According to Barnes McCormick in "Aerodynamics, Aeronautics, and Flight Mechanics," the supersonic base drag coefficient based on the base area must satisfy the inequality:
Cdb < 2/gamma/M^2
That is, the supersonic base drag coefficient is less than 2 divided by the constant gamma (gamma = 1.4 for air) divided by the Mach number squared. According to McCormick, there is no accepted method available for calculating Cdb, so a conservative estimate is to make the inequality an equality. i.e., Cdb = 2/gamma/M^2. So, for example, at M = 1, Cdb ~ 1.42. However, this is quite possibly way too high an estimate. It is, after all, only an upper bound according to McCormick.
Now, note what's in italics above. This drag coefficient is based on the base area. That is, the base drag is:
Db = 1/2 * density * velocity^2 * Cdb * Ab
So if the coefficient is constant (it isn't, but let's pretend), then the base drag is reduced linearly with base area. Bottom line, a boat tail makes sense even in supersonic flow.