Walk on the Wise Side

Walking the Philosopher's Way Trail in SF

A wise man once said, “Walk it off.” And San Francisco has just the place for a colorful walk via a 2.7-mile loop along Philosopher’s Way Trail in the 318-acre John McLaren Park (San Francisco’s second largest park, after Golden Gate). The path gently dips and ascends from eucalyptus trees to open vistas of SF’s gridded buildings and brightly painted homes, decorating the hills like a mosaic.

The trail is marked by granite arrows, with 14 informational plaques that include photos, facts, and thought-provoking quotes, all designed to highlight the ecology, geography, and history of southeast San Francisco. Benches also line the path, which alternates between dirt and paved alongside fields of clover and groves of thick-trunked oaks.

Though the elevation gain is only about 400 feet, there’s still a sensation of glory as the trail peaks at a bright baby-blue water tower soaring 80 feet high. You’ll also get excellent views of the Bay Bridge, Mount Davidson, and Sutro Tower. Walk past the Jerry Garcia Amphitheater and the relic of a playground as you round out the route back to the starting viewpoint.

BONUS COLOR: For an extra color boost, when you encounter a neon green bench at about 1.5 miles on the trail, follow the spur path left, and exit the park. Four blocks out, you’ll find a garden mosaic by artist Dana Albany. It’s an homage to the hummingbirds that adorn the bottle brush trees in the area, and the dairy cows that once grazed the Excelsior back in the 1800s.

Parking for the Philosopher’s Way Trailhead is located at the Overlook Parking Lot just beyond the intersection of Mansell St. and Visitacion Ave. in San Francisco. Directional markers lead the way, but early on, arrows point in two directions. One direction is for a shorter loop. For the 2.7-mile loop, keep left at the double arrows. We recommend having a map handy. The mural is located at 701 Excelsior Ave. at the corner of Vienna St. Dog-friendly!

Trending Stories NorCal

View all Stories
  1. Purely Purisima

    Take a relaxing hike on the lower section of Purisiima Creek Trail in Purisima Creek Redwoods Open Space Preserve.

    View
  2. Muir Woods Night Tour

    Thousands of people flock to Muir Woods every year, yet only a few see it at night, when this beloved park is experienced in a whole new light. The Muir Woods Night Tour happens on the last Friday of every month through October.

    View
  3. Slide Ranch Marin

    Slide On Over

    Marin's Slide Ranch has a popular neighbor in the Muir Beach Overlook. But don’t overlook Slide! This open-to-the-public nonprofit organization sits on 134 acres of coastline and is filled with animals, Pacific scenery, and an adjacent hiking trail.

    View
  4. Sponsored

    Take the Exit to the Best of the San Francisco Peninsula

    The San Francisco Peninsula is proof that some of Northern California’s greatest surprises are hiding just off Highway 101. All you have to do is take the exit.

    View

Trending Stories SoCal

View all Stories
  1. Been There, Dome That

    Surrounded by granite domes, craggy peaks, and miles of hiking trails, the High Sierra landscape of Tuolumne Meadows in Yosemite National Park is famous for good reason. For a truly grand view, take a short hike to bold—and bald (except for snow at times)—Lembert Dome.

    View
  2. Wapama Wows

    Hetch Hetchy can be overlooked in Yosemite National Park because of its more remote location and limited facilities. But this is where you’ll also find one of the best day hikes in the park: Wapama Falls.

    View
  3. Hello, Sur!

    Big Sur is home to numerous fantastic beaches and coves, so which one do you choose? Go for the beach that's quintessential Big Sur (and dog-friendly!). Pfeiffer Beach in Pfeiffer Big Sur State Park. Its signature lilac-colored sand is waiting for your feet!

    View
  4. Tamtastic Sunset

    Sure, the East Peak of Mount Tam is absolutely spectacular at sunset, but some magic-hour enthusiasts are onto a fresh perspective in getting a little more personal space for their panoramic viewings.

    View