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The Copperfields were once the most beloved family on Nantucket Island. Twenty-five years ago, their lives changed forever. And they never saw one another again. Not until now. In the spring of 1997, Julia watched as a judge sentenced her father, the renowned novelist, Bernard Copperfield, to twenty-five years in prison for conning, swindling, and stealing millions of dollars from his dearest Nantucket friends and fellow artists. With her family in ruins around her, seventeen-year-old Julia packed up her bags and ran away, pledging never to return to Nantucket ever again.

Veteran Andy is set to marry Beth, the love of his life and the younger sister of his long-dead best friend, Kurt, who died overseas. Over the past year, Andy has fallen head-over-heels for Beth and become something of a father figure for her only son, Will, who is autistic. But the wild and chaotic changes of including Andy in a world that has been primarily Beth-and-Will-only causes Will to catapult into fears and panics that seem unparalleled.

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 time for the Nantucket Jubilee—an iconic celebration that calls back the most secretive of the Copperfield children, Ella. Twenty-five years ago, Quentin, Julia, and Alana fled the Copperfield house, leaving Greta and Ella alone, feeling completely abandoned. But it wasn’t the first time. Abandonment, as it turns out, has been the theme of Ella’s life, and she doesn’t even know it yet.

Twenty-seven years ago, Alana Copperfield was the beauty queen of Nantucket High and girlfriend of Jeremy Farley, the handsome and successful football quarterback. Back then, Jeremy's football scholarship to Notre Dame pushed him to break things off with the aimless Alana. Their breakup created a chain of events that ultimately led to a terrible car accident, one that left Jeremy unable to walk for nearly two years. Needless to say, his dreams were dashed forever.

Lola Sheridan is the youngest Sheridan sister: a whip-smart journalist with a flair for the dramatic. As her older sisters settle into new lives on the Vineyard, Lola demands more out of the summer season with a fantastical sailing expedition up from the Florida Keys to Martha’s Vineyard. The sailor who takes her? The mysterious, dark-eyed loner, Tommy Gasbarro—the ex-stepson of the Sheridan sisters’ greatest enemy. He represents so much of what went wrong in Lola’s life—and knows secrets about her mother that she was never allowed to learn.

Quentin's at the top of his game. He's the nightly news anchor for the biggest broadcast company in the United States. On top of that, he has three beautiful children and a wonderful wife, Catherine. What more could he want? Life isn't done with him yet. Out of the blue, his wife is diagnosed with cancer, and Quentin finds himself reeling. With Catherine so sick, his career no longer matters to him, and his father's invitation to Nantucket is looking more and more appealing. Maybe he should take his family out of the city for a while.

Christmas was always Greta Copperfield's favorite time of year. Memories from that first Christmas with Bernard in Paris are some of her favorite—times before marriage, before children, and even before the Copperfield house, when the love she had for Bernard was the only thing she really understood. But all that was so long ago. Now, as the world comes to terms with the fact that Bernard Copperfield spent twenty-five years in prison for crimes that he did not commit, Greta stirs with confusion about her own past and future.

Charlotte Hamner lost her beloved husband Jason three years ago. His death nearly destroyed her—but with the help of her dearest sisters and cousins in the Montgomery and Sheridan clans, she was able to find hope once more, and ultimately build her wedding planning business back to new heights. And against all odds, she found love again with the dashing photographer, Everett.

A never-before-seen Christmas guest arrives to the island, filled with secrets of her own. The Sheridans welcome a brand-new baby. Complications arise left and right as the Sheridan sisters grapple with another season of changes. The Sheridan sisters’ mother, Anna Sheridan, never spoke much about her family, which is why the appearance of her younger sister is a surprise for all of them. She brings with her a host of troubles at the very worst time, as Audrey arrives home from a tumultuous semester at Penn State, just as Christine gives birth to her very first child.

