These are in order by my favs (so far).
1. St. John 3x (personal fav for beach hopping and hiking)
2. Tortola
3. Belize (for the diving)
4. Cozumel x 3 (diving)
5. Cayman
6. Akumal
7. St. Thomas
8. Puerto Rico (yuk)
9. Cancun (yuk)

Next trip is to Turks and Caicos. I hope it ranks high. Anguilla and Nevis are on my wish list.