When Ted gets engaged to the high school mean girl and asks Jess, his childhood best friend, to plan their wedding, things get complicated. Her true feelings for Ted keep getting in the way.
Biology teacher Claire is busy juggling her duties as bridesmaid to three friends, as well as teaching a summer enrichment class at her most favorite place in the world: Blue Island.
Web entrepreneur Abby hides her Texas roots to convince a backer she's from New England, a task complicated by a trip home and an unexpected reunion with Ryan, her high school sweetheart.
Isabella, the owner of her family's Oregon winery, takes a big leap and enters a prestigious wine competition in Paris. There she meets her biggest competitor, Jacques, from one of the world's foremost winemaking families.