Wendell Combs is as local as they come. Born and raised in the small town of Saybrook, Connecticut, his venture into the larger world was met with heartbreak. Now, middle-aged and a confirmed bachelor, he seeks solitude from his tour of duty as a soldier back in his hometown, working as head caretaker for wealthy Alan Lancaster’s forty-acre estate, White Pines, a place he has come to love for its beauty, peace, and quiet.

Iris Standish has always been the responsible older sibling: the one with the steady marriage, loving family, and sensible job. But all of a sudden, as her carefully-constructed life spins out of her control, a cryptic postcard from her estranged sister Leah arrives at the perfect time: Please Come. Iris seizes her chance to escape to her childhood lakeside home, where Leah is planning her summer wedding to a man their New Hampshire clan has never met.

At age ninety-two, Tish Darling is the matriarch and protector of what’s left of the Darling family fortune, including the decades-old beach house, Riptide. Located on the crook of Cape Cod, it’s a place she once loved but has not returned to in decades, since a tragic family accident one perfect summer day. Still, she is determined to keep Riptide in the family. Even if that means going back there on the cusp of her granddaughter’s wedding. Even if it means revealing someone else’s truth.

In the spring of 2020, Lara’s three daughters return to the family's orchard in Northern Michigan. While picking cherries, they beg their mother to tell them the story of Peter Duke, a famous actor with whom she shared both a stage and a romance years before at a theater company called Tom Lake. As Lara recalls the past, her daughters examine their own lives and relationship with their mother, and are forced to reconsider the world and everything they thought they knew.

Jen Weinstein and Lauren Parker rule the town of Salcombe, Fire Island every summer. They hold sway on the beach and the tennis court, and are adept at manipulating people to get what they want. Their husbands, Sam and Jason, have summered together on the island since childhood, despite lifelong grudges and numerous secrets. Their one single friend, Rachel Woolf, is looking to meet her match, whether he’s the tennis pro. But even with plenty to gossip about, this season starts out as quietly as any other. Until a body is discovered, face down, off the side of the boardwalk.

It’s been a long time since Sydney Swift has gone home for the holidays. An unrelentingly successful CIA field officer, she has spent the last three years pretending to be someone—anyone—other than herself. But this year, the festive season is coming with some added surprises. Sydney’s beloved little sister has just announced that she’s engaged to Johnny Jones, the heir of an organized crime dynasty. With her built-in cover and her best-in-class reputation, Sydney is approached by the FBI as their way to infiltrate the Jones family at last.

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.

It’s the week before her wedding, and all of Eliza’s meticulous planning is about to pay off. She’s become the exact type of woman who would marry into the prominent, blue-blood Walker family–Ivy League credentials, a high-powered PR job, and a designer label wardrobe. But as the big day approaches, secrets from Eliza’s past attending an Evangelical college start to throw her true motives into question. Who exactly is Eliza Bennett and what does she really want?

Daisy Shoemaker can’t sleep. With a thriving cooking business, full schedule of volunteer work, and a beautiful home in the Philadelphia suburbs, she should be content. But her teenage daughter can be a handful, her husband can be distant, her work can feel trivial, and she has lots of acquaintances, but no real friends. Still, Daisy knows she’s got it good. So why is she up all night?

Lillie Silva knew life as an empty nester would be hard after her only child left for college, but when her husband abruptly dumps her for another woman just as her son leaves, her world comes crashing down. Besides the fact that this announcement is a complete surprise (to say the least), what shocks Lillie most is that she isn't...heartbroken. She's furious. Lillie has loved her life on Cape Cod, but as a mother, wife and nurse-midwife, she's used to caring for other people...not taking care of herself.

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.

Malibu: August 1983. It’s the day of Nina Riva’s annual end-of-summer party, and anticipation is at a fever pitch. Everyone wants to be around the famous Rivas: Nina, the talented surfer and supermodel; brothers Jay and Hud, one a championship surfer, the other a renowned photographer; and their adored baby sister, Kit. Together the siblings are a source of fascination in Malibu and the world over—especially as the offspring of the legendary singer Mick Riva. The only person not looking forward to the party of the year is Nina herself.

Sally Milz is a sketch writer for The Night Owls, a late-night live comedy show that airs every Saturday. With a couple of heartbreaks under her belt, she’s long abandoned the search for love, settling instead for the occasional hook-up, career success, and a close relationship with her stepfather to round out a satisfying life. But when Sally’s friend and fellow writer Danny Horst begins dating Annabel, a glamorous actress who guest-hosted the show, he joins the not-so-exclusive group of talented but average-looking and even dorky men at the show.

Lily Bishop wakes up one morning to find a good-bye note and divorce papers from her husband on the kitchen counter. Having just moved to Alabama for his job only weeks before, Lily is devastated. New to town and knowing no one, Lily finds herself in desperate need of a job and a new place to live. When Lily hears that a hair stylist is needed at small retirement community, she decides to apply.

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.