Various techniques are described herein for generating and managing computing infrastructure instances within datacenters. Data identifying various computing infrastructure characteristics may be receive and analyzed in order to determine one or more computing infrastructure definitions to be instantiated within a datacenter. Specific datacenters may be determined for instantiating the computing infrastructure definitions, various provisioning and configuration management tools may be selected, and computing infrastructure instances comprising multiple interoperable services (e.g., web services) and other components may be provisioned, configured, tested, and maintained. In some examples, instance execution data may be received and analyzed via instance monitor components transmitted and deployed within computer infrastructure instances executing on datacenters. Instance monitor components may collect instance execution data, which may be analyzed to identify issues of performance, stability, cost, and the like, associated with various combinations of computing infrastructure definitions, datacenters, services, and configurations.