We always like Cooper island think ther is still a nice litle restaurant there, you can moor and swim in to beach, saw Walter Cronkite there years ago,
Also Norman island, reputed to be island in treasure island , we always moor at bitter end marina on virgin gorda for 2 days, nice beach, Marian shops restaurants
marina key to pick up water, there is a neat ruin at top of hill, pussers restaurant

Jost van dike is always fun with lots of casual on the beach shack restaurants
Sidney,s peace and love
cane garden bay has palm trees, nice beach

Great to just sail up the chain