In 1969 Kennedy attended a party on Chappaquiddick, a small island connected by ferry to the town of Edgartown, situated on the adjoining larger island of Martha's Vineyard in Massachusetts. A small ferry crosses Edgartown Harbor carrying vehicles and people a distance of 527 feet.*
The party was held at a rented cottage in honor of David Hackett, who had been in charge of the “Boiler Room” where trusted workers compiled intelligence reports on how delegates to the Democratic convention intended to vote. Six married men and six un-married women attended. These Boiler Room Girls had assisted in the 1968 presidential campaign of Kennedy's brother Robert. Kenney's cousin Joseph A. Gargan, who was one of the attendees, stated that all those at the party were "a little bombed, except for Ray LaRosa."*
At sometime between 11:30 p.m. on Friday, July 18, and 1:00 a.m. on Saturday, Kennedy and Mary Jo Kopechne, a hauntingly pretty 28-year-old lass, slipped out of the party and got into Kennedy's 1967 Oldsmobile sedan. Mary Jo told no one that she was leaving with Kennedy. Kennedy later testified that at "approximately 11:15 p.m." he had announced that he was about to leave, and Kopechne told him that she also wanted to go and asked if he would be kind enough to drop her back at her hotel (in Edgartown).*
Kennedy's chauffeur John Crimmins was at the party, and so the first cloud enters with the question, asked by none other than Richard Drayn, Kennedy's press secretary: "Why had Ted Kennedy driven himself to the ferry when his chauffeur was at the party?" Another cloud appears because Mary Jo left her purse and hotel key at the party.
Kennedy drove his car off the main road (leading to the ferry) and made a turn onto Dike Road. He knew this road led to the beach because on Friday he had twice traveled it for a swim. However, before driving down Dike Road an incident of prime significance occurred. Prior to turning onto Dike Road, Kennedy had driven down Cemetery Road, a single car-width private road. Kennedy stopped the car at this point, but saw Deputy Sheriff Christopher Look (later elected Sheriff ), behind him. Look later testified under oath that this incident happened at "approximately 12:40 a.m. to 12:45 a.m.," contradicting Kennedy's statement on this matter.*
The statement of State Police Detective Bernie Flynn on this incident reads:
"I figure we've got a drunk driver, Ted Kennedy. He's with this girl, and he has it in his mind to go down to the beach and make love to her. He's probably driving too fast and he misses the curve and goes into Cemetery Road. He's backing up when he sees this guy in uniform coming towards him. That's panic for the average driver who's been drinking; but here's a United States Senator about to get tagged for driving under (the influence). He doesn't want to get caught with a girl in his car, on a deserted road late at night, with no license (4) and driving drunk on top of it. In his mind, the most important thing is to get away from the situation.*
"He doesn't wait around. He takes off down (Dike) road. He's probably looking in the rear-view mirror to see if the cop is following him. He doesn't even see the bridge and bingo! He goes off. He gets out of the car; she doesn't. The poor (expletive) doesn't know what to do. He's thinking, `I want to get back to my house, to my friends ` which is a common reaction. There are houses on Dike Road he could have gone to to report the accident, but he doesn't want to. Because it's the same situation he was trying to get away from at the corner – which turned out to be minor compared to what happened later.*
"Now there's been an accident; the girl's probably dead. All the more reason not to go banging on somebody's door in the middle of the night and admit what he was doing. He doesn't want to reveal himself..."