Goodness, where was your colleague hanging out? 🤣
I'd be interested as having lived in Cayman for nearly 17 years, I've managed to never have an encounter with any machete wielding maniacs, nor danger out late at night (alone or with others!)
Sure there is often trouble at local bars, but unless you desperately enjoy listening to rampant soca or dancehall in dark bars it's easy to avoid.
True there's "not much to do" (other than getting involved in snorkeling, scuba, beaching, Gaelic football, footballs, dancing, rugby, sailing, martial arts, movies, festivals, art clubs, and live music to name a few), as far as it getting dark early all the time, the sunset is between 6.30pm in winter and 7.30pm in summer, the consistency of which is far better than traipsing home in the dark at 4pm in winter.
Just my two cents as a British Caymanian...