I’d love to do that but Southwest doesn’t code share to EIS as far as I know and only goes as far as San Juan. We have a bundle of their miles. I also have American miles but unlike Southwest, unless you catch them just right on a long flight they won’t allow you to book the most logical flight. I much prefer the Southwest approach or Capital One where you also can use FF miles on any seat on any airline. So after checking with a charter, worrying about herding the cats to make the InterCaribbean flight we ended up booking the last Cape Air flight at 7 pm. That’s a pricey ride per mile but used to their operation that is subsidized as a commuter airline here. I’ll ride twice as far on Cape Air to STL for $39.00 than the flight to Tortola. I also recall reading about your confidence in safety of Cape Air compared to other carriers which matters most of all. A lower fare is only a better value if the plane makes it. I’m hoping there are no snags.