Sunfish, I echo rcoight's message above regarding your remark to my post. Would an AOC be required if said specialist and pilot followed a regular schedule only (sorry for being lazy – no time for personal research/getting lost in PDFs of regs these days)? It would have to be a most surprising island if UBER's air taxis were to be allowed to operate over populated areas while not letting your LAME fly his tools to your aircraft.
PS. Enjoy your time in Italy. GA is the EU suffers a more primitive problem that has luckily spared us so far: the artificially inflated price of Avgas.