Yeah... DIF will hit you... Just flew back last night and sitting in office wishing I hadn't left!!!
If your family/crew enjoys sailing and is quick dropping hook/picking up balls you can do:

1)RoadHarbor to White Bay to Sandy Cay to CGB or Diamond Cay then
2)Monkey Point (breakfast) to Anegada intime to rent Jeep to see sunset
3)take Jeep back to the Cow Wreck or Loblolly (which ever you didn't do previous day till around 1 and return jeep and set off to Leverick Bay
4) Hit the Baths then maybe Cooper, Peter, Trellis, Scrub, or Norman..
5) Back to JVD for Overnight or go to St. John etc...

you get my point... we had a brand new 45.4 mono and you can avg around 7kn and if you cook/prep lunch transit let kids nap etc you can really get around! None of this seems possible but if you find yourself awake at 5:30 every morning oddly and asleep around 10-11pm you have all kinda time! We also were typically arriving into anchorages around 6pm as opposed to the std 4-4:30.

There is really no right or wrong way... and we never planned more than 1 day out (except to be in Leverick on a Friday night) the girls tried but quickly gave up lol... This is why I love sailing the BVIs... always have wind... and every anchorage is an option whenever/wherever!