Beginner roller skating
The City Has an Entry Requirement, and It's Not Confidence

Experienced skaters are blunt about this one: you don't take a city centre as a beginner. The gate is not how brave you feel, it's whether your braking and your turning are perfect - not adequate, perfect - because traffic doesn't wait for you to assemble a stop. Until then the answer is a car park, or a small town with nobody in it. That is not a lesser version of skating, it's the thing you do first.
Experienced skaters are unusually blunt about this one: you do not take the centre of a big city as a beginner. It is not a matter of nerve, and no amount of wanting it moves the date forward.
The gate is specific. Your braking and your turning both have to be perfect — not adequate, not usually fine. Traffic does not wait while you assemble a stop, and a turn you can only make on a good day is a turn you do not have.
Until then there are two answers, and skaters name them in the same breath: a car park, or a small town with nobody in it. Both give you the thing a city refuses, which is room to get something wrong.
This is not a lesser version of skating that you graduate out of with embarrassment. It is the part you do first, and the city is what it is for.
Keep going: this is one section of the full Roller Skating for Beginners guide — sizing, gear, stopping, and where to skate, in one page.