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Movies like Sailing Into Love (2019)

The best movies like Sailing Into Love (2019) are Secret Millionaire (2018), Love at First Bark (2017) and All of My Heart: The Wedding (2018). If Sailing Into Love hooked you with its romance and tv movie, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Secret Millionaire (2018)

    When a bored millionaire (Steve Lund) is mistaken for a parking attendant by a beautiful girl (Siobhan Williams) who is protesting against his family’s intention of closing a local park, he uses the misunderstanding to get to know her better.

    Why it matches: Recommended by TMDB viewers · both romance

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  2. Love at First Bark (2017)

    Portland interior designer Julia Galvins (Jana Kramer) adopts a dog and seeks the help of expert and handsome dog trainer Owen Michaels (Kevin McGarry). When she is hired to design a nursery and a “puppery,” as well as plan a puppy shower fund-raiser for a pregnant client and her pregnant dog, Julia asks Owen’s advice, and their friendship just might turn into something more.

    Why it matches: Recommended by TMDB viewers · both romance

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  3. All of My Heart: The Wedding (2018)

    Brian and Jenny are planning their wedding at the Inn where they fell in love. When a distant relative arrives and stakes their claim to the Inn, Brian and Jenny must find a way to save their beloved Inn or risk having to sell.

    Why it matches: Recommended by TMDB viewers · both romance

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  4. Paris, Wine & Romance (2019)

    Isabella is the ambitious new owner of her family’s Oregon winery whose dream of becoming world-renowned takes a big step forward when she enters a prestigious wine competition in Paris. Upon arrival, Isabella meets her biggest competitor, Jacques, from one of the world’s foremost winemaking families. Impressed by Isabella and her expertise in wine, a budding romance develops between them.

    Why it matches: Recommended by TMDB viewers · both romance

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  5. Taking a Shot at Love (2021)

    Former professional ballet dancer Jenna works with NHL star Ryan Cooper to help him recover from an injury using ballet as therapy, and as they grow close, he helps her mend her injured heart. But when it’s time for Ryan to return to the ice and leave Jenna and her small, Connecticut town, they both must consider the paths they want to take and just maybe, love will find its way.

    Why it matches: Recommended by TMDB viewers · both romance

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  6. Marry Me at Christmas (2017)

    Organizing a Christmas wedding is a true treat for bridal boutique owner Madeline Krug. She loves the challenge of finding the perfect dress for the bride and orchestrating an exquisite event. What Madeline didn’t expect was to be swept off her feet by the bride’s gorgeous brother, movie star, Jonny Blaze. Jonny came to the quirky town of Fool’s Gold to support his sister -- not to fall in love. Yet Madeline is the most extraordinary woman he’s ever met, and she finds the real Jonny even more captivating than her celebrity crush. Will the action star be brave enough to take on the role of a lifetime?

    Why it matches: Recommended by TMDB viewers · both romance

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  7. Poinsettias for Christmas (2018)

    It’s just weeks before Christmas when Ellie gets a call to return home to help her father on the family’s poinsettia farm. The family business is on the line to deliver tens of thousands of plants for the town’s annual parade. The problem is — the poinsettias have yet to turn red! As Ellie searches for the solution, she is reminded of where her heart truly lies as she falls in love with both her roots and a local botanist.

    Why it matches: Recommended by TMDB viewers · both romance

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  8. Love in the Sun (2019)

    When successful dating app creator Alana hesitantly gets engaged, she returns to her hometown in Florida to deliver the news to her dad. Upon returning home, she crosses paths with her former flame, Kai, and finds herself falling in love with the fun and adventurous lifestyle tied to her community. As Alana and Kai work together to help her dad restore his declining property, Alana finds herself conflicted as to whether or not her current way of living makes her happier than the home and community that she always knew and loved.

    Why it matches: Recommended by TMDB viewers · both romance

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  9. A Gift to Remember (2017)

    After colliding with a pedestrian on her bicycle who loses his memory following the accident, Darcy Archer becomes determined to help the handsome guy figure out who he is. In the process, she finds out a lot more about who she is, what she wants from life, and how this too-good-to-be-true guy might just be the man she’s been waiting to bump into all her life.

