A great way to break the ice with someone at a bar or coffee shop is to notice what they’re drinking and work in a conversation about their beverage choice. If you create an opening and have the budget to buy them a drink, this is a great way to show you’re very interested in spending more time with this person. 

In person at a bar, a coffee shop line up, cafe:
-You seem to really be enjoying that drink. What’s your poison and why is it your favourite?
-Do you prefer beer or wine? Either way, I’m buying the next one. 
-They say you can learn a lot about someone based on the kind of coffee they drink. How do you take your coffee and what table are we sitting at?