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.

Chief of Police Ed Kapenash is about to retire. Blond Sharon is going through a divorce. But when a 22-million-dollar summer home is purchased by the mysterious Richardsons—how did they make their money, exactly?—Ed, Sharon, and everyone in the community are swept up in high drama. The Richardsons throw lavish parties, flirt with multiple locals, flaunt their wealth with not one but two yachts, and raise impossible hopes of everyone they meet. When their house burns to the ground and their most essential employee goes missing, the entire island is up in arms.

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?

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.

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?

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.

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?

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.

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.

It's wedding season on Nantucket. The beautiful island is overrun with summer people - an annual source of aggravation for year-round residents. When one lavish wedding ends in disaster before it can even begin - with the bride-to-be discovered dead in Nantucket Harbor just hours before the ceremony - everyone in the wedding party is suddenly a suspect. As Chief of Police Ed Kapenash digs into the best man, the maid of honor, the groom's famous mystery novelist mother, and even a member of his own family, the chief discovers that every wedding is a minefield - and no couple is perfect.

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.

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.

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.

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.

With rumors of infidelity straining Greg and Tess MacAvoy's marriage, the couple head out on their sailboat one early summer day to celebrate their wedding anniversary, hoping the roughest waters are behind them. But in an accident off Nantucket, they mysteriously drown, leaving behind two small children as well as three couples who have long been their closest friends. Tragedy brings to the surface long-simmering conflicts and emotions, and the MacAvoys' six grieving friends find themselves unprepared for the revelation of secret upon secret.