Lana's daughter Emma returns from London and announces that she's getting married next month. Things become more complicated when Lana learns that the man who stole Emma's heart is the son of the man who broke hers years ago.
Lana's daughter Emma, who has been in London for a few years, returns home and announces that she is engaged and getting married soon. Emma works as an influencer, and the wedding is paid for by her sponsors and will be held in Phuket, Thailand. Lana is taken aback but wants her daughter to be happy and supports her decision. However, when they arrive in Thailand, it turns out that the father of her daughter's fiancé is Will, whom Lana dated during college. It quickly becomes awkward since they did not part on the best of terms. It gets no better when the sponsors take over the entire wedding planning.
After a year working for Discovery Resorts in London, Emma Winslow's (Miranda Cosgrove) boyfriend RJ (Sean Teale) surprises her with a proposal. She happily accepts but is concerned about her mother Lana's reaction as it's been just the two of them since her father died when she was only eight. Emma hasn't even told Lana that she has been dating RJ.
In San Francisco, Lana Winslow (Brooke Shields) heads a medical research lab. Emma returns home and announces that, rather than go to grad school or find a job, she's going to run her own business. She'll be receiving a 6-figure-sponsorship in exchange for promoting Discovery. Lana is still OK as she believes Emma will work from home and at least they will get to be together.Emma then stuns Lana with the news that she's getting married in a month at a resort in Phuket, Thailand.Once she convinces her mother that she's sure, Lana insists that she's happy for her. Discovery is footing the bill, in exchange for publicity for the Anantara resort. They are also donating to her charity, the Ocean Institute. Lana wants to be involved in the wedding planning as she has only one daughter and Emma assures her that everything will be fine.
Arriving in Thailand are Lana's best friend Janice (Rachael Harris), as well as their friends from Stanford, Scott (Wilson Cruz) and Clay (Michael McDonald), who've recently married. Lana soon discovers that RJ is the son of Will Jackson (Benjamin Bratt), Scott's brother and her ex-boyfriend also from Stanford. Janice explains to RJ that Will and Lana dated back in college. Lana remembers Will as the person who ripped her heart out and stomped all over it.Will and his ex were married for a little over 2 years. She left a short while after RJ was born. RJ's mother is in Australia and is not coming to the wedding.
Lana goes to Will's room to clear the air, inadvertently seeing him naked. Mortified, she leaves hurriedly. Soon after arriving to dinner, Lana goes to 'freshen up', and Emma follows. In the bathroom, she explains that Will ghosted her after graduation. Devastated, Lana changed her number and moved so he couldn't hurt her again. A geneticist, she fears RJ will do the same to Emma. Emma defends RJ and says that he is the same as his father. She begs Lana to let go of her past with Will as that was decades ago.
Back at the table, Lana and Will agree to be maid-of-honor and best man, then RJ thanks Lana for her gift of a cappuccino maker. Will gifts them his condo in Tribeca. Will also visited the kids in London after their engagement. Seems like Will much closer to both the kids, while Lana is struggling to get on the right side with Emma.Lana later confides to Janice that she fears she can't compete with him.
Discovery brand manager Camala (Tasneem Roc) doesn't want Lana's input for most of the wedding planning, as they are pushing certain brands and designers. Camala also picked out the gown for Emma, which is sponsored by Daisy St Daisy and costs $30,000. Camala has also prepared a complete itinerary for the entire week. Emma is assigned several tasks to boost her Instagram feed, which is also designed to boost her number of followers. Lana is pretty much excluded from most of the events, and she was hoping to spend a lot more time with Emma during the build up to the wedding.Lana meets with Janice to vent, then they meet up with their Stanford crew for pickle ball. Playing mixed doubles (Lana with Scott and Will with Janice), Lana and Will shoulder out Janice and Scott from the game as they get ultra-competitive with each other. The game ends abruptly when Lana launches the ball into Scott's privates.
LA doctor Lucas Campion (Chad Michael Murray) is in awe of Lana (he knows Lana, and says that his company tried to recruit Lana previously and she turned them down), so asks her out for drinks.Emma asks Lana to act normal and stay away from Will as much as possible. But then Camala pair Will and Lana together for the post wedding dance. Will and Lana look fantastic together.Lana meets Lucas for drinks but doesn't stay for very long when Emma sees Lana with Lucas at the bar. Lana pretends that she is comparing notes with a fellow medical professional.The next day, Camala shows Lana the flamboyant, black designer dress she is to wear in the wedding. She reluctantly agrees to it, feeling the brand manager is taking away the joy of the wedding by imposing plans to make it into an event.
Lana accepts a dinner date with Lucas.As Lana isn't included in that day's wedding plan, she and the Stanford group head out to a secluded island and go skinny dipping, even though they knew that the resort had a strict no nudity policy.As it's prohibited on hotel property, they get reprimanded. Camala threatens to pull funding for the wedding, so Emma accuses Lana of intentionally undermining the wedding. Lana retorts that she has agreed to everything, including dressing up like Morticia Addams and reading a speech written by someone else. Meanwhile Emma has lost her personal touch and has not uttered one word about the charity that she was going to support.Emma asks her to leave.
Will overhears, so takes Lana on a ride to cheer her up. The jeep they take to the remote spot fails to start for their return, so they head down to the nearest beach to flag down a boat. There, they finally talk about their past and make peace. Will says that he never left because of Lana. He was lost back then, while Lana was getting scholarship offers everywhere she applied. He only needed time to figure out who he was, and in that time, Lana simply changed her number and changed cities. He came back to California when he found her address, but by that time she was already on her honeymoon.
As Emma regrets scolding Lana, RJ suggests she apologize. Realizing Will and Lana are missing, a resort employee goes to fetch them via boat. They are disrupted just before they can kiss. On their return to the hotel, Lucas sees Will and Lana looking cozy together. Lana had already missed her dinner date with Lucas and wants to make amends.So, he asks her to call if things don't work out with Will. Emma reconciles with Lana. Emma also pushes back to Camala and says that Lana will wear her own dress to the wedding and write her own toast.At the rehearsal dinner, Lana overhears Will on the phone to a Katrina, saying he cannot live without her. Feeling Deja Vu, she immediately distances herself from him.
Emma feels there is something off about her mother, so goes to her room. They talk, and she falls asleep there. The next day, although Lana becomes overwhelmed and cries, the wedding ceremony runs smoothly. When Emma throws the bouquet, Lana dodges it but Will catches it for her.
Confronting Lana, Will demands to know why she's been ignoring him. She asks him about Katrina, and he reveals that she is his secretary, who's brought the ring he'd bought for Lana many years ago. Will proposes and, after a moment's hesitation, she accepts.
