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.

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.

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.

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.

The Carmichaels and the Grahams have gathered on Nantucket for a wedding. Plans are being made according to the wishes of the bride's late mother, who left behind The Notebook: specific instructions for every detail of her youngest daughter's future nuptials. Everything should be falling into place for the beautiful event - but in reality, things are far from perfect. While the couple-to-be are quite happy, their loved ones find their own lives crumbling.

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.

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.

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?

Nantucket writer Madeline King couldn't have picked a worse time to have writer's block. Her deadline is looming, her bills are piling up, and inspiration is in short supply. Madeline's best friend, Grace, is hard at work transforming her garden into the envy of the island with the help of a ruggedly handsome landscape architect. Before she realizes it, Grace is on the verge of a decision that will irrevocably change her life. Could Grace's crisis be Madeline's salvation?

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.

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.

Birdie Cousins has thrown herself into the details of her daughter Chess's lavish wedding, from the floating dance floor in her Connecticut back yard to the color of the cocktail napkins. Like any mother of a bride-to-be, she is weathering the storms of excitement and chaos, tears and joy. But Birdie, a woman who prides herself on preparing for every possibility, could never have predicted the late-night phone call from Chess, abruptly announcing that she's cancelled her engagement. It's only the first hint of what will be a summer of upheavals and revelations.

When Mallory Blessing's son, Link, receives deathbed instructions from his mother to call a number on a slip of paper in her desk drawer, he's not sure what to expect. But he certainly does not expect Jake McCloud to answer. It's the late spring of 2020 and Jake's wife, Ursula DeGournsey, is the frontrunner in the upcoming Presidential election. There must be a mistake, Link thinks. How do Mallory and Jake know each other?

On a perfect June day, Vivian Howe, author of 13 beach novels and mother of three nearly grown children, is killed in a hit-and-run car accident while jogging near her home on Nantucket. She ascends to the Beyond where she's assigned to a Person named Martha, who allows Vivi to watch what happens below for one last summer. Vivi also is granted three “nudges” to change the outcome of events on earth.

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.