    Why it matches: Recommended by TMDB viewers · both romance

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  10. Love in the Forecast (2020)

    After swearing off dating for a full year, Leah quickly learns her new commitment has made her a magnet for men.

    Why it matches: Recommended by TMDB viewers · both romance

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  11. A Glenbrooke Christmas (2020)

    As Christmas nears, heiress Jessica Morgan seizes what seems like her last chance to experience a relaxed Christmas and heads off to the small town of Glenbrooke, where she meets a handsome fireman.

    Why it matches: Recommended by TMDB viewers · both romance

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  12. Sharing Christmas (2017)

    A real estate developer is given the opportunity of his career to transform an old shopping complex into a prime location. Unfortunately, there is one tenant who is holding out—the Christmas shop owner he met by happenstance just days ago.

    Why it matches: Recommended by TMDB viewers · both romance

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  13. A Christmas Prince: The Royal Baby (2019)

    Christmas brings the ultimate gift to Aldovia: a royal baby. But first, Queen Amber must help her family and kingdom by finding a missing peace treaty.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  14. Runaway Romance (2018)

    When she’s written out of her show, her relationship and her seemingly perfect life, reality TV star Ann Stanway leaves Hollywood and finds herself marooned in Amish country. But when Ann is taken in by the owner of a nearby Inn, and meets a handsome young architect, she discovers that the reality she left isn’t nearly as perfect as the one she’s found.

    Why it matches: Recommended by TMDB viewers · both romance

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  15. Love in Winterland (2020)

    Ally, a final contestant on a dating show, must face her high school sweetheart when she is chosen for the Hometown Date.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  16. My Christmas Inn (2018)

    With the holiday season in full swing, Jen Taylor is about to score a big promotion at the San Francisco ad agency where she works. But her life is unexpectedly turned upside down when she inherits a cozy inn in Alaska from her aunt. When she goes to inspect the property and meets handsome town attorney Steve Anderson, she's surprised to find that nothing is what she expected. The small town community is full of fun and festive Christmas traditions and soon, Jen starts wondering if the inn might just be the place she belongs, and if Steve could be the Mr. Right she has been waiting for.

    Why it matches: Recommended by TMDB viewers · both romance

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  17. Christmas Next Door (2017)

    Eric Randall, an author of bachelor lifestyle books, is left in charge of his young niece and nephew for the holidays. Eric turns to his neighbor April, a lover of all things Christmas, for help.

    Why it matches: Recommended by TMDB viewers · both romance

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  18. It Was Always You (2021)

    Elizabeth's engagement plans are thrown into disarray when her fiancée's free-spirited brother David returns home. David's unexpected influence prompts Elizabeth to question her life decisions.

    Why it matches: Recommended by TMDB viewers · both romance

    Worth the HypeMovies like this
  19. A Christmas Prince (2017)

    When a reporter goes undercover as a nanny to get the inside scoop on a playboy prince, she gets tangled in some royal intrigue and ends up finding love - but will she be able to keep up her lie?

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  20. Forever in My Heart (2019)

    Jenna and Charlie found love in Ireland but their dreams drove them apart. Five years later, they reunite and Jenna has to decide where her heart belongs—back home or in the Emerald Isle.

    Why it matches: Recommended by TMDB viewers · both romance

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Like Sailing Into Love and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Sailing Into Love?

The closest matches to Sailing Into Love are Secret Millionaire (2018), Love at First Bark (2017) and All of My Heart: The Wedding (2018). Below are 17 more, each with the reason it matches.

What should I watch after Sailing Into Love?

Start with Secret Millionaire (2018), the closest match to Sailing Into Love.

What is the highest-rated movie like Sailing Into Love?

A Christmas Prince (2017), rated 6.6/10 by 1,495 TMDB users.

What is the newest movie like Sailing Into Love?

It Was Always You (2021) is the most recent release on this list.

Are there English movies like Sailing Into Love?

Yes: Secret Millionaire (2018), Love at First Bark (2017) and All of My Heart: The Wedding (2018).

How are movies similar to Sailing Into Love chosen?

First come films that Trakt’s viewers watch alongside Sailing Into Love, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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