‘At Rest’ is a painting about the end of the sailing season. It's about knowing that the end of the season is near and continuing to sail is risky because hazardous winter storms come quickly, but choosing not to sail means missing the absolute beauty of autumn. Even though it is late in the season, this sailor has found a place of peace and rest amid the fall color and still water.
It is surreal reading your description of how such a simple painting could actually bring out a deeper meaning altogether. What is depicted at first glance is a mere illustration of a forest in autumn. Nevertheless, it is more of a journey than a single scene by itself.