Sail a Crooked Ship Poster

Sail a Crooked Ship 1961

★ 6.05 votes88 min📅 1961-12-01

In *Sail a Crooked Ship (1961)*, the delightfully chaotic world of crime gets a comedic twist as a hapless thief sets out to pull off the heist of a lifetime—stealing an entire ship to rob a Boston bank.

Director: Irving Brecher

Cast

Robert Wagner
Robert Wagner
Gilbert Barrows
Dolores Hart
Dolores Hart
Elinor Harrison
Ernie Kovacs
Ernie Kovacs
Bugsy G. Foglemeyer aka The Captain
Frankie Avalon
Frankie Avalon
Ens. Rodney J. Foglemeyer
Frank Gorshin
Frank Gorshin
George M. Wilson
Harvey Lembeck
Harvey Lembeck
Nickels
Sid Tomack
Sid Tomack
Sammy
Guy Raymond
Guy Raymond
Helmut
Buck Kartalian
Buck Kartalian
Finster
Wilton Graff
Wilton Graff
Simon J. Harrison

Frequently Asked Questions

What is Sail a Crooked Ship (1961) about?

*Sail a Crooked Ship* follows a would-be master criminal who steals a ship in New York with the grand ambition of robbing a Boston bank. His plan, however, quickly spirals into a series of mishaps and misadventures, turning his dream of infamy into a comedic disaster.

Who directed Sail a Crooked Ship?

Irving Brecher directed *Sail a Crooked Ship*, bringing his expertise in comedy to this zany adventure.

Who stars in Sail a Crooked Ship?

The film features Robert Wagner, Dolores Hart, Ernie Kovacs, Frankie Avalon, and Frank Gorshin in key roles.

Is Sail a Crooked Ship (1961) worth watching?

As a vintage comedy with a clever premise and standout performances, *Sail a Crooked Ship* is a charming throwback for fans of lighthearted fun. While not a cinematic masterpiece, it offers plenty of laughs and a breezy runtime perfect for a laid-back watch.

How long is Sail a Crooked Ship?

The film runs for 88 minutes—just enough time for a quick, enjoyable escape.

About Sail a Crooked Ship (1961) — A Comedy Classic of Crime Gone Wrong on the High Seas

In *Sail a Crooked Ship (1961)*, the delightfully chaotic world of crime gets a comedic twist as a hapless thief sets out to pull off the heist of a lifetime—stealing an entire ship to rob a Boston bank. Directed by Irving Brecher, this lighthearted comedy follows a bumbling burglar who dreams of legendary status, only to find his grand plan unraveling at every turn. The film blends slapstick humor with a touch of nautical mischief, creating an atmosphere where ambition and incompetence collide in equal measure. Robert Wagner stars as the eager but clueless criminal, surrounded by a cast that delivers sharp, scene-stealing performances.

The movie thrives on its clever premise and the chemistry among its ensemble, including Dolores Hart, Frankie Avalon, and Ernie Kovacs, whose comedic timing adds layers of fun. With its 1960s charm and playful take on the classic underdog story, *Sail a Crooked Ship* offers a breezy escape into a world where even failure feels like a victory. Whether you're a fan of vintage comedies or just looking for a laugh, this film delivers a fun, fast-paced adventure on the high seas—or at least where the high seas used to be.