We've spent hurricane season both in the NE U.S. and the Caribbean. In the U.S., we were laid up for three weeks in Hamburg Cove on the Connecticut River after Irene, when the river was too swollen and full of debris to sail. We're currently in
Curacao, which is below 12 N and outside of the hurricane belt, though it does get some tropical storms.
You're probably aware that most hurricanes don't go below 12 degrees N, so an option for you would be to do the lower windwards/Grenadines in May (you can make a quick trip south if anything happens to form that early, which is unlikely), then head further south to
Grenada & Trinidad then West along the Venezuelan island chain to the ABCs. I've heard from others that just visited the Venezuelan islands that while
security isn't as bad out on on the islands as on the mainland (the consensus among cruisers is STAY AWAY from mainland Venezuela), formalities are a pain (we were told of 4 days to check in, two to check out...). The ABCs are lovely - and
Curacao is a great place to do work that requires generally dry
weather and flat calm
water, as the anchorage is fully protected. Friends of ours just went West from here to Cartegena in basically day
sails, and then you can go up the Central American Coast. Some people then spend the next hurricane season in the Rio Dulce in
Guatemala, too far inland to be badly affected by hurricanes.
We're spending the season in Curacao then heading north again to do the Northern Caribbean, which we skipped by going directly from VA to the Virgins in November.