Story line
Lauren Reynolds (Drew Barrymore), a divorcee, who has two sons, Brendan (Braxton Beckham) and Tyler (Kyle Red Silverstein), meets Jim Friedman (Adam Sandler), a widower with three daughters, Hilary (Bella Thorne), Espn (Emma Fuhrmann), and Lou (Alyvia Alyn Lind) on a blind date. The date ends in disaster due to conflict between Jim's clumsy and careless attitude and Lauren's perfectionist nature.
Later, Jim and Lauren run into each other at a pharmacy. Afterwards, Jim realizes that their credit card charges were mixed up and goes to Lauren's house. There, he and Lauren learn that Lauren's friend Jen (Wendi McLendon-Covey) has broken up with her boyfriend Dick (Dan Patrick), who happens to be Jim's boss, over his having kids, and that they will no longer be going on a planned African vacation together. Unbeknownst to each other, Jim and Lauren both arrange to go on the pre-booked vacation with their families. When they arrive in Africa the two families are surprised to see each other. Things get more awkward when Jim and Lauren are given a romantic suite.
The families are put together for a "blended familymoon", where they get together with other couples, including the oversexed Eddy (Kevin Nealon) and Ginger (Jessica Lowe), as well as Eddy's teenage son Jake (Zak Henri), who Hilary develops a crush on at first sight.
The kids make an awkward impression with each other, with Brendan calling his mom "hot," and the others not knowing how to react to Espn acting like her mom is there with her. Over time, they begin to bond with each other and each other's parents.
Jim makes the boys happy by helping them with adventurous sports, while Lauren takes care of the girls, and helps Hilary to change her tomboy look into a more feminine one. Jim and Lauren warm up to each other as time passes. They inadvertently get together for a couples massage and have fun with each other.
On the last night of the trip, Lauren puts on a beautiful black dress that she admired earlier. She wears it that evening and receives admiration from everyone. While the children are pulled away for a kids-only buffet, Jim and Lauren are sat down for a romantic dinner, which Lauren soon discovers was actually planned by Jim specifically for her. They chat briefly about basic parenting techniques and then pull in for a kiss; however, at the last second, Jim pulls away, apologizing and explaining that he "can't do it".
After returning home, Jim realizes he misses Lauren and that he's fallen in love with her. Although Espn is not fully ready to move on from her mother's passing, she also doesn't want her dad to lose Lauren. At the kids' behest, Jim goes to Lauren's house to give her flowers, only to find Mark there, pretending to be back with Lauren. Tyler gets excited to see Jim and wants to play ball, but Jim sadly leaves and Mark bails on his son again. Mark later tries to make a move on Lauren, but she refuses since he has continuously failed to be a good father, as well as having an affair with his receptionist during their marriage.
That following Saturday, Lauren and Brendan go to support Tyler at his game, along with Jen, Dick, who Jen has worked things out with, and his kids. Mark, once again, is a no-show. Jim and his daughters arrive to show encouragement, inspiring Tyler to hit the ball. Jim then finds Lauren and they admit to wanting to be together, and they finally kiss, to the happiness of their kids.