Historical clue formulations

• One might have black-and-white standards — 2016-07-09
• Transport for William Kidd or Jack Sparrow — 2016-02-09
• Feared sight on the Spanish Main — 2014-02-22
• Pennsylvania ballplayer's joint? — 2013-06-27
• Worrisome sight on the Spanish Main — 2009-07-12
• Setting for a Disneyland attraction — 2004-06-20
• Source of illegal boarders — 2002-05-10
• Plank's place, perhaps — 2000-06-23