Lookout! is the eighth Checkpoint race in San Francisco, and the competition is considerably fierce compared to the previous races. The race also involves a lot of flying, going from The Palace of Fine Arts to Lombard Street, around Coit Tower and through a busy road on the way.
The opponents include two Ford Mustang GT, two Ford Mustang Fastbacks and four Audi TTs (Amateur), or four Panoz Roadsters and four Audi TTs (Professional). The time of day is evening, and the weather is foggy (Amateur) or rainy (Professional).
- The map on the loading screen shows six checkpoints but in the race there are four.