Here is one of my favorite itineraries...

Day 1: Cooper
Day 2: Marina Cay
Day 3: Leverick and rental car to the Baths (before the hurricanes we liked to stay in North Sound for more than one day because we liked to visit Saba Rock,
Day 4: Anegada (We always rent a car here because it is cheaper for us when we have our kids. For just 2 you could always rent a moped. Rental is so much cheaper than a cab and you are on your own time and can check out multiple beaches. We like Cow Wreck and Anegada Beach Club but if you have never been there definitely check out Loblolly too.)
Day 5: Anegada if you want 2 days. We usually only have time for 1 day.
Day 6: Diamond Cay, Jost Van Dyke. Check out B Line, Sandy Spit and Foxy's Taboo
Day 7: White Bay or Great Harbor (If the weather is good we like to stay the whole day and night in White Bay but many people prefer to overnight in Great Harbor instead.)
Day 8: JVD
Day 9: Snorkel at The Indians and then The Bite, Norman Island. A trip to the Willie T should be in the cards.
Day 10: Return the boat

Of course all weather dependent and how you feel that morning!