September end of season take over

Hey,

New to all this and looking to explore in a fun way. Im trying to convince my guy that we need to go to sicily in september.

Hes a little reserved and doesnt tend to do big crowds, how busy does it get?

Can anyone give me a comparison to say Hedo in Jamaica in terms of how obvious and out there it is. I want to be able to discuss it fully with him but he just has this mindset rhat its going to be total chaos.

Thanks x