"Do we take it low and slow, take our time, and get there over the course of two weeks for the sake of sailing the distance (bucket list), or do we see how hard we can push ourselves and see who we can beat along the way? The possibility for a lot of night sailing factors in there too."

I hadn't thought about that. Such an approach would be tailor made for the Tiki, any of them, or any other cruising cat.