I dunno how old you are and what the age is to go into a bar where you live.
But where I'm from (Holland),when I was shy (and believe me,I was), a good friend of mine took me to the pub..just get used to hanging around multiple people.

Ever since then I've been more outgoing and enjoying life more.

Ps: Reason I was shy, had 2 Chronic diseases for 2 years without knowing it,caused me to never go out.

Hope this advice helps.

Pro