Best movies like Caribbean Summer

What's love without a little mystery?

A unique, carefully handpicked, selection of the best movies like Caribbean Summer Starring Heather Hemmens, Ser'Darius Blain, Buom Thihngang, Aisha Toussaint, and more. If you liked Caribbean Summer then you may also like: Fatal Getaway, A Week in Paradise, Six Degrees of Santa, Trading Christmas, Sister Swap: A Hometown Holiday and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

Jade, a news producer heads to the Caribbean for relaxation, only to fall victim to a rental scam. Serendipitously, she befriends the real owner, Ford, and discovers fun and romance.

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Fatal Getaway

Friends who are staying at a stunning home-share rental begin to suspect that something is not quite right with the property's charming and handsome host.

A Week in Paradise

The film tells the tale of Maggie, a film star whose world collapses when her film director husband is outed by the paparazzi when it’s discovered his new leading lady is pregnant with his baby. Seeking solace and healing Maggie escapes to her ex-pat cousin’s beautiful hotel in Nevis. After a week in paradise she discovers herself and meets a new love interest. Then the outside world comes crashing back in.

Six Degrees of Santa

Christmas enthusiast Steph, has created a program, Six Degrees of Santa. When Steph's own gift lands in the hands of a leading internet entrepreneur, Jason, he's convinced that the original Santa might be his soul mate.

Trading Christmas

Emily misses her daughter Heather, who is attending college in Boston. Since her father died, Heather is sensitive to her mom’s dependence on long-standing holiday traditions. This Christmas, Heather has planned a trip to Phoenix with her boyfriend, but tells her mother she is staying on campus to study. After Emily arranges a house-swap with Charles, an English professor from Boston who wants Washington State’s solitude in order to finish his novel, Emily hops on a flight to Boston to surprise Heather for Christmas. Unaware of the house swap, Emily’s best friend, Faith walks in on Charles at Emily’s house and in Boston, Ray, Charles’ brother responds to a 911 call only to find Emily at Charles’ condo. Will Christmas travel calamities lead to cross-country romances? Or have there been one too many surprises already?

Sister Swap: A Hometown Holiday

Jennifer and Meg Swift are two sisters who are very close despite living far apart. Jennifer is in Salt Lake City, running a successful restaurant she started with her late husband and raising her teenaged son Simon, Meg stayed in their hometown of Hazelwood, helping their parents run the local bakery.

Two Tickets to Paradise

When two weddings are ruined by both the bride and groom getting left at the altar, they still decide to take their honeymoons, not knowing they are heading to the same resort in Hawaii.

Hidden Gems

While prepping for her sister’s wedding, Addie loses her grandmother’s ring in the waters of Hawaii. She hires dive instructor Jack to search for her lost treasure. They immediately clash with each other when Addie insists she go on the pursuit with Jack. Once they come to an agreement, Jack ends up serving as Addie’s tour guide of the island’s hidden gems.

Haul Out the Holly

Emily arrives home, hoping to visit her parents, only to discover that they are leaving on a trip of their own. As she stays at their house for the holidays, their HOA is determined to get Emily to participate in the neighborhood’s many Christmas festivities.

Love in the Limelight

Pen pals for years, Summer finally meets Nick, her former teen crush and boy band lead singer, when he comes to town for a concert. Their friendship's set the stage for romance, and Summer's hip grandma with a TikTok following encourages her to follow her heart.

Take Me Back for Christmas

A Christmas wish gives Renee the successful life she’d always dreamed of. This new reality is perfect, except for one thing… she is no longer married to her husband Aaron. Now, Renee must race against the clock to win him back before Christmas Eve.

Love, Classified

Romance novelist Emilia is a whirlwind who blows back into the lives of her adult children, Taylor and Zach, under the pretense of a book signing arranged by her hometown's local book shop. As Emilia tries to reconnect, Taylor and Zach explore new and past relationships through an app that boasts old-fashioned human connection by way of the classified ad. Zach is given a chance to heal old wounds while Taylor matches with a woman that changes the way she's always thought about love.

A Fabled Holiday

Talia and her childhood best friend Anderson unexpectedly reunite in a curiously familiar looking town full of Christmas spirit that restores its visitors when they need it most.

Jolly Good Christmas

David is an American architect who relocates across the pond to take up a job at a prestigious London firm. As the clock counts down to Christmas Day, David is running out of time to buy his girlfriend – who also happens to be his boss’s daughter – a thoughtful present so he resorts to buying her a somewhat uninspired gift card.

A Holiday Spectacular

Set in 1958, follows Maggie who sneaks up to New York City to make her secret dream come true: dancing live on stage in the Christmas Spectacular at Radio City Music Hall, putting her high-society wedding plans on hold.

#Xmas

When Jen gets the chance to enter a brand’s design contest, she poses as a family influencer, enlisting the help of her best friend, Max, and her baby nephew. When her video is selected as a finalist, Jen is torn on whether to go on with her perfect “family” or reveal the truth.

The Baker's Son

Matt’s passion transforms his bread from bland to brilliant. But when his bread loses its magic, the island locals panic and turn to Annie - Matt’s childhood friend and true love - for help.

A Magical Christmas Village

When Summer’s mother Vivian moves in with her and her young daughter Chloe, her orderly existence is upended. Upon arrival, Vivian sets up an heirloom, miniature Christmas village resembling their town, and tells Chloe it grants Christmas wishes. As Chloe begins setting up the figurines, real-life events seem to mimic the scenes she creates. With a little help from the magic of the Christmas village, the family will be brought closer together and just maybe, Summer will learn to open her heart to love again.

