This paper describes a methodology for modeling long-term evolution of multiple inlet systems in southwest and central Florida. The paper discusses the application of this methodology to two inlets within Sarasota Bay system in southwest Florida. The case studies of Longboat Pass and Venice Inlet demonstrate the importance of considering large temporal and spatial scales in multiple inlet systems. The results describe the evolution of Longboat Pass and Venice Inlet from 1880 to present. The analysis begins with natural conditions that existed before dredging or inlet modifications and investigates how inlet evolution can be influenced by navigation improvements or mining of ebb shoals for beach nourishment.