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Vineyard Sunset — by Katie Winters
Vineyard Sunset Series in Order: 19 books
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The Sunrise Cove Inn
Book - 1
A divorced criminal lawyer. Her first love. The island she abandoned for a better life over twenty years ago. 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 fathe...
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Firefly Nights
Book - 2
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. Over twenty years apart, she and her sisters have just learned the secret that th...
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August Sunsets
Book - 3
Unanswered questions. A sailing adventure gone wrong. The Sheridan sisters face the end of the season that changed their lives forever.Lola Sheridan is the youngest Sheridan sister: a whip-smart journalist with a flair for the dramatic. As her older ...
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A Vineyard Thanksgiving
Book - 4
A Martha's Vineyard fisherman's widow gets a second chance at love over a snow-capped Thanksgiving weekend. Charlotte Montgomery Hamner wakes up every morning to the same thoughts.Jason died. Jason isn't coming back. Rachel and I must go through...
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A Vineyard White Christmas
Book - 5
An injured army veteran. A near-fatal car accident. And a snow-capped Martha's Vineyard Christmas -- the kind that can mend any broken family.Andrew Montgomery is the black sheep of the Montgomery family.Seventeen years ago, Andy and his best friend,...
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A Vineyard Vow
Book - 6
A dream wedding with an unexpected twist takes Susan Sheridan and Amanda on a wild rollercoaster of emotions - one that brings them closer than ever as mother and daughter.If there's anything Susan Sheridan understands, it's that things don't always ...
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A Vineyard Lullaby
Book - 7
Christine Sheridan faces the life she never knew she wanted: one of motherhood, companionship, and everlasting love on Martha's Vineyard. She just never imagined there'd be such heartache along the way.Audrey gives birth at the end of February. Altho...
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A Vineyard Wedding
Book - 8
The island of Martha's Vineyard bubbles with anticipation— summer approaches, as does the first Sheridan wedding in decades.Susan Sheridan left her life in Newark almost a year ago. Since then, Susan, Christine, Lola, Audrey, and Amanda have li...
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A Vineyard Rebirth
Book - 9
In 1943, a powerful hurricane ripped across Martha's Vineyard and destroyed the Historic Cliffside Hotel. Now, a broken, long-time realtor who has lived on the island her entire life sells the old acreage and building to a passionate developer -- and...
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A Vineyard Blessing
Book - 10
The Sheridan-Montgomery clan gather together once more for Thanksgiving, a wedding— and a rush of family secrets that leave their hearts and minds upended yet again.Veteran Andy is set to marry Beth, the love of his life and the younger sister ...
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A Vineyard Christmas Guest
Book - 11
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'...
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A Vineyard Blizzard
Book - 12
The youngest Sheridan sister discovers a powerful love, one that changes her mind forever. A widow seeks refuge in community theater after the death of her husband. And a blizzard blankets Martha's Vineyard with more snow than any of them know. ...
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The Vineyard Bride
Book - 13
Martha's Vineyard islanders open their arms to a glorious springtime of change. The Sheridan Women prepare their hearts and minds for long sunny days, family parties, and everlasting love.After a blizzard roared across the island in February, Lola Sh...
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Once in a Lifetime
Book - 14
A widow on the brink of enormous change. A shock of a lifetime that nearly tears a family in two. And an old man who, as it turns out, isn't done living quite yet -- not by a long shot.Charlotte Hamner lost her beloved husband Jason three years ago. ...
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A Vineyard Spring
Book - 15
BOLD: After a season of loss, the Montgomery Family opens their hearts to a springtime of change.Last autumn, Laura's death shocked the Montgomery Family to the core.Laura's daughter, Isabella, is crippled with sorrow and turns to Laura's diaries for...
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A Vineyard Love
Book - 16
Eighty years after a powerful hurricane destroyed it, the Aquinnah Cliffside Overlook Hotel opens its doors for a beautiful Sheridan wedding. But everything is about to go horribly wrong.Kelli Montgomery is happier than she's ever been. Together with...
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A Vineyard Tide
Book - 17
On a summer night in 1983, a mysterious woman carried her baby into The Sunrise Cove Inn -- and their lives were changed forever. Forty years later, the Sheridan Family must come together to help them yet again, before the past is lost for good.Top-r...
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Vineyard Winds
Book - 18
Winter winds sweep across Martha's Vineyard. A Montgomery family member goes missing, and the past is never as it seems. Claire's twin daughters have always been thick as thieves. But on the night of New Year's Eve, something shifts between them&mdas...
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A Vineyard Celebration
Book - 19
A secret room beneath the Sunrise Cove Inn unlocks a history far more dramatic than the Sheridans could have ever imagined.Amanda and Sam welcome their gorgeous baby girl the same week a construction crew discovers a sealed-up room in the basement of...
