It took me a couple days to go topless our first trip. Do it when you want and no pressure if you don't. You'll have a blast anyways. I started on the beach away from the bars.
No worries about that as you will never be pushed by anyone to do so and will not ever feel uncomfortable with it on or off so go at your own pace, if you feel comfortable doing so than do and if not then don't, everyone there will appreciate you either way, everyone just wants to makes friends over there, it's awesome how everyone don't judge other people there, they just want to have fun and party. My wife thought she would never take her top off but after a couple days she felt comfortable doing so but not from pressure by anyone, she actually surprised the hell out of me, she just suddenly lost it somehow and it never came back on lol.
Hmmmm... I dunno, hun. We'll have to see. I don't wanna make people wish they could blind their minds eye!