The oldest volcanism documented in near-vent sections around the Campi Flegrei (CF, southern Italy) caldera does not exceed ~78 ka, even though the mid- to ultra-distal tephrostratigraphic record would suggest that activity in this area started well before that. Reconstructing the activity preceding the large caldera-forming Campanian Ignimbrite (CI) eruption of ~40 ka, via surface geological surveys in proximal areas, is challenging because of the poor accessibility and paucity of sections recording the older chronostratigraphic interval. In order to fill the gap in knowledge of the activity preceding the CI eruption, a 113.2 m deep scientific drillhole was emplaced in the Ponti Rossi area, in the northern part of the city of Naples. The Ponti Rossi area was selected as representative of the stratigraphic setting prior to the CF caldera formation because it is close, although external, to any proposed caldera rim or downthrown area. The cored succession, consisting of pyroclastic deposits separated by paleosols, reworked humified deposits or subaerial erosional surfaces, has been logged and sampled for sedimentological, mineralogical, and geochronological analyses. Thirty-one Pyroclastic Units (PU) were identified. Based on the structural/textural features of the recovered sediments, the first relevant result is the possible absence of the CI, while the deposits of the ~15 ka Neapolitan Yellow Tuff eruption, the second largest caldera-forming event of CF, represent the shallowest sediments. 40Ar/39Ar age determinations on alkali feldspars, extracted from juvenile fragments collected at 45.8–45.9 (PU-29) and 99.5–99.6 (PU-1) metres of depth, yielded ages of 59.03 ± 0.50 ka and 110.00 ± 0.35 ka, respectively. The age obtained for the deepest cored unit, having sedimentological characteristics compatible with proximal deposition, represents the oldest age obtained for a pyroclastic deposit in the sequences near the CF caldera boundaries and extends by 30 ky the explosive history of this area. Furthermore, based on 40Ar/39Ar age constraints, at least 29 eruptions, spanning the ~59–110 ka interval, can be added to the volcanic history of the Neapolitan Volcanic Area. These eruptions can be largely attributed to the CF area, prior to the CI caldera formation, and testify to hitherto unknown, intense explosive activity.