Not every worker is an hourly worker. There are people who buy summer houses, there are people who buy boats. A sailboat like the one in the article (or in the OC) not only often is rented out, it's not that expensive to buy as well.
Yachts are a different game, but I don't care about the semantic of what is a yacht, the point is, small boats, especially sailboats, are something that some people buy for themselves as a retirement "gift" or something. They are workers and they deserve to enjoy what they saved during a life of being exploited, and this narrative that as soon as you live above the poverty line you are a billionaire is counterproductive.
It is more complicated than that, and it changes country by country. There are cultural/traditional issues that contribute to perpetrating the vicious circle of poverty. One such factor is preventing kids from attending schools. This makes some people unable to speak local language and functionally unemployable, paving the road to poverty and marginalization.
That said, at least in my country this issue affects a tiny minority of the Roma population. An even smaller minority is apolid, mostly coming from ex-Yugoslavia, which obviously causes several problems with the ability to work.
The main aspect though is that "solutions" proposed by many governments, like building "camps" when they can settle, are just ineffective from all points of view, prevent integration and foster the tendency to a conservative and closed culture.