Outbound Collective logo

Cupertino, California

The best Trails and Outdoor Activities in Cupertino, California are a must-visit for those seeking outdoor adventures. The Fremont Older Open Space Preserve is a top choice, with over 14 miles of trails for hiking and horseback riding. The trails wind through scenic grasslands and oak forests, offering stunning views of the Santa Clara Valley. The Seven Springs Loop Trail is another great option, featuring a beautiful creek and a variety of bird species. For a more challenging hike, the Black Mountain Trail at Monte Bello Open Space Preserve offers steep climbs and panoramic views of the Pacific Ocean. Don't miss the Stevens Creek Reservoir, a popular spot for fishing and boating. These are just a few examples of the best outdoor activities and attractions in and near Cupertino.

Top Spots in and near Cupertino

  • Sausalito, California

    Hawk Hill

    5.0
    0.76 mi / 144 ft gain
    If you're leaving from SF, head over the bridge and exit onto Alexander Ave. Make the immediate left under the overpass and you'll be on the road to Hawk Hill. There's a parking area just below the gate leading up to Hawk Hill. From the parking lot you can walk west about ten yards along the outs...
    Read more
  • Sausalito, California

    Slacker Hill

    5.0
    1.02 mi / 344 ft gain
    Although the Headlands can be crowded, particularly at the parking-lot chaos of the Vista Point and pull-offs along Conzelman Road, the three routes leading to the summit of Slacker Hill remain relatively quiet, even during busy weekends. Each can be tied into larger loops throughout the Headland...
    Read more
  • Sausalito, California

    Ninja Loop

    9.37 mi / 1831 ft gain
    This loop can start from several different locations, including Rodeo Beach and the Golden Gate Bridge parking lot. Starting from the GGB will add 2 more miles onto this run. I like to start at the Coastal Trailhead parking lot off of McCullough and Conzelman Roads (just a notch down from Hawk Hi...
    Read more
  • Sausalito, California

    Marin Headlands Trail Loop

    10.5 mi / 1990 ft gain
    This trail starts at the Coastal Trail in Marin Headlands Park, where there's a small parking lot and outhouse bathroom off the circle when coming from Conzelman Road.Take the Coastal Trail until you intersect with Bunker Road (you can even turn right and spit off the trail just before intersecti...
    Read more
  • Sausalito, California

    Black Sands Beach

    5.0
    0.54 mi / 285 ft gain
    Black Sand Beach is a beautiful, mile-long stretch of black sand just north of the Golden Gate Bridge. On a sunny day, it’s best to try and arrive in the morning, as the parking lot can fill up quickly. To get down to the beach, you’ll need to hike for about 5 minutes down 250 or so wooden steps....
    Read more
  • Tiburon, California

    Angel Island Perimeter Loop

    5.98 mi / 794 ft gain
    Angel Island Perimeter Loop is a loop trail around the circumference of the island in the San Francisco Bay. The island is located near Tiburon, California with views  of downtown San Francisco, Alcatraz, the Golden Gate Bridge, Oakland, Sausalito, and TIburon as you traverse around the island. ...
    Read more
  • Tiburon, California

    Camp on Angel Island

    5.0
    Thousands of years ago, this island was a fishing and hunting ground for the Miwok Native Americans. It has also been an outpost for the U.S. Army and a cattle ranch. Now, it’s one of the closest places to escape from the hustle of San Francisco and set up camp. Camping on the island requires ba...
    Read more
  • Belvedere Tiburon, California

    Mt. Livermore via North Ridge Trail

    4.5
    4.92 mi / 1178 ft gain
    Unless you own a boat or a kayak, this adventure requires a ride on the Blue and Gold Ferry from Pier 41 in San Francisco. But let’s be honest, that’s actually half the fun. Who doesn’t love a ferry ride? Angel Island State Park is the largest island in the Bay, and recommend the 6-mile loop aro...
    Read more
  • Sausalito, California

    Catch the Sunset at Swedes Beach

    This is a small tucked away beach in Sausalito, CA.  Being in the bay, it has very calm waters and is easy to swim in, though the water will be very cold.  There are pilings in the water that are remnants of the old piers.  It is a great beach to watch the sunset at. There is very limited street...
    Read more
  • Mill Valley, California

    Explore WWII Ruins on Point Bonita

    4.3
    0.25 mi / 200 ft gain
    All throughout the Marin Headlands are WWII-era bunkers, batteries and ruins, including a complex on the hillside above the Point Bonita Lighthouse that provide amazing views of San Francisco, the Golden Gate, and the north coast.Drive out to the parking lot for the Point Bonita Lighthouse in the...
    Read more
  • Mill Valley, California

    Rodeo Cove to Point Bonita Lighthouse

    5.0
    3.64 mi / 568 ft gain
    If you're looking for a little hike and a lot of beach, you'll find your ideal combo at Rodeo Beach and Point Bonita Lighthouse. Park at the Marin Headlands Visitor Center at the head of the 0.8 mile trail to the beach. From the lighthouse to the beach, it will be another 1.5-2 miles there and ba...
    Read more
  • Mill Valley, California

    Miwok, Marincello and Bobcat Trail

    8.17 mi / 1391 ft gain
    Miwok, Marincello and Bobcat Trail is a loop trail that takes you by a river located near Sausalito, California.
    Read more
  • Mill Valley, California

    Coastal Trail from Rodeo Beach to Muir Beach

    11.35 mi / 3264 ft gain
    This hike has beautiful views in the Marin Headlands. You'll find easy parking in the Rodeo Beach Parking lot if you get there early (by 8:30 am). This hike goes along the Coastal Trail which has a few steep areas as you make your way to Tennessee Beach. The Tennessee Beach has gorgeous dark b...
    Read more
  • Mill Valley, California

    Rodeo Beach

    5.0
    Rodeo beach is 10 minute drive past the Golden Gate. Pack up the car with a couple beverages and something to eat, then spend the afternoon and evening taking in the sunset. If you're taking the romantic angle, remember to pack a few blankets just in case the wind picks up or it's colder than ant...
    Read more
  • Mill Valley, California

    Hill 88 Loop

    4.0
    5.5 mi / 1086 ft gain
    This quick, yet challenging trail run is located just minutes north of the Golden Gate Bridge. Grab your dog (on-leash), park in the large lot next to Rodeo Beach and hit the trail! The climb starts up the Coastal Trail to the right end of the parking lot if you're staring at the beach. Take the...
    Read more
  • Antioch, California

    Hike the Old Homestead Loop

    5.0
    6.5 mi
    This is a fun day hike that takes you through the beautiful hills of the Black Diamond Mines Regional Preserve and a bit of the Contra Loma Recreational Area as well. You can hike here year round, but I suggest going in the spring time when the hills are covered in soft, green grass and the wild ...
    Read more