I was doubtful about Wingly.
Still am I think there should be minimum experience requirements; like 100 plus post PPL hours on type,
Thought I would give it a try - so last Sunday I Wingly'd an Austria couple - I have a US registered airplane, cost share marginal only (so fuel) in proportion. Barbados is not that big, can fly around it in half an hour, so other than the Wingly mark up/fee about twelve quid each.
Was interesting experience - I fly people around when I fly with no charge, so nothing unusual.
Not too sure if you're familiar with Bill Burr a comedian he has a routine about a helicopter pilot (very funny and tragic at the same time) - anyway it got me to thinking, someone could be in the P2 seat on Wingly and decide to go out in style - the people are strangers afterall.