Yeh, why go there with a friend at all? You could come up to the guy and offer to buy him a drink yourself. Instead of spending weeks of planning to get his attention, this would be so much simpler. We live in a new century and that kind of behaviour is very normal. Have a chat with him and you'll quickly know if there's any chemistry there.
Don't believe that every single man is a 100% old school conservative male. Secretly a lot of guys fantasise about being approached by a girl. Also, taking into account that he may hesitate approaching you due to actually working there and it might be considered unethical for him to initiate.
Don't cry, don't regret and don't blame
Weak find the whip, willing find freedom
Towards the sun, carry your name
In warm hands you are given
Ask the wind for the way
Uncertainty's gone, your path will unravel
Accept all as it is and do not blame
God or the Devil
~Born to Live - Mavrik~