| 2023-06-24 | Biggest city on Puerto Rico's southern coast |
| 2017-10-08 | Puerto Rican city that shares its name with an explorer |
| 2016-04-30 | Caribbean port |
| 2015-08-09 | Port of Puerto Rico |
| 2013-06-23 | Puerto Rican port |
| 2013-06-12 | Puerto Rican port |
| 2013-04-21 | Puerto Rican city that shares its name with an explorer |
| 2011-04-16 | Puerto Rico's Museum City |
| 2010-10-16 | Puerto Rican seaport |
| 2006-06-05 | Explorer ___ de León |
| 2001-05-31 | Caribbean port |
| 1999-07-09 | Puerto Rico's chief port |
| 1999-02-25 | Third-largest city in Puerto Rico |
| 1998-03-15 | Puerto Rican port |
| 1997-11-25 | Puerto Rican port city |
| 1995-06-04 | Puerto Rico's third-largest city |
| 1994-05-24 | _____ de Leon |