As Christmas approaches, Paula, a St. Louis antique appraiser, reluctantly accepts a marriage proposal from her boyfriend Daniel. Sensing her reticence, her Aunt Jane invites Paula to her Nantucket home. When Paula visits nearby Martha's Vineyard, she meets a charming inn owner, Gery, and enjoys the celebrating the holiday festivities with him. Although Paula develops feelings for Gery, she moves forward with her engagement, but Aunt Jane reminds her that sometimes we receive messages from above to help determine which direction life should take.