“Not Penny’s Boat” is the moment that changed Lost forever, not “We Have To Go Back”, as many fans believe was the turning point for the story. For three seasons, Lost explored the mysteries of the island, including the Others, the hatch, the smoke monster, and more, but this critical scene changed everything for the characters and for the series.

In the Lost season 3 finale, “Through the Looking Glass”, Charlie (Dominic Monaghan) tries to come to terms with his impending death, which was foreseen by Desmond (Henry Ian Cusick). When rescue becomes a possibility, the survivors try to find a way to contact a boat in the area. The boat supposedly belongs to Desmond’s girlfriend, Penny (Sonya Walger), who has been searching for him for years. In order to speak to Penny, Charlie has to go on a suicide mission and shut down a signal jammer in the underwater Dharma station. After Charlie is successful, he manages to make contact with Penny, who shocks Charlie by saying that the ship isn’t hers. When Desmond arrives, Charlie writes on his hand the words, “Not Penny’s Boat”.

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The scene culminated in the death of the show’s most important character (at the time), but this isn’t the extent of the impact of Charlie’s parting message. After Desmond shares the shocking news with everyone else, the show is never the same again. It leads to a dark turn in the Lost season 4 premiere that divides the core group into two camps, one led by Jack (Matthew Fox) and one led by Locke (Terry O’Quinn). Locke and the others believe that the people on the boat have no intention of rescuing them, while Jack’s group is determined to leave no matter what. It’s a split that the characters never completely come back from, and this is something that’s acknowledged at a later point in the series. Everyone on Lost had their own opinion on what Charlie’s message meant, with some choosing to ignore it, while others decided to heed Charlie’s warning and avoid the boat.

This split between the characters leads to great levels of conflict between the main characters, as they’re more divided than ever on what to do next. Season 4 replaces flashbacks with “flash-forwards”, which deal directly with the repercussions of what they all decide. These flash-forwards put characters like Jack in extremely dark places which takes them nearly the rest of the series to recover.

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This is also the moment that sets the stage for the story that plays out across the next three seasons and finally ends in the Lost series finale. The twist sets up the introduction of several new characters who join Lost, and makes Charles Widmore (Alan Dale) – the actual owner of the boat – a key part of the story, as his search for the island has grim consequences for many of the main characters, particularly Ben (Michael Emerson). All things considered, “Not Penny’s Boat” put Lost on a dark, irreversible course.

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