Alex Boylan, the second season winner of The Amazing Race, is off on a new world travel adventure. This one is a bit different from his TAR adventures, though. First, he's starting out with no money. He's depending on the kindness of strangers directing him via the internet television show site for the trip. Second, FanRocket, a social video firm is taking on the task to create a community around the show, webcast episodes, handle the blogs, and more.

Accompanied by a two-man filming crew and carrying only a huge backpack, the journey kicked off this morning from New York City.