Many Americans (myself included) are thinking much more seriously now about visiting Cuba with the relaxed process. But don't expect it to be smooth yet—veteran traveler Brian Kelly, who runs ThePointsGuy (an extremely useful site for frequent flier mile addicts) tested out some options, and found that both travel agences and airlines aren't quite ready.
There's some confusion about rules, and the airlines haven't ramped up non-stop flights from the U.S. beyond the charters that have already been flying, and those have been flying pretty full for a long time. Kelly ended up flying by way of Grand Cayman Island and Grand Cayman Airways, after flying American to GC. And award tickets? Don't even ask...yet.
Click on the link above for his story and for helpful information.