The Chesapeake Bay Sailing Charter-- Captained or Bareboat?

There are plenty of options for enjoying a sailing charter on Chesapeake Bay in Maryland.   Where to start?  You have two basic choices:  Bareboat or Crewed.  Crewed sailing charters are the obvious choice for people who want to experience sailing and do not have the skill sets to sail their own sailboat.  In some cases there are several advantages  hiring a captained or crewed sailing charter for your Chesapeake Bay cruise compared to a bareboat charter--even if you know how to sail.  So what are some of the advantages of a captained versus crewed yacht charter?  

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