Sam Holloway and her fiancé Jack drive to Long Island to see her family. When they go through the Midtown Tunnel, Sam’s mind drifts into thought. She remembers how trapped she used to feel in the tunnel as a child. She and her brother Travis Holloway grew up in Manhattan with their parents Bill and Laurel Holloway and drove to Long Island every summer. However, Sam hasn’t been back in 14 years. She tells herself she’ll be able to survive a few days with her family as she agreed to come for her 12-year-old sister Gracie Holloway.

Sam stopped spending the summer on Long Island after her childhood friend and first love Wyatt Pope broke up with her. In the years following, she tried putting herself back together and letting go of her childhood. Travis thinks she’s been avoiding Long Island because she doesn’t want Jack to meet their family. However, they have spent time with Bill and Laurel in Manhattan, as her parents still live and teach in the city during the school year.

Jack and Sam talk about the upcoming week.