This paper will argue that Acts 27:8–28:14 offers a plausible historical setting for the composition of Paul’s letter to Titus. After a concise review of the reasons why it is unlikely that Paul survived the appearance before Nero that Acts 27:24 anticipates, the paper’s argument will proceed in three steps. First, it will use the research of Andrew Pitts and Stanley Porter on linguistic “register” to suggest that the similarity in style between First Timothy, Titus, and Second Timothy need not imply that Paul composed these letters at the same time. Second, it will contend that Paul’s co-worker Titus might easily have been with Paul on the ship that carried the apostle and his entourage from Caesarea to Malta and that the ship’s stop at “Fair Havens” on Crete would provide ample opportunity for Paul to leave Titus on the island to tend to troubled Christian communities there. Third, the paper will use the freedom that the centurion Julius gave to Paul during this period and Paul’s reasonable expectation of acquittal to explain why the apostle does not mention his captivity in the letter and why he made travel plans for the following winter.