Mandy, Emma and Jill O'Toole are as close as three sisters who live hundreds of miles apart can be. They grew up together on Nantucket, but have scattered around the country. When their beloved grandmother passes peacefully in her sleep a week before her ninety-ninth birthday she leaves them quite a surprise. In addition to her Nantucket home, they learn that they've inherited Mimi's Place, one of Nantucket's most popular year-round restaurants. They had no idea that she was the silent owner of a restaurant, and no idea how they're going to handle this kind of inheritance.

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 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 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.

Nora Stoker has her life all planned out. Her career as an event coordinator in Boston is on the rise, and she recently got engaged… but when her fiancé unceremoniously dumps her just before the holidays, she’s left reeling as her carefully laid plans come crumbling down. Hoping to clear her head, she decides to return to her hometown of Evergreen Hollow to spend Christmas with her family.