Kelley Quinn is the owner of Nantucket's Winter Street Inn and the proud father of four, all of them grown and living in varying states of disarray. Patrick, the eldest, is a hedge fund manager with a guilty conscience. Kevin, a bartender, is secretly sleeping with a French housekeeper named Isabelle. Ava, a school teacher, is finally dating the perfect guy but can't get him to commit. And Bart, the youngest and only child of Kelley's second marriage to Mitzi, has recently shocked everyone by joining the Marines.

Irene Steele shares her idyllic life in a beautiful Iowa City Victorian house with a husband who loves her to sky-writing, sentimental extremes. But as she rings in the new year one cold and snowy night, everything she thought she knew falls to pieces with a shocking phone call: her beloved husband, away on business, has been killed in a helicopter crash. Before Irene can even process the news, she must first confront the perplexing details of her husband's death on the distant Caribbean island of St. John.

Nantucket is only 11 miles away from Martha's Vineyard. But they may as well be worlds apart for estranged twin sisters Harper and Tabitha Frost. After not speaking for more than a decade, Harper and Tabitha switch islands - and lives - to save what's left of their splintered family. But the twins quickly discover that the secrets, lies, and gossip they thought they'd outrun can travel between islands just as easily as they can. Will Harper and Tabitha be able to bury the hatchet and end their sibling rivalry once and for all?

Claire has a problem with setting limits. All her life she has taken on every responsibility, assumed every burden, granted every request. Claire wants it all—and in the eyes of her friends, she has it: a devoted husband, four beautiful children, even a successful career as an artist. So when she agrees to chair the committee for Nantucket's social event of the year, she knows she can handle it. Claire can handle anything. But when planning the gala propels her into the orbit of billionaire Lock Dixon, unexpected sparks begin to fly.

Welcome to the most tumultuous summer of the 20th century. It's 1969, and for the Levin family, the times they are a-changing. Every year, the children have looked forward to spending the summer at their grandmother's historic home in downtown Nantucket. But like so much else in America, nothing is the same.

In this moving story about losing and finding love again, a woman sets out to find the perfect matches for those closest to her. Forty-eight-year-old Nantucketer Dabney Kimball Beech has always had a gift for matchmaking. Some call her ability mystical, while others, her husband, celebrated economist John Boxmiller Beech, and her daughter, Agnes, who is clearly engaged to the wrong man, call it meddlesome. But there's no arguing with her results: With 42 happy couples to her credit and all of them still together, Dabney has never been wrong about romance.

Hollis Shaw, creator of the popular food blog, Hungry with Hollis, is shocked when her heart surgeon husband, Matthew, is killed in a one-car accident on a snowy morning. The cracks in Hollis’s perfect life—her strained marriage and her complicated relationship with her daughter, Caroline—grow deeper. So when Hollis hears about something called a “Five-Star Weekend”—one woman organizes a trip for her best friend from each phase of her life: her teenage years, her twenties, her thirties, and midlife—she decides to host her own Five-Star Weekend on Nantucket.

Celebrity chef Deacon Thorpe has always been a force of nature with an insatiable appetite for life. But after that appetite contributes to Deacon's shocking death in his favorite place on earth, a ramshackle Nantucket summer cottage, his (messy, complicated) family is reeling. Now Deacon's three wives, his children, and his best friend gather on the island he loved to say farewell.

Fresh off a bad breakup with a longtime boyfriend, Nantucket sweetheart Lizbet Keaton is desperately seeking a second act. When she’s named the new general manager of the Hotel Nantucket, a once Gilded Age gem turned abandoned eyesore, she hopes that her local expertise and charismatic staff can win the favor of their new London billionaire owner, Xavier Darling, as well as that of Shelly Carpenter, the wildly popular Instagram tastemaker who can help put them back on the map.

Adrienne Dealey has spent the past six years working for hotels in exotic resort towns. This summer she has decided to make Nantucket home. Left flat broke by her ex-boyfriend, she is desperate to earn some fast money. When the desirable Thatcher Smith, owner of Nantucket's hottest restaurant, is the only one to offer her a job, she wonders if she can get by with no restaurant experience. Thatcher gives Adrienne a crash course in the business...and they share an instant attraction.

After uprooting her life in the States, Irene Steele has just settled in at the villa on St. John where her husband Russ had been living a double life. But a visit from the FBI shakes her foundations, and Irene once again learns just how little she knew about the man she loved. With help from their friends, Irene and her sons set up their lives while evidence mounts that the helicopter crash that killed Russ may not have been an accident.

Marguerite Beale, former chef of culinary hot spot Les Parapluies, has been out of the public eye for over a decade. This all changes with a phone call from Marguerite's goddaughter, Renata Knox. Marguerite has not seen Renata since the death of Renata's mother, Candace Harris Knox, fourteen years earlier. And now that Renata is on Nantucket visiting the family of her new fiancé, she takes the opportunity, against her father's wishes, to contact Marguerite in hopes of learning the story of her mother's life—and death.

Meredith Martin Delinn just lost everything: Her friends, her homes, her social standing - because her husband Freddy cheated rich investors out of billions of dollars. Desperate and facing homelessness, Meredith receives a call from her old best friend, Constance Flute. Connie's had recent worries of her own, and the two depart for a summer on Nantucket in an attempt to heal. But the island can't offer complete escape, and they're plagued by new and old troubles alike.

Every summer the Newton family retreats to their beloved home on Nantucket for three months of sunshine, cookouts, and bonfires on the beach. But this summer will not be like any other. When Arch Newton, a prominent New York attorney, dies in a plane crash on his way home from a business trip, his beautiful widow, Beth, can barely keep things together. Above all, though, she decides that she must continue the family tradition of going to Nantucket, and at the same time fulfill a promise that Arch made before he died.

From marriage, infidelity, and the mayhem of motherhood to scandal, tragedy, and illness - three women seek peace and comfort in Nantucket as they cope with life's challenges. Three women - burdened with small children, unwieldy straw hats, and some obvious emotional issues - tumble onto the Nantucket airport tarmac one hot June day. Vicki is trying to sort through the news that she has a serious illness. Her sister, Brenda, has just left her job after being caught in an affair with a student. And their friend Melanie, after seven failed in vitro attempts, is pregnant at last.