Filming took place in The Old Don Jail, a former jail in Toronto. The building is located to the east of the Don River, on Gerrard Street East in the Riverdale neighbourhood. It was completed as a jail in 1864, and was renovated to serve as the administrative wing of Bridgepoint Health, a rehabilitation hospital located adjacent to the jail.
The rotunda of the jail was used as a set for The Cell Block bar in Cocktail
Tom Cruise, Bryan Brown
After being discharged from the Army, Brian Flanagan moves back to Queens and takes a job in a bar run by Doug Coughlin, who teaches Brian the fine art of bar-tending. Brian quickly becomes a patron favorite with his flashy drink-mixing style, and Brian adopts his mentor's cynical philosophy on life and goes for the money.