It’s been five years since Evelyn’s beloved husband passed, but the 55-year-old is stuck in the past. Evelyn’s sister has had enough, so she buys her a trip to their old summer getaway, Martha’s Vineyard, where Evelyn learns she’s not alone after meeting Wanda, a divorcee with a secret, and Bitty, a sassy widow. As the three women make fast friends, they help each other learn how to move forward and start living again. So when Evelyn sees that her longtime dream home is on the market, she doesn’t hesitate.

Thirty years ago, two families shared seven magical summers together, vacationing in a shared beach house on the white sands of Destin, Florida. For three months every year, they basked in laughter, love, and endless beachside memories... until a mysterious falling out ended those sun-soaked summers, leaving the families estranged for decades. When that very house—newly renovated and twice the original size—goes up for sale, it sparks an unexpected reunion among the five adults who'd spent their teenage summers there.

At 55, retired professional surfer Emma Cross feels like a shadow of her former self. Once fearless, she now spends her days quietly in the cozy Florida beach town of New Hope. She watches the waves she used to ride and wonders if her best years are behind her. But when siblings Sara and Ben move in next door—Sara with her infectious energy and Ben with his calm, steady presence—they slowly pull Emma out of her shell, reminding her of the woman she used to be and nudging her toward the life she still has ahead of her.

Brooklyn-based Hannah is a bestselling author struggling to write her second book after personal losses. Her older sister, Sara, still lives in Chatham, Cape Cod, where they grew up, and is married with four children. Once a dedicated librarian, Sara dreams of reviving her love affair with literature, but instead, she is stuck with too many family responsibilities and a fizzling marriage.

As the owner of Twisted, Seattle’s best salons, Erica knows that the sharpest cuts come from the people we love. She’s terrified that she’s losing her teen daughter, Summer, to her “other” family. Summer disdains Erica’s career as shallow, and she's growing close to her stepmom, Allison. All it takes to blow up Allison’s happy life is one collect call. From prison. Her beloved husband, Peter, has been arrested, leaving Allison pregnant, scared and alone with a toddler, with no money for rent or, hey, food.

When Vanessa Young finds herself aged out of her job as a Hollywood stylist and facing the loss of her father, she acts on a bold impulse and reconnects with the daughter she gave up for adoption thirty years ago. To her surprise, Emily is also at a crossroads in her life, equally eager for change and a fresh start. Together, they travel to Vanessa's hometown of Rosemary Beach, Florida, to embark on a journey of self-discovery and second chances.

When the Chambers sisters receive an invitation from their jet-setting aunt to spend the entire month of December at the family's cabin in Asheville, North Carolina, they have one question—why? The retreat, tucked into the Blue Ridge Mountains, may be the site of many happy childhood holidays and summers, but it also holds sad memories. The sisters and their aunt have spent twenty-five years avoiding the cabin and renting it to strangers. Why would Aunt Elizabeth want her "dearest darling" nieces to put their busy lives in three different states on hold and spend a month in the mountains?

Margaret Dane Clayton has spent her entire life at the Dane Crown Inn, the beautiful resort in the quiet beachside town of Emerald Bay. But the inn once hailed as the "gem of Florida's Treasure Coast" is showing its age, much like its fiercely independent owner. Margaret swears she'll keep the doors of the inn open forever—until an accident forces her to accept that she can no longer cater to guests on her own. After reaching the most difficult decision of her life, Margaret asks her daughter and nieces to grant her one final wish before she places the property on the market.

When the unthinkable happens, and Claire Thompson's husband dies suddenly, she's left wondering how to go on. Being a wife and mother is all she's ever known. Grieving and lost, she decides to take her family for one last trip to their beach house before she's forced to put it up for sale. The house is filled with happy memories, and it seems like a great way to remember Bryan.

The last thing Beck Foster wants to do is attend a party for her estranged aunt in the Florida Keys. One month earlier, Beck’s seemingly ideal existence imploded when her husband of 34 years announced he was leaving her. Now, so she has to sell her house, get a job, and somehow put her broken heart and life back together. She can’t do all that if she runs off to visit a woman she barely remembers. Or can she? Accompanied by her grown daughter who also longs for an escape, Beck heads to Coconut Key, where she’d lived the earliest years of her life.

The very moment that Raina Wingate learns her husband of sixteen years wants to separate, she gets a call that her father has suffered a stroke. Racing to her family’s home on Amelia Island, Florida, Raina hopes the time apart will heal her cracked marriage and that she can step into her father’s real estate business and keep it running. Her sister, Tori, a divorcee who owns a catering business in Boston, also flies in to join the others at the hospital. But an unexpected run-in with their father’s rather attractive neurologist adds a new dimension to the days and weeks ahead.

Susan Sheridan knows Martha’s Vineyard like the back of her hand. She grew up there as the eldest of the three Sheridan Sisters, their father the longtime owner of the Sunrise Cove Inn in Oak Bluffs. The Inn, the water, the sun all spun with laughter, and love, with the most important people—her family and friends. It was her glittering, perfect life—until it wasn’t. Tragedy struck over twenty years ago, and Susan has hardly said a word to her sisters or her father or anyone else she ever loved. Not until now.

It’s been years since Abby O’Brien Winters set foot in Chesapeake Shores. The Maryland town her father built has too many sad memories, and Abby has too few spare moments - thanks to her demanding Wall Street career, the crumbling of her marriage, and her energetic daughters. Then one panicked phone call from her youngest sister brings her racing back home to protect Jess’ dream of renovating the charming Inn at Eagle Point. But saving the inn from foreclosure means dealing not only with her own fractured family but also with Trace Riley, the man Abby left 10 years ago.

When her last two plays are dismal failures and her relationship with her temperamental mentor falls apart, writer Bree O’Brien abandons Chicago and the regional theater where she hoped to make a name for herself to return home. Opening Flowers on Main promises to bring her a new challenge and a new kind of fulfillment. But not all is peaceful and serene in Chesapeake Shores, with her estranged mother on the scene and her ex-lover on the warpath.

Claire Turner finally has everything she wants. A successful business, a small bungalow near the beach, and the camaraderie of her two best friends. She's successful and independent - something she would have never thought possible before her husband's mid-life crisis and their subsequent divorce. When a rival business opens across the street, Claire worries that she could lose everything she's worked for.