Best movies like Sailing Into Love
A unique, carefully handpicked, selection of the best movies like Sailing Into Love Starring Chris McNally, Fiona Vroom, Leah Renee, Andrew Airlie, and more. If you liked Sailing Into Love then you may also like: A Very Merry Daughter of the Bride, Winter Castle, Hello, It's Me, Love at Sea, Autumn Dreams 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.
A biology teacher’s crusade to save a nearby island from development leads to unexpected romance with the handsome and mysterious young sea captain who is new to the seaside town of Willow Bay.
Sailing Into Love
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Winter Castle
When Jenny attends her sister’s winter wedding at an ice hotel, her heart melts over the best man, the problem is he unexpectedly brings a “plus one,” seemingly dashing her hopes for a wintery romance.
Hello, It's Me
Two years after her husband dies in a sudden accident, Annie and her two children are left to cope with the loss. Annie can't imagine falling in love again, until she meets a wealthy bachelor who is drawn to her free spirit. Afraid to love again, she longs for guidance when she starts to develop feelings for this new man. Her prayers are answered when she starts receiving communications from her late husband that encourage her to follow her heart.
Love at Sea
Organized and structured event planner Olivia has been meticulous in organizing logistics for an Internet lifestyle series set on a Caribbean cruise ship. But when the ship’s new cruise director, Tony, puts his personal stamp on the cruise experience, Olivia realizes that some things can’t be anticipated or scheduled – like falling in love.
Autumn Dreams
With plans to leave their small town, teenage loves Annie and Ben elope. Their big city plans are halted, though, when Annie's parents have the marriage annulled. Ben moves to New York, while Annie stays in Iowa to help her family. Fifteen years later, both engaged to their respective fiancés, the two discover that their annulment was never finalized. They reunite to make their divorce legal, but begin to reminisce about what could have been. When romantic feelings resurface, Annie and Ben must decide if their past love could be the love of their future.
True Love Blooms
Spring is in full bloom when urban gardener Vicki fights to save her community garden from a handsome real estate developer. Both are caught off guard when it's not just the flowers that are blooming, but also love.
Love and Sunshine
Ally Craig has been fostering retired military dog, Sunshine, as she recovers from a broken engagement. But sparks fly again when Sunshine's military partner, Jake Terry, returns to claim the dog.
Lucky 7
Instead of really living her life since losing her mother at age 7, Seattle lawyer Amy Myer sticks to a foolproof 'timeline' her mother drew as a guideline to help plot the course of her life. The timeline, which proves to be accurate in all other respects, predicts that Amy should marry her seventh boyfriend. However, Amy must question her instincts when she feels that her sixth boyfriend is the one she should marry, not the predicted seventh. Now she must decide whether to follow her mother's advice, or follow her own heart.
It's Beginning to Look a Lot Like Christmas
When a New England Christmas decorating competition searches for the town with the most Christmas spirit, the Mayors of East and West Riverton go all out to get their towns to the top of the holiday heap.
The Secret Ingredient
Small-town baker, Kelly, gets a big surprise when she is invited to compete on a Valentine's Day baking show in New York City - and an even bigger surprise when she runs into her ex-fiance.
Deliver by Christmas
Bakery owner Molly meets Josh, a widower who recently moved to town with his young son, but she is also charmed by a mysterious client whom she’s never met in person and she doesn’t realize that they’re the same man.
The Christmas Cottage
When Lacey takes a rare break from work for her friend Ava's Christmas Eve wedding, she reconnects with her former flame, Ean. The two decorate the cottage where the newlyweds will spend their honeymoon – a cottage said to bring true love to anyone who stays there – and feel their chemistry return.
Christmas Land
Jules has just inherited a quaint magical Christmas-themed village and Christmas tree farm bequeathed her by her grandmother. She plans to sell it and use the profits to buy her dream home in New York City. But the longer Jules stays on the farm and the more she learns how important Christmas Land has been to so many families, the more Jules starts to question her motives to sell.
The Mistletoe Inn
When aspiring romance novelist Kim Rossi is unceremoniously dumped by her soon-to-be-published romance novelist boyfriend, Kim takes stock and decides to take a leap. She signs up for a romance writing retreat at a quaint Vermont Inn shortly before Christmas, where a top romance novelist is scheduled to attend and read the work of one lucky writer. Shortly after arriving, she crosses paths with Zeke, whom she initially finds to be intrusive and, naturally, ends up being her assignment partner. Worse yet, her ex is also at the retreat. Despite these bumps in the road, Kim steps outside her comfort zone and plunges into the writing exercises, surprising herself. Equally unexpected is the attraction that seems to be building between her and Zeke that promises to take her down a road she never imagined traveling. Based on the book by Richard Paul Evans.
One Winter Weekend
Cara, a women’s magazine writer, who gets burned by her boyfriend on New Years’ Eve, decides to go on a dating detox. Challenged by her employer to write about it, she hopes a spontaneous ski getaway with her best friend will spark inspiration. Complicating matters, they discover they’ve double booked their chalet with two eligible men, including Ben, an entrepreneur. When the share-mates get snowed in, Cara and Ben are thrown together.
Love, Again
A couple on the brink of divorce decides to keep their marital woes a secret as they help their daughter plan her wedding. As the two work together on the happy occasion, they soon discover that their own marriage might just be worth saving.
Truly, Madly, Sweetly
Natalie, the owner of a San Francisco food truck business selling cupcakes, and Eric, a finance manager and divorced dad are brought together when Eric’s aunt, also a longtime customer of Natalie’s, passes away and leaves them a building which happens to be the site of a once-famous bakery. Forced into this new partnership, they discover selling the building won’t be easy because it has been declared a historical site. Romance blooms as they spend time together in the process of renovating the old bakery. However, Natalie’s desire to keep things strictly business could put an end to the partnership before the grand opening.
