how do I know you’ll send me to a place with airport security guards, clerks, marshals, etc?....I’m literally putting my safety (and the safety of my family) in their hands.

this isn't my website, but you aren't putting the safety of yourself and your family in this company's hands taking a mystery vacation much more than if you fly to a non-mystery destination and non-mystery hotel, or even order a rideshare or food delivery in your home city. The normal travel infrastructure and security apart from a random destination is still all there.

all of their flights are conducted on commercial airlines and none are all-inclusive; you only receive a random destination and lodgings upon purchasing a voucher. you'll pack your own bags, arrange your own transit to and from the commercial airlines at the commercial airports, where all of the above security measures will be in place.

flying to a random destination is not enticing to every traveler and this isn't going to become the routine way for anyone to vacation. it's marketed as a method for people comfortable with travel who want to mix things up in their usual routine.