Do what you want, I do recommend trying to Win, and Lose, a few times as every character has a Unique scene if you win or lose.
Which sounds easy until you try it.
I forgot to add how to get there, to get there you should have A Ticket to get to Upper New Ark, to the gallery you will meet a receptionist, get a Ticket go ALL THE WAY AROUND and then spook the Receptionist from behind, now to the Island Painting (Painting with a Lot of people) go left into a room a you can see tight entrance you should be able to Topple a Statue, afterwards tell them you cannot Pay and wait...
When all is Over go to the Painting with a LOT of people to find it Empty, rest upon a free bench and into the Island you go.