The 9 Aug 1930 Exhibitors Herald-World reported that the story was currently being completed on Sin Takes a Holiday, which was set to star Constance Bennett. Four days later, Var stated that Paul L. Stein was hired to direct the picture, written by Robert Milton and Dorothy Cairns, for Pathé Exchange, Inc. Production was supposed to begin the following week, but the 27 Aug 1930 Var indicated that principal photography would begin sometime that week. On 2 Sep 1930, FD confirmed that filming had begun on the Pathé Studios lot in Culver City, CA.
       Pierre De Ramey appeared in the picture, according to the 27 Sep and 4 Oct 1930 Inside Facts of Stage and Screen, but he was not credited in reviews.
       Constance Bennett served as technical advisor on the film, which is set partly in Paris, France. Bennett reportedly spent at least four months each year in Europe, and owned homes in Paris and Cannes, France. The 8 Oct 1930 FD indicated that the picture had thirty-two sets designed by Carroll Clark, including apartments, villas, hotels, shops, and night clubs in New York and Paris, an ocean liner stateroom, an ice rink, and New England scenery.
       Modern sources indicate that the establishing shot of the New York City office building was filmed in downtown Los Angeles, at the recently constructed Eastern Columbia Building located at 849 S. Broadway.
       Two Los Angeles, CA, orchestras performed on screen, as stated in the 11 Oct 1930 Inside Facts of Stage and Screen. These included Earl Burtnett’s Biltmore Orchestra and Trio, and Maury Paul’s Rainbow Gardens jazz band. The former played onscreen in a New York nightclub scene, and the latter musicians appeared in the ship’s orchestra.
       According to the 12 Oct 1930 FD, a sequence involving the marriage between the characters played by Constance Bennett and Kenneth MacKenna was rehearsed by a real justice of the peace, sparking an on-set joke that the two were legally wed. Richard Carl stepped in to officiate onscreen.
       The Nov 1930 Motion Picture Classic noted that Kendall Lee was the stage name for Mrs. [Luella] Glaenzer, who was the wife of Cartier’s vice president Jules Glaenzer. Sin Takes a Holiday marked her feature film debut. Adolphe Menjou was also added to the cast. Additionally, the 22 Nov 1930 Exhibitors Herald-World indicated that William Boyd appeared in the film.
       On 14 Oct 1930, FD announced that the picture was nearly completed.
       The 30 Oct 1930 FD noted that Constance Bennett played the piano in the film, and the Feb 1931 Screenland reported that she also danced to a tango written especially for her, titled “Constancia.”
       The 22 Oct 1930 FD stated a 10 Nov 1930 release date, which was confirmed in the 22 Nov 1930 Exhibitors Herald-World.
       Despite an announcement in the 14 Nov 1930 FD that predicted a 21 Nov 1930 opening at the Mayfair Theatre in New York City, the opening would not occur until Thanksgiving Day, 27 Nov 1930, according to the 23 Nov 1930 FD. In addition, a preview screening would be held for the public the night before its opening, on 26 Nov 1930.
       The 23 Nov 1930 FD review deemed the picture “first-class entertainment” and praised the “snappy dialogue,” perfect cast, well-paced direction, and “ingenious” camera work. The 3 Dec 1930 Var review stated that Sin Takes a Holiday was “one of the few real bull’s-eyes” put forth by Hollywood.