Wagons East (1994)
In the 1860's Wild West, when a ragged bunch of misfit settlers decide they cannot stand living in their current situation, they hire a grizzled cowboy to take them on a journey back to their hometowns east. When life in the Old West gets a bit too rough, a ragtag bunch of pioneers hires a boozy wagon master to lead them back to civilization.
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Check the Wagons East (1994) trailer!