When is this trip? Season matters.
What are your interests? History? Art? Music? Food? Hikes? Bikes? Night clubs? Strip clubs? Remember, we don't know you and what we like may be what you hate.
Somewhat related to above, why did you pick some of these places, e.g. Highlands?
First tip:
Get a guidebook, and read it.
(You're basically asking us to recreate one for you.)
Second tip:
Pare your plans. The country is vast, and a month goes by much faster than you may think. You can either visit your "highlights," or you can enjoy some of them and the "scenic roads" and places between them.
