It’s pretty common to see old dudes with young women. I’ve rarely been able to actually find the answer.
The few times I’ve gone to fancy resorts or expensive areas, I’ve always seen couples like this. Only a few times did I see more than one woman.
I worked for a ceo once who always had a much younger (25 vs 65) assistant in the building.
I don’t think I would change my behavior if some rich guy had two models in tow for business meetings. I might assume they are prostitutes, but as long as they aren’t children I don’t know what action I would take.