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Series Premise
The series centers on the Sheridan family, particularly the three adult daughters—Susan, Christine, and Lola—who left Martha's Vineyard years ago after their mother's tragic death in an accident two decades earlier. Their father, Wes Sheridan, threw himself into running the family business, the Sunrise Cove Inn, a charming waterfront bed-and-breakfast. Now in his later years, Wes faces early-stage dementia, prompting his sister (the girls' Aunt Carrie Montgomery) to urge the daughters to return home and help care for him and the inn.
The core premise follows the Sheridan sisters' homecoming and the ripple effects: Susan (a divorced criminal lawyer) confronts her past, including a rekindled first love; Christine and Lola deal with their own life upheavals (career shifts, relationships, personal losses); and the family navigates grief, forgiveness, and rebuilding bonds. The Sunrise Cove Inn serves as the emotional and literal hub—guests arrive with their own stories, sparking subplots of romance, friendship, and community support. Over the books, the narrative expands to include extended family (like the Montgomerys), new romances, weddings, births, and seasonal milestones, while addressing themes of aging parents, second chances, blended families, and finding purpose later in life.
Plots often involve everyday dramas—health scares, romantic rekindlings, career crossroads, holiday gatherings—interwoven with island life. The series emphasizes healing from past traumas (the mother's death lingers as a catalyst), the redemptive power of family, and how returning home can spark renewal. Later books shift focus to younger generations or side characters (e.g., wedding planners, new inn guests), keeping the saga fresh while maintaining continuity through recurring family events.
Vineyard Sunset Series Characters
The Sheridan family forms the emotional core, with evolving arcs across books.
- Susan Sheridan: The eldest sister and series anchor—a high-powered, divorced criminal lawyer who returns to help with Wes and the inn. Practical and guarded, she faces her past (including a high-school sweetheart) and rediscovers joy in simpler island life.
- Christine Sheridan: Middle sister, often dealing with personal or relational challenges; her storylines explore creativity, family roles, and finding balance.
- Lola Sheridan: The youngest, bringing energy and occasional impulsiveness; her arcs involve growth, romance, and supporting siblings.
- Wes Sheridan: The patriarch—once vibrant innkeeper, now facing dementia. His condition drives the sisters' return and evokes tenderness and reflection.
- Carrie Montgomery: Wes's sister and the girls' aunt—supportive, organized, and key in rallying the family.
Extended cast includes:
- Romantic interests (e.g., Susan's first love Charlie or other newcomers).
- Inn guests and locals who become recurring figures (friends, love interests, or allies).
- Younger generations (nieces, nephews, or new couples in later books) adding fresh dynamics.
Setting of the Vineyard Sunset Series
Martha's Vineyard is the vibrant, almost magical backdrop—a real Massachusetts island famed for its stunning beaches, historic lighthouses, rolling hills, quaint towns (Edgartown, Oak Bluffs, Vineyard Haven), and seasonal shifts from bustling summers to peaceful off-seasons. The Sunrise Cove Inn anchors the stories: a cozy, waterfront property with guest rooms, porches overlooking the sea, gardens, and a kitchen filled with laughter and homemade meals.
The island's charm permeates every page—sun-drenched beaches for walks and revelations, ferry arrivals bringing newcomers, local diners and markets for gossip, sailing adventures, and quiet winter evenings by fireplaces. Settings reflect emotional states: vibrant summer crowds for renewal, fall foliage for introspection, snowy holidays for warmth. Winters captures the island's dual nature—tourist allure vs. year-round community intimacy—making it a character that heals and inspires the Sheridans and others.
Tone & Themes of the Vineyard Sunset Series
The tone is warm, optimistic, and gently emotional—quintessential feel-good women's fiction with a cozy, low-drama approach. Winters delivers heartfelt moments of grief, reconciliation, and joy without heavy angst or dark twists; conflicts (divorce fallout, health issues, misunderstandings) resolve through communication, support, and growth. Romance is sweet and clean—slow-burn rekindlings, mature second chances, light flirtations—focusing on emotional connection over steam.
Humor emerges from family banter, quirky guests, and island quirks, balanced by tender scenes of reflection and forgiveness. The books feel uplifting and reassuring: life throws curveballs, but love, family, and beautiful surroundings prevail. Seasonal elements (summer sunsets, holiday cheer, autumn tides) add comforting rhythm, making the series ideal for escapist reading that leaves readers with a sense of peace and hope.
The Vineyard Sunset series by Katie Winters is a soothing, immersive celebration of family, second chances, and the timeless allure of Martha's Vineyard. Through the Sheridan sisters' journeys home—to heal old wounds, care for their father, and embrace new beginnings—the books remind readers that it's never too late for forgiveness, love, or rediscovering what matters. With its gentle romance, seasonal warmth, and relatable characters navigating life's transitions, the series offers pure comfort: stories where sunsets signal reflection, family ties endure, and every challenge leads to hope. Whether binge-reading the full 19-book arc or dipping into favorites, Vineyard Sunset feels like a long, relaxing island vacation—inviting, restorative, and full of heart. Perfect for cozy evenings when you need a reminder that home, in all its forms, can always welcome you back.
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