I purchased a book several months ago. It explains the best way to walk this 49 mile route. It is broken down into 17 manageable walks. Some are more difficult than others.
Originally, it was a drive, set up for the World Fair. Tourists could see the most scenic parts of the city, just by following the signs. Currently, you pretty much need to know where the signs are to follow them. Some of the streets no longer allow cars, so you have to walk those parts.
This is one of the things that I want to do at some point. It’s on my bucket list. 17 walks sound reasonable.