As Christmas approaches, Paula, a St. Louis antique appraiser, reluctantly accepts a marriage proposal from her boyfriend, Daniel, a career-focused attorney. When her Aunt Jane senses she has mixed emotions over the engagement, she invites Paula to her Nantucket home. Upon her arrival, Paula plans a trip to the nearby island of Martha's Vineyard where she meets a charming inn owner.
| Actor | Role |
|---|---|
 Kimberley SustadPaula Mayer | Paula Mayer |
 Paul CampbellGery Conover | Gery Conover |
 Kathie Lee GiffordAunt Jane | Aunt Jane |
 Natalie SharpJenn O'Brien | Jenn O'Brien |
 Giles PantonDaniel O'Brian | Daniel O'Brian |
 Ryan Alexander McDonaldBuddy Bambrick | Buddy Bambrick |
 Dolores DrakeDorothy Keller | Dorothy Keller |
 Kat RustonBetsy Warren | Betsy Warren |
 Lucia WaltersSusanna Berry | Susanna Berry |
 Jag BalKenny Singer | Kenny Singer |
| KKelly Richard NelsonRobert O'Brian | Robert O'Brian |
| LLucia FrangioneCatherine O'Brian | Catherine O'Brian |
 Grace SunarKatie Warren | Katie Warren |
| TTalana Watt MaduAirport Passenger (uncredited) | Airport Passenger (uncredited) |