Having done that ride, my initial response, is probably not. Once you get over to the coast there are no really big hills. There are hills, but not BIG hills. In fact one particular hill, right after Pfeiffer Big Sur campground, was supposed to be tough, but we had such a strong tailwind, that it was fairly easy.

If you can get up to the Junction with the trailer, with no owies, you'll have no problem.

V.