Great question with unlimited options to choose from! Many figures come in my mind from all fields of human activity: arts, science, music, religion, philosophy, history and politics or even notorious criminals. Important or controversial figures from the recent and past years, till Antiquity. In what context would we meet? For example I would never ask Mozart to join a rave party, even if he would love to! Wouldn’t be interesting to see how these people would react in completely different situations or environments? For example wouldn’t it be interesting to watch Gary Kasparov as a playmaker in a team sports or Alexander the Great in peacetime? We have witnessed Michael Jordan playing golf! Although many people may have thought at the time that golf wouldn’t fit to Jordan, it was rather an interesting match.
Wouldn’t be interesting to arrange meetings that would bring together personalities such as Sir Isaak Newton and Albert Einstein for example? How would they interact?
I think that I love this option! There is song by my favorite Greek musician and singer called Loukianos Kilaidonis, entitled The Party. Loukianos has also studied Architecture at NTUA and in this song he dreams of organizing a fantastic party in a Deep Dungeon along with a bottle of rum! So in this surreal setting he would invite Fellini, the Beetles, Charlie Chaplin as Charlot, Wassily Kadinsky, Jorge Luis Borges, Frank Sinatra, Andrés Segovia, Picasso, Walt Disney, Elvis Presley, Bertolt Brecht, Hamphrey Bogart, François Truffaut, Scott Joplin, Johan Sebastian Bach, Giorgos Seferis, Georges Braque, George Gershwin, and even Zoro! I would love to join Loukianos’s Party, where I am sure that he would invite all the important personalities that he did not include in the brief lyrics of his song!!
Now, concerning one of the most controversial and mysterious historic figures of both the arts and science, Leonardo da Vinci, I would rather leave him in his peace…The mystery that surrounds his personality, part of which it was intentional, has created his legend and has thus contributed to the attraction Leonardo exerts to all scientists and artists till today. I would never ruin this feeling by just satisfying the curiosity of meeting him.