Single mom Abby has left behind a hectic life in the city, choosing to live a simpler existence with her daughters in her childhood hometown of Chesapeake Shores. As she navigates professional opportunities and obligations, she makes a big decision to blow the whistle on Porter Financial. She suspects the Porter Fund is actually a Ponzi scheme, and as a result of exposing the company she is suspended from her job at Capital Management. After reporting to a deposition and getting an attractive offer from Hunter Drew and Associates to join them with a pay raise, Abby turns down the job to retain her integrity. After Derrick Porter is indicted, Abby is offered her job back with Del, but she is unsure about whether to return. To keep busy, she gets involved with the school play and meets the 3rd grade teacher, Jay. The two get to know each other. Before Trace left for a big music tour, Abby broke things off as she was unable to handle the distance and playing second fiddle to Trace’s true passion – his music. Trace tries to reconnect with Abby and restart their romantic relationship but she is evasive, and the pair ultimately decides to go their separate ways. Abby focuses her attention on the family business, and Mick names her President of O’Brien Construction. A high profile and eccentric new client, Evan Kincaid, keeps Abby on her toes as she runs point on his hotel project in Chesapeake Shores. As progress is made with the build, Evan gets to know more members of the family and seems to want a closer connection with Abby. Jay too, lets Abby know he would like to pursue a romantic attachment with her. Who will Abby choose?
Growing up on an Air Force Base, Monica showed such an affinity for biochemistry, that one of her first paying jobs was at NASA. Her passion for art eventually won out, leading her to earn a MFA in Fine Art from California Institute of the Arts. Monica applied her artistic talents to baking and cookie decorating, launching two online sweet shops -- Pent Up Cookie Company and Mack and Jane. Her baking style is less scientific and more intuitive, producing customizable treats that are as fun and bright as her smile. But Monica’s greatest source of joy is her family, including husband Josh, teenage daughter Jordyn and new baby Aspen.
As her wedding day draws near, Georgie Dwyer (Arielle Kebbel) has doubts surrounding her plans to marry Dr. Phillip Hamilton (David Haydn-Jones), a dashing and prominent plastic surgeon. Though Phillip qualifies as the "perfect" fiancé, Georgie feels a romantic spark is missing in their relationship. Tensions rise even further when Phillip's sophisticated mother, Felice (Jaclyn Smith), blatantly frowns upon Georgie's working class origins. On the picturesque island, Georgie keeps finding herself in chance encounters with Luke Griggs (Andrew W. Walker), a handsome ex-architect, who walked away from a high-end architectural firm to enjoy a simple, no-frills life. When an undeniable chemistry develops between Georgie and Luke, Georgie must decide if she's going to move ahead with her rapidly approaching marriage to Phillip.