Overland private supersonic travel should not happen, it would just be a massive unpriced negative externality.
The lower the plane flies the fewer people end up hearing the boom. The denser air also requires an absurd amount of fuel to fly through. Commercially uneconomical. Even the military only uses low level supersonic for a last dash to the target.
When Boom was testing last year, the sonic boom never reached the ground, as I recall. That can be arranged at higher altitudes, but doesn't work at low ones.