Jaynee. Your husband flippin' rocks! You bet it's manpris weather in September. In honor of your husband, I hereby declare the entire month of September National Manpris Month.
So... maybe you could work manpris into the caricature? Just a suggestion.
Now, back on topic. There are many places on property that will do caricature drawings, and every place I've seen has signage indicating what you get for various price points.
In addition to the theme parks, water parks, Downtown Disney and the BoardWalk, many resorts also do caricatures. I've seen it at Pop Century in the lobby.
Disney Mom Marisol has had her daughter's caricature done in black and white at Wilderness Lodge.
Disney Mom Jennifer had her girls' caricatures done at the Poly in color and they reportedly LOVE them. The black & white caricature took about 20 minutes and the color caricatures took about 30-35 minutes. Prices range from $15 to $90.