You don't have to leave secure area with Island Birds (or we didn't last time pre Covid). We have 2 of 8 checking bags who have to leave and come back and Nadia at Island Birds said no issue. Don't leave airport...

We did choose SJU vs alternate Island Birds airport so no taxi ride

I have heard others have had same experience at SJU...basically dont ask, dont tell, and dont leave airport and be ready show Island Birds flight info and passenger list

If it matters we are all vaccinated

cite: https://www.afar.com/magazine/is-puerto-rico-reopening-and-when-will-i-be-able-to-visit