After living for years as a struggling artist in New York City, Jake is calling it quits and returning home to Ohio. On his last day in the city, he persuades his three oldest friends – Billy, Rocks and Gunderson – to help him retrace their greatest adventure together: a walk down the entire length of Manhattan.
| Actor | Role |
|---|---|
 Adam BrodyRocks | Rocks |
 Wyatt CenacGunderson | Gunderson |
 Danny JacobsBilly | Billy |
 Josh LawsonJake | Jake |
 Amber TamblynTabatha | Tabatha |
 Lauren Miller RogenEmma | Emma |
 Scott AdsitPriest | Priest |
 Jon GlaserDonkey | Donkey |
 Zuzanna SzadkowskiCeCe | CeCe |
 Matthew DaddarioPeter | Peter |
 Sondra JamesBarb | Barb |
 Josh MostelChuck MacArthur | Chuck MacArthur |
 David LipmanRabbi | Rabbi |
 Will BeinbrinkJoe | Joe |
 Allyce BeasleyJeanne | Jeanne |
 Andrea LeighAlexis Ostrander | Alexis Ostrander |
 Ted OyamaLarry Kim | Larry Kim |
 Melissa NaviaRaja | Raja |
 Suni ReyesRita | Rita |
 Lucy WaltersMelanie | Melanie |
 Connor FoxAlex | Alex |
| DDarren GrodskyZeke (Captain Hook) | Zeke (Captain Hook) |
| AAnthony LumiaRicky | Ricky |
| BBruce WexlerMassimo | Massimo |
| MMichael Armstrong BarrDoctor | Doctor |
| AAthena AlexisNurse (as Athenas Duché) | Nurse (as Athenas Duché) |
| AAlison MitznerNurse (as Ali Mitzner) | Nurse (as Ali Mitzner) |
 Danielle Lee GreavesNurse | Nurse |
 Haleigh CielHot Stoner Chick | Hot Stoner Chick |
 Annabelle AttanasioCurious Student | Curious Student |