I highly recommend James S. Jeffers’ book The Greco-Roman World of the New Testament Era: Exploring the Background of Early Christianity. It is both informative and enjoyable. In his chapter on “Life and Death in the First Century” he recommends the following books for further reading:

Labor and the Economy

• The Social Context of Paul’s Ministry: Tentmaking and Apostleship, by Ronald F. Hock

Leisure and Games

• Cruelty and Civilization: The Roman Games, by Roland Auguet

Travel

• Ships and Seamanship in the Ancient World, by Lionel Casson
• Travel in the Ancient World, by Lionel Casson
• The Book of Acts in Its Graeco-Roman Setting, edited by David W. J. gill and Conrad Gempf
• The Cities of St. Paul: Their Influece on His Life and Thought, by William Ramsay

Dining

• Roman Cookery, by John Edwards
• Rome: Its People, Life and Customs, by Ugo Enrico Paoli