ShermansTravel offers American Airlines roundtrip flights to Aruba and Trinidad and Tobago from select cities in the U.S., with prices starting from $243.30. That's the lowest price we could find by $100. This price is based on departure from Miami, FL, (MIA) with arrival in Port of Spain, Trinidad and Tobago, (POS) on May 17 with return on May 24. Book this travel deal by April 24 for flights from May 1 through June 30.