Just had a portion of that convo the other night with someone
The reason guys like Drake and a lot of people in some kind of similar form, take those women on vacation is because they are available. They rarely have the kind of jobs that demand their presence, or have scheduled vacation time. Serious professionals can't just fly and meet someone on tour or hit the Bahamas for a week, without notice. So, you end up with a certain type, rarely the disposable income for her own trip, but with the time/willingness to go along.
The age thing is related to where you are in life. There are a lot more women 25-30 in that category, because a lot of the professions they occupy, and put them in proximity with "ballers" are based on youth and looks.
Have your fun with them but who the fukk told Drake or athletes to give their hearts to them and seed them up? What happened to putting women in the appropriate categories?