The San Francisco Crosstown Trail runs point-to-point from Candlestick Point to Land End.
The SF Crosstown Trail officially opened in 2014. It connects park trails to neighborhoods and communities. In it's in entirety it's almost 17 miles long with 5 Sections available for those looking to break it up. Several of the sections are accessible by public transit.
Each section is unique with different communities and environments. There's also an app available to help in navigating the route and you'll see some sign posts along the route as well.
What's great about this hike, is that you'll pass through neighborhoods you might not have ever stepped foot in, so it's a great opportunity to really explore the city. You'll have the chance to check out some local eats and other shops as well.
See CrosstownTrail.org for additional details on each segment and neighborhood.