Be exceedingly friendly. That means (cringe) introducing yourself. Asking people their names and remembering them. Introducing yourself again. And again.
Have a go-to order.
Dine during non-peak times.
Go a lot within a short period of time.
Sit at the bar or counter.
If you are going to sit at a table, make reservations so they can track you.
If there is a host or greeter, get to know them. They are paid to remember faces.
Make a reservation on your way out.
Ask about what to order. Talk about things on the menu (or that came off the menu that you miss).
If there are other regulars, make small talk with them.
If you order a bottle of wine, offer your bartender or server a taste.
Go on the same day of the week to get the same staffers. Home in on one person and cultivate that relationship (but don’t be a creep, obv).
Go alone and try to stay off your phone.
— Read on om.co/
At one point someone told me that becoming a regular at a bar is a bad thing. The implication being that you are possibly drinking too much. This has been something that bothered me for a while.
After I met my wife this was no longer an issue. We like to eat and drink and be social. Part of that is interacting with the people who work where you are having drinks or meals. It is fun to learn more about everyone around you. Sometimes they surprise you with amazing stories. Sometimes they end up being nothing like whom you assumed they are just because they are currently working to serve you.
The article above has some great points about being a regular. At the end of the day you just need to be yourself, be interested is people, and not be a jerk just because your order took a few minutes longer.