passed a little further south than expected. So every trip is different.... enjoy the differences !