Teddy Duncan heads to New York City in hopes of re-connecting with her ex-girlfriend, Jessie Prescott. But she is devastated when she learns that Jessie has forgotten all about her.

4 years after the events of Good Luck Jessie, Teddy is finished with college and Jessie returns to New York for the summer.

Amy gets a job interview for a news position in New York and brings the whole family. In NY, The Duncans meet the Rosses, who are generous enough to let the Duncans stay at the Penthouse. But when Amy gets the job, things begin to unravel since Bob doesn't want to move. Meanwhile, Gabe, Emma, Rosie, and Zuri try to solve an old murder mystery that took place atop the apt roof.

Teddy and Jessie are dating now and happy until Jessies enemy Darla comes to town and tells Jessie she has feelings for her Jessie doesn't feel the same way But teddy is still jealous that they hang out and thinks Darla is trying to steal Jessie away Will Jessie and teddy stay happy in they're relationship or wil Darla ruin everything read to find out

. Hello, Luke my name is Gabe Duncan. Those words changed Luke ross's life forever. Mrs. Dabney has stolen Gabe's prized possesion and now Gabe and Luke have to get it back.