Jack Goes Boating A limo driver's blind date sparks a tale of love, betrayal, friendship and grace—centered around two working-class New York City couples. Details Casts Videos Galleries Posters Title Jack Goes Boating Release Date 2010-09-17 Runtime 01 Hours 31 Minutes Genres Comedy Drama Romance Production Companies Overture Films, Big Beach, Cooper's Town Productions, Olfactory Productions, Labyrinth Theater Company Production Countries United States of America Philip Seymour Hoffman... Jack... Amy Ryan... Connie... John Ortiz... Clyde... Daphne Rubin-Vega... Lucy... Richard Petrocelli... Uncle Frank... Tom McCarthy... Dr. Bob... Lola Glaudini... Italian Woman... Rafael Osorio... Ungainly Swimmer... Stephen Adly Guirgis... MTA Worker... Mason Pettit... Drunk Man on Subway... Trevor Long... Waldorf Doorman... Elizabeth Rainer... Happy Wife... Theodore Mailer... Young Son... Count Stovall... Men's Room Attendant... Salvatore Inzerillo... Cannoli... Elizabeth Rodriguez... Waldorf Event Assistant... Beth Cole... Teacher... Oliver Foot-E'... Swimming Teacher... Byron West... Swimming Student... Shawna Bermender... Becky... Cordell Stahl... MTA Orientation Leader... 'Jack Goes Boating' Trailer HD (Trailer) Original Size (1499x843) Original Size (1280x720) Original Size (1000x1500) Original Size (1000x1500) Original Size (800x1200) Original Size (1000x1500)