The invention provides for an infant feeding system (100) for orally feeding a liquid to an infant. The infant feeding system comprises a user interface (202). The infant feeding system further comprises at least one sensor (212, 212′, 212″, 212″′) for measuring at least one physical property. The infant feeding system further comprises a memory (216, 216′, 216″) for storing machine executable instructions (230). The infant feeding system further comprises a processor (208, 208′, 208″). Execution of the machine executable instructions causes the processor to: acquire (300) feeding data (234) by measuring the at least one physical property with the at least one sensor; send (302) the feeding data to a feeding database (246); receive (304) a user response (240) descriptive of feeding conditions from a user interface (202); send (306) contextual data (248) to the feeding database, wherein the contextual data comprises the user response; receive (308) instructional data (242) from the feeding database in response to the contextual data and the feeding data; and output (310) feeding instructions (243, 243′, 243″, 243″′, 243″″, 243″″′) on the user interface using the instructional data.