Abigail is a publishing professional living in New York City. She seeks financial and emotional stability following a volatile past relationship and the financial ruin of her parents' theater company. Though she appreciates the security her wealthy fiancé offers, she struggles with pre-wedding anxiety and questions her readiness for the commitments of marriage.

Bruce is a wealthy tech investor who offers to pay off Abigail's student loans early in their relationship. He is highly organized and orchestrates grand romantic gestures, including a surprise honeymoon to an exclusive, technology-free resort in Maine. He provides the financial security Abigail has been seeking since her parents' bankruptcy.

A charismatic man whom Abigail encounters during her bachelorette trip. He and Abigail agree to use aliases to maintain a sense of anonymity during their brief interaction. He later appears in New York and on her honeymoon, expressing a strong attachment that causes Abigail significant anxiety.

Chip is the owner of the Quoddy Resort on Heart Pond Island. He runs the exclusive, off-the-grid retreat catering to wealthy tech figures seeking a secluded environment. He presents a calm, corporate demeanor while managing the isolated property.

Jill is a fellow newlywed spending her honeymoon on Heart Pond Island. She quickly bonds with Abigail, sharing her unease about the resort's atmosphere and the unexpected presence of someone from her past.

Mellie is a staff member at the exclusive Heart Pond Island resort. She assists guests with the limited amenities and understands the unique operations of the isolated retreat. She occasionally interacts with Abigail, offering cryptic observations about the island's environment.

Lawrence and Amelia are Abigail's parents, residing in her hometown of Boxgrove, Massachusetts. They are permanently separated following the financial failure of their summer theater company and Lawrence's history of emotional affairs. Their struggles significantly influence Abigail's desire for a predictable and secure future.

Zoe is Abigail's loyal best friend. She offers a grounded perspective when Abigail experiences doubts and provides emotional support during the stressful periods leading up to the wedding.

Alec is a newlywed guest at the Quoddy Resort. He spends his time on the island with his wife, Jill, navigating the exclusive and isolated environment alongside the other wealthy guests.

Porter is a guest at the Quoddy Resort. His unexpected presence on the isolated island causes distress for his former fiancé, who is trying to enjoy her honeymoon.

Ben is a poet and Abigail's former long-term boyfriend. Their relationship was characterized by frequent arguments and his intense focus on his career, eventually leading to their breakup in New York.

Zachary is an actor who worked for Abigail's parents' theater company. He is the man with whom a teenage Abigail loses her virginity, marking an early moment of rebellion in her life.

Todd is Abigail's steady boyfriend during her high school years, whom she leaves in order to remain single for her senior year.

Bob Kaplan is a private detective present on Heart Pond Island. He is tasked with investigating disturbances on the resort grounds to maintain the peace and privacy of the high-profile guests.

Darryl is Bruce Lamb's best man. He participates in the wedding festivities and shares a brief, drunken encounter with Zoe during the reception.