When Iris decides to move to New York to restart her life, she realizes she underestimated how big the Big Apple really is—all the nostalgic movies set in New York she’d watched with her mom while eating their special secret-recipe gelato didn’t quite do it justice. But Bobby, Iris’s best friend, isn’t about to let her hide away. He drags her to a famous autumn street fair in Little Italy, and as they walk through the food stalls, a little family-run gelateria catches her eye—could it be the same shop that’s in an old photo of her mother’s?

Wildly different half sisters Maggie, Simone, and Star have hardly seen one another since their sprightly summers at Rowan Thorp, their eccentric father Augustus’s home. Known for his bustling approach to the knick-knack shop he ran, Augustus was loved by all and known by none, not even his daughters. Now, years later, the three estranged women are called upon for the reading of Augustus’s will and quickly realize he's orchestrated a series of hoops through which they must jump to unlock their inheritance.

Lucy Young is twenty-six and tired. Tired of fetching coffees for senior TV producers, sick of going on disastrous dates, and done with living in a damp flat with roommates who never buy toilet paper. After another disappointing date, Lucy stumbles upon a wishing machine. Pushing a coin into the slot, Lucy closes her eyes and wishes with all her might: Please, let me skip to the good part of my life.

Cassie and Tom lost their parents at a young age and relied on each other—as well as a community of friends—to cope. They were especially close with Tom’s best friend, Sam, who always made sure that Tom and Cassie were surrounded with love. But, twenty years later, Cassie has lost Tom as well. And in a way, she’s also lost Sam; over the years they’d drifted apart, and now the man she always had a crush on is someone she doesn’t even recognize anymore. She’s never felt more alone. Then Cassie finds an envelope with her name on it, written in Tom’s terrible handwriting.

Sasha has had it. She cannot bring herself to respond to another inane, “urgent” email or participate in the corporate employee joyfulness program. She hasn’t seen her friends in months. Sex? Seems like a lot of effort. Even cooking dinner takes far too much planning. Sasha has hit a wall. Armed with good intentions to drink kale smoothies, try yoga, and find peace, she heads to the seaside resort she loved as a child. But it’s the off season, the hotel is in a dilapidated shambles, and she has to share the beach with the only other occupant: a grumpy guy named Finn.