We just drove staright through to Florida for a cruise a few months ago. I think it was 16-18 hours total from here in South Jersey to Port Canaveral........looong drive. It was just me and my parents so that made it even more boring, and worst of all....I couldn't sleep (I just have trouble falling asleep in cars) even thoguh i was extremely tired! You're lucky that you have a friend going with you. You could probably play car games, like the alphabet game. You look at the signs and look for words that begin with A or B and so on, but in alpahabetical order. For example, A for Acme, B for Baltimore, and so on. Or if you both like reading, bring a few books and magazines. You should be able to find something to do. Have fun on your trip! My family and I have driven to Florida 5 times, and i've learned that no matter how long the drive is, it'll be worth it in the end!