RedactedNarrative: Operator was a very experienced sailing instructor who admitted to not paying as much attention as I should.  There were inside the green buoys and too close to the dry breakers.  They struck the dry breakers and were rocked back and forth from starboard to port repeatedly as the boat balanced along its keel.  One of the passengers went below to get life jackets and they called may day.  Vessel was a total loss.  Alcohol was on board the sailboat.  Operator cited with improper lookout.