you can drive from Guatemala to Panama, but then there is the Darien Gap between Panama and Colombia and you can not cross it. The Darien Gap is a restricted area (you are not allowed to go there), there are no roads between Panama and Colombia and the Darien Gap has the thickest jungle in the world. You can put your car on a boat from Panama (port of Colon) to the port of Cartagena in Colombia.
No, there are no roads from Panama to Colombia. You would have to ship your car from some port in Central America or Panama to Barranquilla or somewhere on the Pacific coast. There are no regular ferries so you would have to go through a shipping agent to locate a ship that would take you. You would have to really plan your trip ahead of time.
You would need to fly , the road stops at the parque nacional Darin in Panama . I have been to Medellin Colombia a few times.
You might but that would be extremely difficult.
