Historical clue formulations

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