'Twas the Night Before Christmas

A former actress trying to break into directing tests her skills with a town’s annual Christmas Eve courtroom production in which the true authorship of the famous poem “A Visit from St. Nick” is debated.

Love in Translation

Linguistics Ph.D. student Julie Walters can speak almost every language you can imagine. Things turn upside down for Julie when handsome Dan, the curator at the museum she dreams to work at, contacts her to get some French classes, and is all about doing it the fun way!

A Christmas Cookie Catastrophe

Annie Cooper has big shoes to fill when she takes over as CEO of her late grandmother’s small-town cookie company and is doing her best to help their struggling business get back on track. That task gets more daunting when her grandmother’s secret recipe is stolen during the Christmas party. As Annie tries to crack the case and uncover the culprit she works with Sam, the owner of a local bakery, to recreate the recipe in the hope of saving the company and her job. As Annie and Sam bake batch after batch in pursuit of the perfect one, they begin to learn that their lives go together like milk and cookies.

Every Christmas Has a Story

A TV personality has an on-air snafu and admits she hates Christmas. Following the debacle, she is invited to the Most Christmas-y town in America to try and repair her image. Forced to work with her ex-boyfriend Jack, the show’s producer, the magic of Christmas and this special town will change the way she views Christmas and her life.

Love Under the Olive Tree

The prize of Sunset Valley's annual olive oil contest is a land parcel with disputed ownership. When feisty Nicole and competitive Jake face-off, they never expect sparks to fly. Starring Tori Anderson and Benjamin Hollingsworth.

To Her, With Love

Kayla heads back to her hometown of Stansville, North Carolina, after her substitute teaching job at an elite, private high school comes to an early end. On her first day back, her loving yet inquisitive mother sets up a job interview at her high school alma mater. Kayla, who ultimately wants to get into a competitive teaching program in London, is hesitant to apply.

A Homecoming for the Holidays

Country singer Charlotte is home for the holidays and brother Ryan's fellow ex-soldier Matt is in town. Writing her new album, Charlotte works with Matt to build a house for a friend in town.

Napa Ever After

After inheriting her estranged grandmother’s winery in Napa Valley, Cassandra, a high-powered attorney, takes a sabbatical from her job to renovate the property that was the source of the fractures within her family. With the help of handsome local Alec, she learns more about the grandmother she hardly knew and is able to reconcile the past, while finally opening herself up to a love like she’s never known.

Yes, I Do

Busy chocolatier Charlotte has left her boyfriend James at the altar three times and now she needs to prove to him that she really does want to marry him. Things are complicated when James’ ex-girlfriend Nicole, who is also the owner of Chocolate Monthly Magazine, arrives on the scene and says she wants him back.

Love's Greek to Me

When Ilana travels to Santorini with her Greek boyfriend Mike for his sister Alex's wedding, she's thrilled to be asked to be her American Maid of Honor. Mike surprises Ilana by proposing, leaving Ilana gets caught in the whirlwind created by his well-meaning and overly enthusiastic mother Athena.

A Royal Christmas Crush

Ava accepts the opportunity of a lifetime to work at the Royal Ice Hotel which leads her to a surprise whirlwind romance with the most important guest of all, the Royal Prince himself.

Nantucket Noel

During the Seaside Noel celebrations, Christin learns of a developer who is planning to tear down the wharf that is home to her toy store. Tensions rise as she falls for the developer's son, Andy.

The Enchanted Christmas Cake

Gwen recently lose her grandmother and she is struggling to run their bakery and regain the Christmas spirit, and figure out her grandmother's magical recipe for the town's legendary Enchanted Christmas Cake.

Christmas Keepsake

A father bonds with his daughter and stumbles upon an unexpected romance while tracking down the original owner of a Christmas time capsule.

Haul Out the Holly: Lit Up

As the holidays approach, Emily and Jared are looking forward to celebrating the holidays together again, this time as a couple. Emily, now embracing Evergreen Lane’s uniquely festive spirit, is ready to work with Jared, Ned, Mary Louise and Pamela to make this year’s Christmas celebrations the best yet – even if being the HOA president’s girlfriend doesn’t stop those dreaded decorating citations. When a house on the block goes up for sale, it causes quite a stir with residents.

Holiday Road

A travel writer, a tech entrepreneur, a devoted mother and more strangers are stranded at the airport for the holidays, they rent a van for an unexpected road trip.

Rescuing Christmas

In a world where Santa is real and wants to drum up some holiday spirit, two of Santa’s elves, Chuck and Debbie, devise a plan to grant one human on Earth three wishes to kickstart the holidays. Unfortunately, that human is Erin, who has lost all affection for the season. Even a blind date set up by her sister, with the affable and charming Sam, won’t change her mind about Christmas. But when she makes the mistake of wishing Christmas would “just disappear,” Erin wakes up to a world where the holiday never existed! Horrified, she realizes that she’s taken away everyone’s joy, so she enlists Sam to help her reinvent the festivities from scratch. In the process, Erin learns just how much this holiday and its traditions have meant to everyone around her - and how much Sam has come to mean to her.

Paging Mr. Darcy

A love of Jane Austen's stories helps two people to overcome their pride and admit to their belief in love.

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