The phenomenon of flotillas carrying humanitarian aid to civilians in Gaza is not a recent development. Since 2010,[1] several initiatives have sought to challenge the Israeli naval blockade and deliver humanitarian assistance to the Gaza Strip. In particular, between 2025 and 2026, two operations were organized by the Global Sumud Flotilla, which is described by its organizers as the largest independent initiative aimed at breaking the naval blockade imposed by Israel and delivering humanitarian aid to civilians in the Gaza Strip.[2] Both operations departed from the port of Barcelona: the first on 31 August 2025[3] and the second on 12 April 2026.[4] Italian diplomatic and parliamentary practice has devoted extensive attention to the events related to the Flotilla, which raise longstanding questions of international law. This contribution will focus on 1) the Italian position on the lawfulness of the Israeli naval blockade, 2) the rights of Italian volunteers on board, and 3) the attacks on the Flotilla and its interceptions by Israel on the high seas.