His trip to NY on the Queen Mary wasn't cheap plus he stayed in NY for a extra week?. Canada trip wasn't cheap either. I think his Patreons are paying for him to live his dream.Steve has build his channel by going to places that are easy for his followers to do in a small time frame & cost.
It's not about "comfort zone " It's the cost , the time he would need to plan such trip the flights, hotels, travel insurance etc.