Two If by Sea
Your score

You haven’t scored this yet. Drag the bar or type a number to rate it 0–100.

Two If by Sea

(1996)Directed by Bill Bennett96 min · RComedy, Romance
“A new comedy about love, laughter, and larceny”

A painting has gone missing, and the two people who took it are about to spend the rest of the summer on a New England island. Frank O'Brien (Denis Leary), a petty thief, wants to sell it and call this his last job, and he hopes the trip might also fix his seven years with Roz (Sandra Bullock). Bill Bennett sends them out into the sun, and Roz has to decide whether Frank is still the man she would stay for.

Denis Learyas Francis 'Frank' O'Brien
Yaphet Kottoas FBI Agent O'Malley
Stephen Dillaneas Evan Marsh
Julia Montgomery Brownas Beautiful Woman
Jane Moffatas Marcy Kellerher
Mike Starras Fitzie
Wayne Robsonas Beano Callahan
Angela Mooreas Nanny
Lenny Clarkeas Kelly
Jonny Fidoas FBI Agent Burke
Don Gavinas Sully
John Friesenas Sheriff Herbert Horn
Markus Pariloas FBI Agent Peters
Sean Runnetteas Marty
Claire Rankinas Reporter
Michael Risleyas Reporter
Martha Irvingas Duty Manager
Sandi Rossas Conductor
Gia Caridesas Joan Rappaport (uncredited)