Jack Jr, Miles Jr and the whole gang are back for one last wine-soaked journey prompted by the mysterious "Sommelier." Joined this time by Puck, a fan of The Napa Boys comics, the group will learn about love, loss, friendship and viticulture.
| Actor | Role |
|---|---|
 Armen WeitzmanMiles Jr. | Miles Jr. |
 Nick CorirossiJack Jr. | Jack Jr. |
 Jamar Malachi NeighborsStifler's Brother | Stifler's Brother |
 Sarah RamosPuck | Puck |
 Mike MitchellMitch | Mitch |
 Chloe CherryKim | Kim |
 Vanessa Lee ChesterLoretta | Loretta |
 Nelson FranklinKevin | Kevin |
 Paul RustSquirm | Squirm |
 David WainWilbur Winejudge | Wilbur Winejudge |
 Beth DoverTrixie | Trixie |
 Ray WiseOfficer Toland | Officer Toland |
 DJ QuallsThe Sommelier | The Sommelier |
 Steve AgeeEthan Nerdone | Ethan Nerdone |
 Kevin SmithSilent Bob | Silent Bob |
 Jason MewesJay | Jay |
 Riki LindhomeMonica | Monica |
 Harley Quinn SmithHarper | Harper |
 Natasha LeggeroAnnie | Annie |
 Nik DodaniGracer | Gracer |
 Ivy WolkPrancer | Prancer |
 Natasha BehnamSkyler | Skyler |
 Eve SigallThe Milfonator | The Milfonator |
 Chris AquilinoJohn | John |
| MMike HanfordOfficer Roland | Officer Roland |
 Greg WorswickGreg | Greg |
| JJack AllisonSam Fantwo | Sam Fantwo |
| RRyan PerezThe Mayor of Napa | The Mayor of Napa |