It’s a San Francisco tradition to cross the city on foot from one end to the other. Annually, it’s done in May during Bay to Breakers, the popular, historic 7.5-mile race with a route that goes from the Financial District to Golden Gate Park.
Another option is the relatively new Crosstown Trail, which can be completed any time of year. Created in 2019 by volunteers in the Crosstown Trail Coalition, with a map and app that can be found at crosstowntrail.org, the trail follows already established paths, stairways and sidewalks, goes up hills, through canyons and into parks. It runs from southeast to northwest, from Candlestick Point on San Francisco Bay to Lands End at the Pacific Ocean, past the Golden Gate Bridge.
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