Description: Highlights • Funda Volcanic System produced at least 3 eruptions over a period of 〈200 years. • Volcanism was longer and more recurrent than previously reported. • Eruptive styles range from Strombolian (mild and violent) to phreatomagmatic. • Magma/groundwater interactions may have led to rapid changes in eruptive style. • Future hazard assessment need to effectively consider magma/groundwater interactions. Monogenetic volcanoes occur in many different geotectonic settings and are usually small and short-lived. They can experience a variety of eruptive styles, even during the same eruption. In monogenetic volcanic fields, volcanism usually migrates to different locations over time, making volcanic hazard assessment very challenging. The eruptive history of a volcanic region, including the size, style, and location of previous eruptions, provides valuable information to help predict the behaviour of future volcanic events and their associated hazards. Here, we reconstruct for the first time the eruptive history of the Funda Volcanic System (FVS), one of the most recent (∼3 ka) monogenetic eruptive centres of Flores Island (Azores), based on a detailed tephrostratigraphic work coupled with geochemical analysis of glass shards and radiocarbon dating. We identified at least three volcanic events at FVS spaced by time intervals of ∼100 yr. The first event (3430 cal yr BP) was a small Strombolian eruption, the second event (3330 cal yr BP) started as a violent Strombolian eruption and may have ended as phreatomagmatic, and the third event (3250 cal yr BP) was exclusively phreatomagmatic. Our results demonstrate that volcanism at the FVS was more prolonged and recurrent than previously reported. Moreover, we show that the FVS experienced different eruptive styles in a short timeframe, ranging from small basaltic eruptions to violent explosive phreatomagmatic events. Such diversity of eruptive styles results in different volcanic products, which have different hazard implications. Our new results contribute to the knowledge of the recent volcanic activity of Flores Island, and we anticipate them to be of paramount importance for future volcanic hazard assessment studies.