Completed in about 55 minutes. The hard part was selecting the mission you wanted to complete. It was a fairly straight forward walk, downhill to start and uphill back. Slight amount of drift problem around mission 16.
You will want to bring a car or plan out transportation since the missions go all over the city. The downtown sections get much more difficult depending on the time of day with all the people walking around.
Completed in 2 hours 20min which includes a 15min walk back to the car and stop for coffee. The banner looks great but crossing Main Street is difficult. The missions would have been better to set in sequential order instead of hack any as I had to back track a few times.