My preference is to get as close as you can as quickly as you can...big key IMHO is going with all carry on. Did DCA-SJU-EIS 4 times in last year with no issues using Seaborne, IC and Island Birds for SJU-EIS leg. will do DCA-STT roundtrip next month and always dread STT leaving for the states.

DCA-SJU is direct Jet Blue flight. SJU is working well now.