Love in Store
Two rival home shopping hosts are forced together while competing for a promotion. Along the way they find their on-air chemistry kindles an off-air spark.
Love at First Dance
Hope is tasked with teaching Manhattan's former "Most Eligible Bachelor" how to dance for his extravagant, society wedding. But as the dance lessons progress, complications ensue when feelings begin to develop between student and instructor.
Christmas in Evergreen: Letters to Santa
Lisa's trip home to Evergreen for the holidays finds her shepherding an effort to save the town's beloved general store, fulfilling the wishes of a Christmas past and finding a romance full of Christmas magic.
Romance in the Air
After learning her job is on the line, Eden returns to Lake Tahoe where she used to spend her summers growing up. There she’s reunited with her childhood friend Riley and finds that the draw of her past might direct her future to a happiness she’s been missing in her life.
A Snow Capped Christmas
An injured figure skater is sent to the mountains to recover from an injury. Once there, she meets an ex-hockey player and his young daughter and begins to realise that something is missing from her life.
A Godwink Christmas
As Christmas approaches, Paula, a St. Louis antique appraiser, reluctantly accepts a marriage proposal from her boyfriend, Daniel, a career-focused attorney. When her Aunt Jane senses she has mixed emotions over the engagement, she invites Paula to her Nantucket home. Upon her arrival, Paula plans a trip to the nearby island of Martha's Vineyard where she meets a charming inn owner.
The Christmas Gift
Ten-year-old Megan, who upon receiving a Secret Santa gift, is touched by its contents which end up having a huge impact on her life. Now a driven young journalist, Megan can’t shake her desire to thank the person who sent her that heartfelt gift over a decade ago. Determined to prove herself to her editor, she goes on the search for the perfect Christmas story, and in doing so, she finally discovers who her Secret Santa is. Inspired by a true story.
Miss Christmas
Holly Khun, known to Chicago as “Miss Christmas,” always finds a beautiful tree for the plaza, but this year’s was damaged, and the lighting ceremony is in 10 days. Hoping for a miracle, she combs through fan mail, and finds Joey McNary of Klaus, Wisconsin, has the perfect tree. Off she goes to Klaus, where she meets Joey’s handsome dad Sam.
Christmas Bells Are Ringing
Samantha, a freelance photographer, is returning to Cape Cod for the first time since the death of her mother years earlier. She’s going to celebrate her father’s Christmas Eve wedding but is anxious to revisit past memories. On a deadline for a big Christmas spread that could ignite her career, she enlists the help of her childhood friend, Mike, to show her around. In the time she spends in Cape Cod, she realizes that Christmas is wherever your family is.
Love by the Book
Bookstore owner Emma believes in fairy tales. Although she has yet to be swept away by prince charming, she sees real knight in shining armor potential with a new suitor, Landon. As Emma balances time with Landon and saving her bookstore with once irritating business consultant, Eric, however, she weighs storybook romance against genuine commitment. While she sorts out her feelings toward Landon and Eric, as well as toward love and romance, Emma begins to realize that fairytale endings aren't always by the book.
Staging Christmas
Lori stages homes for a living and her busiest season is Christmas! Though she normally only stages homes that are for sale, she’s intrigued when a wealthy widower named Elliot asks her to stage his home for the holidays to cheer up his daughter, Maddie. As Lori spends more and more time with Elliot and Maddie, she starts to feel like part of the family.
Angels and Ornaments
Corrine's holiday season gets an unexpected dose of romance when she meets the mysterious Harold, who is on a deadline from a higher power to help Corrine find her true love by Christmas Eve. As the clock ticks down to Harold's deadline, Corrine must decide if she will open up to Christmas love.
Home for Harvest
A travel writer is surprised to be sent back to the home town she left, heartbroken, years before. She meets a new man, and also her ex.
A Midnight Kiss
With only one week to prepare, Lisa Patterson and her family of party planners are given the biggest job in their company’s history: a New Year’s Eve party for tech entrepreneur Megan Clark. But when her brother breaks his leg and her parents head off on a planned vacation, Lisa must reluctantly enlist the help of her brother’s visiting college buddy, David Campos, to help her pull off the event which just so happens to fall on her favorite day of the year. But what Lisa didn’t plan on was falling in love in the process.
Brimming with Love
Allie is an aspiring journalist who meets Sam, a coffee shop owner who plays matchmaker for his customers. Allie agrees to be matched but going though Sam's process causes her to see that her perfect match might just be the matchmaker himself.
In the Key of Love
Photographer Maggie learns her ex-boyfriend/ex-singing partner is in the wedding she is working. Tensions run high until they sing together, remembering how good they were as a duo.
A Winter Princess
When Carly, secretly a princess, plans Snowden Peak’s Snow Ball with Jesse, their attraction is undeniable. In planning the event, the two make the gala a fundraiser to help infuse much needed resources into the resort. But without a celebrity draw, investors aren’t interested, and Snowden Peak is put up for sale. Will Carly allow her royal identity to be exposed to save the resort?
The Last Bridesmaid
Becca is always a bridesmaid, but at her cousin's wedding she bonds with Kyle, the videographer covering every stage of the planning. Perhaps she won't be the last woman standing for long.
A Very Merry Daughter of the Bride
A wedding planner looks to persuade her mother not to marry a man she's only known for a brief period of time, until an unexpected development forces her to re-examine her feelings.