I have not road tripped Baja on my TW, but am bringing it down as a trail bike and to do short trips. The biggest concern of trying to ride tip to tip on a TW would be fuel. There is a approx 340km stretch from El Rosario to just befor Guerrero Negro that has no gas stations. Sometimes there are people selling fuel in jugs near the Mission Hotel and a couple other spots, but not always. Be sure you have enough fuel for that stretch and you should be fine.