Somewhere with alcohol (facilitates conversation and alleviates nerves )
Somewhere that provides a mutual focus so that there isn't laser focus on one person or pressure to keep the ball in the air. (So a bowling alley for example , not a bar or a restraunt )
Somewhere with good lightning , you both want to get a good look at each other.
Do something you would normally enjoy doing , you will act more naturally.
Don't go somewhere where other people are likely to move in on you like a nightclub busy bar or something, it will make him territorial.
That's the best tips I got.