在这部杰克去划船喜剧/爱情片中,在好友夫妇克莱德（约翰·奥提兹 John Ortiz 饰）和露西（达芬妮·鲁宾-维佳 Daphne Rubin-Vega 饰）的介绍下，杰克（菲利普·塞默·霍夫曼 Philip Seymour Hoffman 饰）认识了漂亮可爱的女孩康妮（艾米·莱安 Amy Ryan 饰），长久以来的单身生活让杰克立刻就坠入了情网，展开了追求康妮的一系列准备。
对于杰克的热情攻势，康妮十分受用，在她的梦想里，在船上来一场独特的浪漫约会对拉近两人之间的关系来说必不可少，而就在康妮和杰克的感情稳步升级之时，克莱德和露西之间的感情却发生了破裂，他们之间究竟发生了什么？与此同时，这一变故让杰克明白，独自面对灵魂和感情的深渊是每一个人都无法逃脱的宿命。
Jack is a shy and awkward man who drives a limo and lives an unassuming life. His friend and co-worker, Clyde, and his wife Lucy, feel sorry for Jack and set him up on a blind date with Connie. Connie shares Jack's shyness and awkwardness, but through each other they seem to be able to find solace within themselves. Trouble might be brewing in paradise though, as Clyde and Lucy's marriage stumbles just as Jack and Connie's relationship grows.
Overcome me, but don't hurt me。菲利普。曲目。我希望冬天快点结束。生命是一袭华美的袍，爬满了蚤子。有些人在相爱，有些人在互相伤害。想像夏日。最不浪漫的纽约冬季恋歌——《杰克去划船》。围城。杰克去划船：我低声唱，带着那眼泪悲伤。
