Bob Hope

Sylvester the Great

Virginia Mayo

Princess Margaret

Walter Brennan

Featherhead

Walter Slezak

La Roche

Victor McLaglen

Captain Barrett / The Hook

Marc Lawrence

Pedro

Hugo Haas

Owner of the 'Bucket of Blood'

Maude Eburne

Landlady of the 'Boar's Head Inn'

Adia Kuznetzoff

Don José Ramon Sebastian Rurales

Brandon Hurst

Mr. Pelly

Tom Kennedy

Alonzo

Stanley Andrews

Captain of the 'Mary Ann'

Robert Warwick

The King

Betty Alexander

Goldwyn Girl (uncredited)

Ruth Caldwell

Goldwyn Girl (uncredited)

Bing Crosby

Margaret's Sweetheart (uncredited)

Loretta Daye

Goldwyn Girl (uncredited)

Francis Ford

Drunken Pirate (uncredited)

Mike Mazurki

Pirate (uncredited)

Lillian Molieri

Goldwyn Girl (uncredited)

Kay Morley

Goldwyn Girl (uncredited)

Ray Teal

Guard (uncredited)

Betty Thurston

Goldwyn Girl (uncredited)

Rondo Hatton

Gorilla (uncredited)

Jack Carr

Hugo, Bartender at 'Bucket of Blood'

Mickey Shaughnessy

Man who brings the beers (uncredited)