1) Never ditch your initial decision on a Detour. Stick with it until you're done because the transition takes too damn long.
2) Don't panic and shoot your wad with the Fast Forward in the first couple of legs. There's always room to catch up if you play smart, solid, error-free ball. Your odds of winning after blowing the FF in round 1 or 2 must be absolutely minute.
3) Don't drive off like an idiot without knowing where in the hell you're going. Look at the map for a while, then drive straight there. You'll beat all the other dumbasses who are squealing around the side streets asking the locals how to get to the Cozumel Pizza Hut.
4) Find opportunities to execute the Danny & Oswald Maneuver: get info from hotels and call ahead when you can.
Man, I'd love to go on this show with my wife. I think we would kick some serious tail. Plus we'd be funny, I think, without straining for it like Dave & Gary or Aaron & Arianne.