Most sight casting tarpon flats are set aside for fly fishermen only. Yes, as long as the child is over 8 years old. Bear in mind that you will be stalking very spooky fish in very shallow water, and must be quiet. This is impossible to answer. Fishing in the Keys is always challenging, even for experienced anglers.
Successful anglers practice casting into, across, and downwind before arriving.
Like most businesses that operate by appointment, your deposit assures that both you and Bob will be ready to fish on the days booked. Cancellations made prior to 60 days before your arrival may be transferred to another date. Cancellations within 60 days may be transferred ONLY if the original dates can be rebooked.