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Two If by Sea

5.019961h 36mRMovieComedyRomance

Frank O'Brien, a petty thief, and his 7-year-long girlfriend Roz want to put an end to their unsteady lifestyle and just do that last job, which involves stealing a valuable painting. Frank takes Roz to an island on the coast of New…

DirectorBill Bennett
WritersMike Armstrong·Denis Leary
ProducersBill Todman Jr.·James G. Robinson

Where to watch

NetflixNetflixAmazon Prime VideoAmazon Prime VideoNetflix Standard with AdsNetflix Standard with AdsAmazon Prime Video with AdsAmazon Prime Video with AdsKanopyKanopy
Availability shown for United States · rights vary by country

Cast · Directed by Bill Bennett

SBSandra Bullock
Sandra Bullock
Roz
DLDenis Leary
Denis Leary
Francis 'Frank' O'Brien
YKYaphet Kotto
Yaphet Kotto
FBI Agent O'Malley
SDStephen Dillane
Stephen Dillane
Evan Marsh
TJTracey Cherelle Jones
Tracey Cherelle Jones
Cop
JBJulia Montgomery Brown
Julia Montgomery Brown
Beautiful Woman
JMJane Moffat
Jane Moffat
Marcy Kellerher
MSMike Starr
Mike Starr
Fitzie
JTJonathan Tucker
Jonathan Tucker
Todd
WRWayne Robson
Wayne Robson
Beano Callahan
MBMichael Badalucco
Michael Badalucco
Quinn
AMAngela Moore
Angela Moore
Nanny

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More from Denis Leary · Co-star actor

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More from Bill Bennett · Director

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Two If by Sea — streaming FAQ

Which OTT platform streams Two If by Sea?

Two If by Sea is streaming on Netflix, Amazon Prime Video and Netflix Standard in United States, and available to rent or buy on Amazon Video and Apple TV Store.

Is Two If by Sea on Netflix?

Yes — Two If by Sea is available on Netflix in United States as of November 2026.

Is Two If by Sea on Amazon Prime Video?

Yes — Two If by Sea is included with an Amazon Prime Video subscription in United States as of November 2026.

Where can I watch Two If by Sea for free?

Two If by Sea is available to stream free (with ads) on Kanopy in United States.