Gina hates her Valentine's Day birthday and travels to Greece to prevent her boyfriend's proposal. With help from vacationers Johnny and his sister Mickey, she schemes to delay it – while questioning her relationship.
| Actor | Role |
|---|---|
 Virginia GardnerGina | Gina |
 Skylar AstinAndrew | Andrew |
 Marisa TomeiWendy | Wendy |
 Jake CannavaleJohnny | Johnny |
 Sabrina BartlettMickey | Mickey |
 Natasha LeggeroTricia | Tricia |
 Lil Rel HowerySteve | Steve |
 Mo GalliniMugger | Mugger |
 Marysia S. PeresNot listed | Not listed |
 Mike ParishBride's Cousin | Bride's Cousin |
| EEvan M. ChungBilly | Billy |
| DDrew CheekYoung Gina | Young Gina |
| MMatteo Caruana BondNot listed | Not listed |
 Henry Zammit CordinaPriest | Priest |
 Larissa BonaciLove Bird | Love Bird |
| EEthan EstradaKid Robot #1 | Kid Robot #1 |
| SSavanna CumminMom | Mom |
| OOnoufrios DovletisGreek police officer | Greek police officer |
| EEdward ThorpeWedding Guest #1 | Wedding Guest #1 |
| MMike WestDinner Couple | Dinner Couple |
 Lara TelliPortabella's Hostess | Portabella's Hostess |
| SSasha ZhdanovaYoung Woman | Young Woman |
| VVallentina TurminaAthena | Athena |
| JJeanette C SmithTourist | Tourist |
 Theodore ZammitWedding Guest (uncredited) | Wedding Guest (uncredited) |
 Peter WinfieldWedding guest (uncredited) | Wedding guest (uncredited) |