In this paper, we present the newly developed propagation toss model of a long range maritime communication channel, measured by a ground to air flight test, and discuss its validity compared with the predictive value based on the spherical earth reflection model. To measure the propagation loss, actual flight test was performed in the Yellow Sea and the measurement of receiving signal strength was made for overall test range. As far as the test condition is concerned, it is expected that the receiving signal strength must be interfered with the reflected wave by an island existing around the reflection point. Therefore we introduce some modifications on the conventional spherical earth reflection model by including the effect due to the reflected wave from the island. And then, we compare the path loss measured by flight test with that one analyzed by the spherical earth reflection model accounting for reflected wave of the island. As a result of the comparison, it is verified to predict the path loss accurately by the spherical earth reflection model including the effect due to the reflected wave from an island for a long range ground to air communication.