I have been watching Bareboaters in the Caribbean for over 40+ years of living / working / sailing . I am never surprised at any example of ineptitude . Vetting bareboat/rental charter captains has never been very strict or enforced enough.
Back in the 70s when I started working/sailing In the VIrgIn Is. - bareboats were usually chartered by Boat Owners of similar size vessels elsewhere - few bays had moorings - anchoring was essential. Boating experience was more widespread across the rental fleets.
Charter guests * Charter boats *AND Reasons for chartering * have all changed totally over time.
************Plenty of BareBoat Tales always told over Rum at sundown. **********