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 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?

Once happily married, Jenna Jones is about to turn 40, and this year for her birthday - lucky her - she’s getting a divorce. She’s barely able to support herself and her teenage daughter. Her aging aunt Edie is finding it difficult to keep up her business running The Driftwood Inn, so she invites Jenna to come live with her and run the place. It looks like Jenna’s financial problems are solved! Or not. The town is a little more run-down than Jenna remembers, but that’s nothing compared to the ramshackle state of The Driftwood Inn.

When Eliza Whitney loses both her beloved husband and her high-powered job in the same month, she’s uncertain what the next chapter of her life will look like. At 53, she’s too young to retire and too old to start over. Then her estranged father’s widow contacts her and asks her to come to Sanibel Island to help settle his affairs. Eliza sees the trip to a place called Shellseeker Beach as a distraction from her loss and maybe a way to get some closure on the difficult relationship she'd had with her father.