As has been said many times singles are not inherently unsafe, and statistically safer than life on the streets. Any aircraft landing/crashing in the middle of a City will hit the news, unfairly compared to the daily road accidents that are rarely reported. Because of the high profile the regulations will err on the "safe" side.
If we all abide realistically to the safe landing principle then there should be no problems, the difficulty comes with commercial pressures. I flew City tours in both singles and twins, I set a higher cloudbase as a minimum for the single and stuck to certain routes to provide landing options. The trouble arises when competitors push their luck more and put pressure on you to do likewise. The odds are you will get away with it today...but one day...