My general procedure is when a breaker trips I turn off AC's. When I flip breaker back on I wait a minute or two before turning on AC's, but turn them on within seconds of each other. Is the answer waiting a few minutes before turning on AC no 2?
Definitely wait until A/C one is up to speed and stable before turning "ON" number two. Also wait 5 minutes or more after shutting an A/C down before trying to restart it.
Electric motor starting current
When ever a large 120 volt AC motor is started, the motor draws several times more current than normal. This over current should last for a few seconds then current should drop to manageable levels as motor comes up to speed.
120 volt circuit breakers are designed to allow this high over current for short periods.
Starting two AC motors at the same time can often trip the breaker. Allow motor number one to come up to speed and stabilize before starting number two.
Restarting electric compressors
Making things worse, a running air conditioner has high pressure inside because that is what compressors do. Restarting the compressor while high pressure is present requires even more starting current. Wait 5 minutes before trying to restart an air conditioner.
Other high current devices
Starting two A/C compressors, an electric water heater, battery charger, and other things all at the same time only makes things worse. Pedestal and main breakers may be tripped.
Under normal operating conditions, things that start automatically like water heaters start one at a time. Plugging in while all these things are "ON" starts all of them at once.
Many RV owners make it a point to shut off high current devices before unplugging or switching from shore to generator. Switch them back "ON" one at a time.
This is easier on plugs, sockets, and transfer switches as well. They will last longer.
I wish you good luck and happy trails ahead!