The movie kicks off at the initial wedding, where Jackson is dancing with his daughter, Betty, and Betty drops a bomb—she's moving to Italy with her mom. Jackson is pretty miserable. He runs a firm that represents social media influencers, like a guy who just eats soup. One day, he gets a call from his ex asking if Betty can come and stay with him for a while, and he's like, “I got a better idea—I’ll come to you!” He goes to Italy and gets a red convertible, 'cause why not? He almost hits a woman named Gabriella. I'm sure he'll never see her again, though. Except he does, 'cause of course she runs a café that doesn't serve cappuccinos in the afternoon. They continue to bump into each other, and friction turns into sexual tension. He even builds her a new website. But Jackson is like, “Nothing is going to happen between us.” He is a bit hesitant to love since he's been there, done that, and got divorced. The boys come to visit, and they go to a masked dance. The boys are like, “Go out there, dance with someone.” He is hesitant but does end up dancing with a masked stranger, and it is hot, hot, hot. He even dips her! It's a moment. But he leaves before finding out who she is.

The next day, they're at the café, and Gabriella slips and almost falls, and he catches her, dip style, realizing that it was her he danced with. He talks to her about it, and she's like, “Sorry, I didn't know it was you.” The next day, he's walking with Betty, and Betty tells him that he's not dating for any other reason than being scared, and it's not fair to either of them. The following day, Gabriella brings over some lasagna, and he offers to drive her home. The car breaks down, so they end up walking back to the city, and he opens up about everything. She tells him that she knew it was him all along during the dance. They are about to kiss, but the sprinkler turns on, and everyone knows you can't kiss while wet. He joins her for dinner at her father's house, and at the end of the night, he's like, “I'd love to make this work, but it just doesn't make sense.” She's like, “We'll always have that dance.” He realizes that he done goofed and decides that he's going to stay! They kiss!

Cut back to the narrator of the story—it's Betty. Milo shows up and tells her that he's loved her since they were kids. They get married. Everyone gives so many speeches, Then they all dance. And FINALLY, the groomsmen do there special dance again.

Charlotte is a chocolatier who recently moved to Vienna with wild ideas, like putting potato chips into chocolate. She's at a fundraising event surrounded by many Christmas trees. Also at this event is Henry, who doesn't know much, but he knows you don't put potato chips in chocolate. Charlotte is trying hard to win Vienna's Chocolateer of the Year. If she wins, she thinks it will be a lot harder to lose her shop to a developer who's trying to buy it. And who is that developer? Henry. Everything is looking good for the €300 million development, except for Charlotte's shop—she is fighting it tooth and nail. Henry doesn't know about that, though, because he doesn't want to know the details. He just wants to be on holiday!

He leaves a meeting to walk through the market and bumps into Charlotte again. They end up walking around the city together, having a great time. They eventually return to her chocolate shop, and she gives him some chocolate to remember her by. On his way out, he hands her his card. The next day, they bump into each other again, and he asks her if she wants to get dinner. She says she always has time for food. They go out and talk about their dreams and whatnot, which gets Henry thinking: is he actually doing what he loves? He knows that Charlotte is.

He finds out that Charlotte is fighting off a developer, and he thinks, "Let me see what I can do to help you." He asks his associate to look into Charlotte's business to see what they can do to help her fight off the developer as a historical landmark. What Henry doesn't know is that the associate is the one trying to fight her on the historical landmark. So instead of helping her, she serves Charlotte with paperwork claiming eminent domain. Charlotte is like, "Over my dead body!" She is ready for war! And she's going to ask Henry to fight with her!

She shows him the paperwork, and it all clicks in—he's the bad guy in this story. He could come clean to her, but he doesn't want to. Instead, they go ice skating and decorate a Christmas tree. He calls his dad to get his advice, and his dad says he should just pay them off and get it over with. They do offer her more money, but she's not having it. She decides to look into this company to see what she can use to fight against them, and it's at this point that she discovers Henry is associated with them.

So she barges in and tells him to shove off! Henry feels all mopey. She's looking at pictures and comes across a photo of her grandma with her best friend, who still lives in Vienna. So she goes to visit them, and luckily, she has a picture of them in front of the building before the special date that makes it historic, so she has proof.

Henry's dad shows up and tells him he's sorry for being a sucky dad and that he wants to help him figure out a way to make things work with Charlotte. So he puts together some cool blueprints that will allow her to keep her shop while also letting them do their development. She's like, "I need some time to think about it. Might as well waltz."

She eventually tells him that she's in, and they kiss. Then they talk about it, and she says she's in again, and they kiss again. And then there are fireworks!