Brianna Baxter thinks she has the world figured out. She lives a life of privilege and does whatever she wants. After living in New York City, London, New Jersey, and Florida she settles down in Havenport, Rhode Island. As the Christmas holiday approaches, a secret is revealed and she is challenged with the most important decision of her life.

Workaholic Simon May gets an unexpected vacation over the holidays and visits family in London. At his childhood home, he finds an envelope that holds the answer to his future. Or does it? He throws caution to the wind and jumps on the next available flight across the pond in search of what he lost. He takes the biggest risk of his life, unsure of what he will encounter once the plane touches down.

Will the uncertainty of Brianna's future steer her in the right direction? Will Simon receive the answer he seeks