For the past twenty years, Lola Sheridan has worked tirelessly as a single mother to Audrey and a renowned journalist across the eastern seaboard. Now, she finds herself in a particularly strange and beautiful scenario. She’s fallen in love with the handsome Italian sailor, Tommy Gasbarro, and made a home with him on the Vineyard. But life circumstances are ever-shifting. And when Tommy pops a question Lola never imagined anyone would ask her, she is shocked.

After a blizzard roared across the island in February, Lola Sheridan was forced to postpone her wedding to Tommy Gasbarro, the handsome Italian sailor who stole her heart two summers back. Their June wedding approaches—and the Sheridan women have a surprise party up their sleeves, one that will shock all involved and make Lola question her allegiances.

Christine Sheridan is the middle sister of the Sheridan clan: lost between her older sister, Susan, a successful criminal lawyer and her whip-smart little sister, Lola. After twenty years apart, they have just learned the secret their dead mother kept from them. But now, Christine returns to New York City, to her boyfriend Frank, to a life she once loved. But the prestigious restaurant they own is no more, and Christine is left once again without solid ground. At forty-one, unable to have children, and with nowhere to go—she knows only to return home to the Vineyard and her family.

Janine Potter grew up on the other side of the tracks. Her mother, Nancy, struggled with just about everything—alcohol, men, money—and Janine made a pledge to herself that she would never be like her. At age nineteen, Janine met Jack Potter, the son of an oil tycoon, and never looked back. Her life became a series of cocktail parties and multi-million-dollar apartments all across the world, and rubbing elbows with celebrities. Slowly, memory of her mother faded, although the trauma never really did.

Elsa Remington Steel pledged to love one man for the rest of her life. Aiden was a bright light, a wild personality, a beautiful soul. He was her husband and the father of her three wonderful children. Two years before, when they learned of his diagnosis, Elsa felt his death coming like a storm. After all, her brother had died at age ten, her mother had died when she was sixteen, and her father's health was on the decline. In Elsa's eyes, her world quickly fell apart. It was just expected.

Since Jason drowned over a year and a half ago, Charlotte has struggled moving forward. She owns a popular wedding planning and events business and throws some of the most expensive and intricately coordinated weddings, occasionally featuring celebrities, and always with her fourteen-year-old daughter’s help. But her devastation is so complete that sometimes she struggles to get out of bed in the morning. As Thanksgiving approaches, a celebrity asks Charlotte to plan a gorgeous multi-million-dollar wedding on Martha’s Vineyard.

When her Great-Aunt Jessabelle passes away and leaves her home to Samantha, Sam and her daughters, Darcy and Rachelle, begin refurbishment on The Jessabelle House, a glorious house not far from the town of Siasconset on Nantucket. Once there, Samantha discovers her aunt's diaries, which reveal dramatic secrets from the past—and still more reasons not to trust the Colemans.

Hilary and Aria have never needed anyone but each other. Because Aria's father left Nantucket before she was born, Hilary isn't sure why anyone would fall in love on purpose, and she's fought hard to become a sought-after interior designer for Sotheby's. Plus, now that Aria left Tufts University, she's been tagging along with her mother as an interior design apprentice, which thrills them both.

If there’s anything Susan Sheridan understands, it’s that things don’t always go as planned. From her divorce, to her move from Newark, to her cancer diagnosis, finally to Scott popping the question at the Sunrise Cove Inn’s New Year’s Party in front of all her closest family and friends. She never thought she’d find her way back to a love like this. Amanda prepares herself for the ride of her life as she plans a dream-wedding to Chris, a man she’s loved desperately for years. But there’s something off about him. Something that rears its ugly head as the January wedding date rolls near.

It's finally time for Carmella to marry the love of her life—her best friend turned boyfriend turned fiancé, Cody. As she grapples with her new role as stepmother to Gretchen, she learns some surprising news about her own situation and finds herself rewriting a future she'd once thought would be aimless and incredibly lonely.