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.

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.

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.

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?

Five former sorority sisters, all in their 50s, undertake the adventure of a lifetime when a mysterious invite reunites them at an exclusive resort set on a private island.